ALCOHOLS, PHENOLS AND ETHERS

Single Correct Answer Type

1. An organic compound ‘X ’ on treatment with pyridinium chloro chromate in dichloromethane gives

compound ‘Y ’. Compound ‘Y’,reacts with I2 and alkali to form triiodomethane. The compound ‘X ’ is
a) C2 H5 OH b) CH3 CHO c) CH3 COCH3 d) CH3 COOH
2. Ethyl alcohol is industrially prepared from the ethylene by:
a) Permanganate oxidation
b) Catalytic reduction
c) Absorbing in sulphuric acid followed by hydrolysis
d) Fermentation
3. CH2 ClCH2 OH is stronger acid than CH3 CH2 OH because:
a) +𝐼𝐸 of Cl disperses – ve chare on O –atom to produce more stable anion
b) −𝐼𝐸 of Cl disperses – ve charge on O –atom to produce more stable anion
c) +𝐼𝐸 of Cl increases – ve charge on O –atom to alcohol
d) None of the above
4. Alcohol (CH3 )2 CHCH2 OH cannot be obtained by

a) HCHO + (CH3 )2 CHCH2 Mg𝑋 b)

c) (CH3 )2 CHCH2 CH2 Mg𝑋 + O2 air d) (CH3 )2 CHCHO + CH3 Mg𝑋

5. Lucas reagent is used to distinguish among primary, secondary and tertiary:
a) Alkyl halides b) Alcohols c) Aliphatic amines d) Aromatic amines
6. Ketone upon treatment with Grignard reagent gives
a) Primary alcohol b) Secondary alcohol c) Tertiary alcohol d) Aldehyde
7. The starting material for the preparation of CH3 I in one step reaction is:
a) CH3 OH b) C2 H5 OH c) CH3 CHO d) CH3 COCH3
8. From methyl alcohol we get:
a) Neoprene rubber
b) Perspex rubber
c) Bakelite a hard plastic
d) Sponge rubber
9. Which one of the following will most readily be dehydrated in acidic condition?

a) b) c) d)

10. Tert-butyl methyl ether on heating with anhydrous HI in ether gives

a) CH3 OH + (CH3 )3 CI b) CH3 I + (CH3 )3 COH c) CH3 I + (CH3 )3 Cl d) None of the above
11. Diethyl ether is decomposed on heating with:
a) NaOH b) Water c) KMnO4 d) HI
12. Ether fire can be extinguished by:
a) Sand b) Pyrene c) CO2 d) All of these
13. Diethyl ether on reaction with CO in specific conditions forms:
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 a) Acetic acid b) Carbon dioxide c) Ethyl propanoate d) Acetyl chloride
14. Most viscous among the following is:
a) Propan-1-ol b) Propan-2-ol c) Propane-1, 2-diol d) Propane-1,2,3-triol
15. In the fermentation of sugar molasses, the percentage of ethanol formed is:
a) 10 % b) 40 % c) 95 % d) 70 %
16. A liquid was mixed with ethanol and a drop of concentrated H2 SO4 was added. A compound with a fruity
smell was formed. The liquid was:
a) HCHO b) CH3 COCH3 c) CH3 COOH d) CH3 OH
17. Ethyl alcohol reacts with following to form a compound of fruity smell:
a) PCl5 b) K 2 Cr2 O7 + H2 SO4 c) CH3 COOH d) CH3 COCH3
18. Carbolic acid is
a) HCOOH b) CH3 COOH c) C6 H5 COOH d) C6 H5 OH
19.

𝐴 and 𝐵 are

a) b)

c) d)

20. 2-methyl-2-butanol on treatment with HCl gives predominantly

a) 2-chloro-3-methylbutane b) 2,2-dimethylpentane
c) 2-chloro-2-methylbutane d) 1-chloro-2-methylbutane
21. In Williamson’s synthesis ethoxy ethane is prepared by
a) Passing ethanol over heated alumina
b) Heating sodium ethoxide with ethyl bromide
c) Treating ethyl alcohol with excess of H2 SO4 at 430-440 K
d) Heating ethanol with dry Ag 2 O
22. Which of the following reacts fastest with a mixture of anhydrous ZnCI2 and conc. HCI?
a) Trimethyl carbinol
b) Ethanol
c) Propanol
d) Methanol
23. Ethers are made free from peroxide linkage on distilling impure sample with:
a) Conc. HNO3 b) Conc. H2 SO4 c) Conc. HCl d) None of these
24. Which of the property given below is not associated with glycerol?
a) Formation of water and CO2 on reduction
b) Formation of tartronic acid on oxidation
c) Formation of acrolein on dehydration
d) Formation of allyl iodide with PI3
25. The products obtained when anisole is heated in a sealed tube with HI are

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 a) b) c) d) CH3 OH + CH3 I

26.

a) b)

c) d)

27. The product in the given reaction is:

a) b) c) d)

28. When CH3 MgI is made to react with acetone and the addition product formed is hydrolysed, we get:
a) A primary alcohol b) A secondary alcohol c) A tertiary alcohol d) An aldehyde
29. The factor adversely affecting the process of fermentation is:
a) Low concentration of sugar
b) High concentration of sugars
c) Presence of ammonium salts
d) Presence of air
30. The correct order of ease of dehydration of following is

a) I > II > III b) III > II > I c) I > III > II d) III > I > II
31. The correct order of boiling point for primary (1°), secondary (2°) and tertiary (3°)alcohols is
a) 1° > 2° > 3° b) 3° > 2° > 1° c) 2° > 1° > 3° d) 2° > 3° > 1°
32. Which substance will not react with ϕ NNCl (ϕ = Phenyl) to give dye?

a) b) c) d)

33. Phenol can be distinguished from ethanol by the following reagents except
a) Sodium b) NaOH/I2
c) Neutral FeCI3 d) Br2 /H2 O
34. The compound which does not react with sodium is:

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 a) CH3 CHOHCH3 b) CH3 — O— CH3 c) CH3 COOH d) C2 H5 OH
35. Ethylene glycol reacts with excess of PCI5 to give
a) 1, 1-dichloroethane b) 1, 2-dichloroethane
c) 1, 1, 1-trichloroethane d) 2, 2-dichloroethane
36. Alcohol is sometimes used in:
a) Baking powder b) Paints c) Thermometers d) Weighing
37. Phenolphthalein is formed by condensation of phthalic anhydride and ϕ OH. Which structure shows
colour in basic medium?

a) b)

d) All of the above

c)

38.

a) C6 H5 OC2 H5 b) C2 H5 OC2 H5 c) C6 H5 OC6 H5 d) C6 H5 I

39. The major product in the reaction of PhCH2 CH(OH)CH(CH3 )2 with concentrated H2 SO4 is

a) b)

c) d)

40. Which is not an alcohol?

a) CH2=CHCH2 OH b) CH2 OHCH2 OH c) C6 H5 CH2 OH d) C6 H5 OH
41.

The product 𝐴 is

a) b) c) d)

42. Glycerol catches fire on mixing with:

a) KMnO4 b) K 2 Cr2 O7 c) HNO3 d) None of these
43. The end product of the reaction,

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 a) Alkane
b) Carboxylic acid
c) Sodium salt of carboxylic acid
d) Ketone
44. What is the hybridisation of carbon and oxygen in electronic structure of ether?
a) 𝑠𝑝3 and 𝑠𝑝2 b) 𝑠𝑝 3 and 𝑠𝑝3 c) 𝑠𝑝 and 𝑠𝑝 d) 𝑠𝑝2 and 𝑠𝑝2
45. During dehydration of alcohols to alkenes by heating with concentrated 𝐻2 𝑆𝑂4 the initiation step is
a) Protonation of alcohol molecule
b) Formation of carbocation
c) Elimination of water
d) Formation of an ester
46. Which of the following is tertiary alcohol?

a) CH3—CH2 — OH b) c) d)

47. Which of the following reagent will convert glycerol to acrolein?

a) P2 O5 b) Conc.H2 SO4 c) KHSO4 d) All of these
48. Among the following, which is least acidic?
a) Phenol b) o-cresol c) p-nitrophenol d) p-chlorophenol
49. Glycerol on heating with oxalic acid at 110℃ gives
a) Ethanol b) Methanoic acid c) Ether d) Acetone
50. The dehydration of neo-pentanol gives mainly:
d) None of the above
a) b) c)

51. Phenol, when it first reacts with concentrated sulphuric acid and then with concentrated nitric acid, gives
a) 2, 4, 6-trinitrobenzene b) o-nitrophenol
c) p-nitrophenol d) Nitrobenzene
52. Which of the following is dihydric alcohol?
a) Glycerol b) Ethylene glycol c) Catechol d) Resorcinol
53. Absolute alcohol contains:
a) 40% H2 O b) 10% H2 O c) 5% H2 O d) 100% C2 H5 OH
54. The order of reactivity of the following alcohols

a) I > 𝐼𝐼 > 𝐼𝐼𝐼 > 𝐼𝑉 b) I > 𝐼𝐼𝐼 > 𝐼𝐼 > 𝐼𝑉 c) IV > 𝐼𝐼𝐼 > 𝐼𝐼 > 𝐼 d) IV > 𝐼𝐼𝐼 > 𝐼 > 𝐼𝐼
55. The most important ingredient of dynamite is:
a) Nitrobenzene b) Glycerine trinitrate c) Nitroaniline d) Nitrosobenzene
56. 2-methoxy butane is obtained by reacting diazomethane with
a) 2-butanol b) 1-butanol c) 2-butanone d) Butanal
57. How many structural isomers are known for C4 H10 O ?
a) 4 b) 3 c) 6 d) 7

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58.

Product is

a) b)

c) d)

59. Amongst the following, HBr reacts fastest with

a) Propane-1-ol b) Propane-2-ol
c) 2-methyl propane-1-ol d) 2-methyl propane-2-ol
60. Physical properties of:
a) Alcohols lie between alkanes and H2 O
b) H2 O lie between alcohols and alkenes
c) Alkenes lie between alcohols and H2 O
d) None of the above
61. Which of the following ethers form peroxide readily?
a) Me—O—Me b) Et—O—Et c) iPr—O— iPr d) Me— O— Et
62. Association of alcohol molecules takes place because of:
a) Electrovalent bond b) Ionic bond c) Covalent bond d) Hydrogen bond
63. H+
The reaction, 2CH3 CH2 ȮH → CH3 CH2 OCH2 CH3 is believed to occur through the formation of
413 K

a) b)
d) Both (b) and (c)
c)

64. Ethyl iodide on treatment with dry Ag 2 O will yield:

a) Ethyl alcohol b) Diethyl ether c) Ethyl methyl ether d) Ethylene
65. Which of the following compounds is weakest acid?

a) b)

c) d)

66. Fusel oil is a mixture of:

a) Alcohols b) Ethers c) Ethers and alcohols d) Alcohols and acetone
67. When benzene sulphonic acid and p-nitrophenol are treated with NaHCO3 , the gases released respectively
are
a) SO2 , NO2 b) SO2 , NO c) SO2 , CO2 d) CO2 , CO2
68. Which is correctly matched?
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 Colour in
Alcohol α β- Victor Meyer
-H H test
A. X Colourless
3 0
B. Y Blue
1 6
C. Z Red
0 9
a) 𝐴 and 𝐵
b) 𝐵 and 𝐶
c) Only 𝐶
d) Only 𝐵
69. Lucas reagent is
a) Conc. HCI and anhydrous ZnCI2 b) Conc. HNO3 and hydrous ZnCI2
c) Conc. HCI and hydrous ZnCI2 d) Conc. HNO3 and anhydrous ZnCI2
70. An aldehyde on treatment with Zn/HCl yields:
a) 1 ͦ alcohol b) 2 ͦ alcohol c) 3 ͦ alcohol d) None of these
71. In the reaction,
K2 Cr2 O7 Oxidation
𝐴→ acetone → acetic acid, 𝐴 is
H2SO4
a) 1-propanol b) 2-butanol c) 2-propanol d) Ethanol
72. When glycerol is treated with excess of HI, it produces:
a) 2-iodopropane b) Allyl iodide c) Propene d) Glycerol tri-iodide
73. The product obtained by the reaction of HBr with phenol is
d) There is no reaction

a) b) c)

74. An ether is more volatile than an alcohol having the same molecular formula. This is due to
a) Dipolar character of ethers b) Alcohols having resonance structures
c) Intermolecular hydrogen bonding in ethers d) Intermolecular hydrogen bonding in alcohols
75. Glycol condenses with ketones to give:
a) Cyclic acetals b) Cyclic ketals c) Acetaldehyde d) Oxalic acid
76. In the following reaction sequence
P+I2 AgNO2 HNO2
𝑅 − OH → 𝑅−I→ 𝑅NO2 → no reaction The alcohol is a
a) Primary alcohol b) Secondary alcohol c) Tertiary alcohol d) Phenol
77. The explosive nitroglycerine is:
a) A soap b) A salt c) An ester d) A complex compound
78. The compound CH3 CH2 CH2 Br is converted into CH3 CH2 CH2 OH by:
a) Dehydration b) Hydrogenation c) Elimination d) Substitution
79. Consider the following reaction,

The product 𝑍 is:

a) CH3 CH2 OH
b) CH2=CH2
c) CH3 CH2—O—CH2—CH3

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 d) CH3—CH2—O—SO3 H
80. Glycerol reacts with potassium bisulphate to produce
a) Allyl iodide b) Allyl sulphate c) Acryl aldehyde d) Glycerol trisulphate
81. To prepare an ether by Williamson’s synthesis, the reactants needed are
a) Ethyl alcohol and tert butyl alcohol
b) Sodium ethoxide and tert butyl bromide
c) Sodium tertiary butoxide and ethyl bromide
d) Sodium ethoxide and sodium tert butoxide
82. Fenton’s reagent is:
a) H2 O + FeSO4 b) H2 O2 + FeSO4 c) H2 O2 + ZnSO4 d) NaOH + FeSO4
83. Which of the following is simple ether?
a) C6 H5 OCH3 b) CH3 OC2 H5 c) nPrOEt d) MeOMe
84. The number of methoxy groups in a compound can be determined by treating it with:
a) HI and AgNO3 b) Sodium carbonate c) Sodium hydroxide d) Acetic acid
85. When C2 H5 OH is mixed with ammonia and passed over heated alumina, the compound formed is:
a) C2 H5 NH2 b) C2 H4 c) C2 H5 OC2 H5 d) CH3 OCH3
86. If there be a compound of the formula CH3 C(OH)3, which one of the following compounds would be
obtained form it without treatment with any reagent?
a) Methanol b) Ethanol c) Acetic acid d) Formaldehyde
87. In Lucas test an alcohol reacts immediately and gives insoluble chloride. The alcohol is
a) CH3 OH b) CH3 CH2 OH c) (CH3 )2 CHOH d) (CH3 )3 COH
88. (CH3 )3 CONa on reaction with CH3 Br will give:
a) (CH3 )3 COC(CH3 )3 b) CH3 OCH3 c) CH3 CH2 OCH2 CH3 d) (CH3 )3 COCH3
89. Which one has highest boiling point?
a) Ethane b) Butane c) Butan-1-ol d) Pentane
90. Glyoxal is:
a) CH2 OH—CHO b) CH2=OH c) CHO—CHO d) CH2=CHCHO
91. Methylated spirit is:
a) Methanol containing some pyridine
b) Ethanol containing some methanol
c) Pure methanol
d) 95% methanol
92. Dehydrogenation of 2-butanol gives:
a) 2-butene b) Butanone c) Butyraldehyde d) 1-butene
93. The density of glycerol is higher than propanol due to
a) Van der Waals’ attraction b) Hydrogen bonding
c) Ionic bonding d) More number of covalent bonds
94. Ethyl acetate is treated with double the molar quantity of C2 H5 MgBr and the reaction mixture is
hydrolysed with water. The product is:

a) C2 H5 OH b) (C2 H5 )2 CHOH c) d) CH3 COOC2 H5

95. The correct order of decreasing acidity of nitrophenols will be

a) m-nitrophenol > p-nitrophenol > o-nitrophenol
b) o-nitrophenol > m-nitrophenol > p-nitrophenol
c) p-nitrophenol > m-nitrophenol > o-nitrophenol
d) p-nitrophenol > o-nitrophenol > m-nitrophenol
96. The reaction of CH3 OC2 H5 with HI gives:

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 a) CH3 I only b) C2 H5 OH only c) CH3 I + C2 H5 OH d) C2 H5 I + CH3 OH
97. Glycerol has:
a) 3 primary alcoholic groups
b) 3 secondary alcoholic groups
c) 1 primary alcoholic group and 2 secondary alcoholic groups
d) 2 primary alcoholic groups and 1 secondary alcoholic group
98. An ether is more volatile than an alcohol having the same molecule formula. This is due to
a) Intermolecular hydrogen bonding in alcohols
b) Dipolar character of ethers
c) Alcohols having resonance structures
d) Intermolecular hydrogen bonding in ether
99. When phenol is heated with phthalic anhydride and H2 SO4 , it produces
a) Phenol red b) Methyl orange c) Salicylic acid d) Phenolphthalein
100. When ethyl alcohol is dissolved in water, it is accompanied with:
a) Absorption of heat and contraction in volume
b) Evolution of heat and contraction in volume
c) Absorption of heat and increase in volume
d) Evolution of heat and increase in volume
101. The products obtained when benzyl phenyl ether is heated with HI in the mole ratio 1:1 are
I. Phenol
II. Benzyl alcohol
III. Benzyl iodide
IV. Iodobenzene
a) 1 and 3 only b) 3 and 4 only c) 1 and 4 only d) 2 and 4 only
102. Which of the following is an example of elimination reaction?
a) Chlorination of CH4
b) Dehydration of C2 H5 OH
c) Nitration of benzene
d) Hydroxylation of C2 H4
103. Glycerol on oxidation with conc. HNO3 mainly yields:
a) Glyceric acid b) Tartronic acid c) Mesoxalic acid d) Both (a) and (b)
104. During fermentation little H2 SO4 is added:
a) To get acidic medium
b) To hydrolyse the glucose solution
c) To prevent the growth of undesirable bacteria
d) Which acts as dehydrating agent
105. The principal organic product in the reaction is:

a) b) c) d)

106. Dialkyl sulphides are known as:

a) Sulphonal b) Mercaptan c) Thioethers d) Thioesters
107. Acrolein is obtained when glycerol is dehydrated with:
a) KHSO4 b) P2 O5 c) Conc. H2 SO4 d) All of these
108. In the following reaction, X and Y respectively are
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 KMnO4 /H+ 𝑌
C2 H5 OH → 𝑋→ CH3 CO2 C2 H5
H2 SO4 /∆
a) CH3 OH, C2 H5 OH b) CH3 CHO, CH3 OH c) CH3 CO2 H, C2 H5 OH d) C2 H4 , CH3 CO2 H
109. The compound which gives turbidity immediately with Lucas reagent at room temperature is
a) Butan-1-ol b) Butan-2-ol
c) 2-methyl propan-2-ol d) 2-methyl propan-1-ol
110. Which of the following will not react with NaOH?

a) b) C2 H5 OH c) CH3 CONH2 d) CH(CN)3

111. The alcohol manufactured from water gas is

a) CH3 OH b) C2 H5 OH c) CH3 CH2 COOH d) (CH3 )2 CHOH
112. The – OH group of an alcohol or the – COOH group of a carboxylic acid can be replaced by – CI using
a) Phosphorus pentachloride b) Hypochlorus acid
c) Chlorine d) Hydrochloric acid
113. Methanol cannot be dried with anhydrous CaCI2 because
a) CaCI2 dissolves in it b) It is not good dehydrating agent
c) It forms a solid CaCI2 . 4CH3 OH d) It reacts with CH3 OH
114. Sodium ethoxide has reacted with ethyanoyl chloride. The compound that is produced in the above
reaction is:
a) Diethyl ether b) 2-Butanone c) Ethyl chloride d) Ethyl ethanoate
115. Which method is employed to convert alkyl halide into alcohol?
a) Substitution b) Addition c) Dehydration d) Rearrangement
116. Lucas test is associated with
a) Aldehydes b) Phenols c) Carboxylic acids d) Alcohols
117. C H → H2 SO4
𝐴→
Alkali
𝐵→
Br
𝐶
2 6
350 K Fusion H2 O
In the above sequence, C is
a) o-bromophenol b) p-bromophenol
c) m-bromophenol d) 2, 4, 6-tribromophenol
118. The boiling points of thio-ethers are…than those of ether.
a) Lesser b) Equal c) Higher d) None of these
119. 𝐵 ← 5 C H OH → 𝐴
PCl Na
2 5
𝐴+𝐵 →𝐶
CO
𝐶 → 𝐷
BF3

In the above sequence 𝐷 is

a) CH3 COOC2 H5 b) CH3 COOCH3 c) C2 H5 COOC2 H5 d) (C2 H5 )2 O → BF3
120. The toxicity order for CH3 OH, C2 H5 OH and C3 H7 OH is:
a) C2 H5 OH < CH3 OH < C3 H7 OH
b) C3 H7 OH < C2 H5 OH < CH3 OH
c) C2 H5 OH < C3 H7 OH < CH3 OH
d) CH3 OH < C2 H5 OH < C3 H7 OH
121. The alcohol that forms fats with fatty acids is:
a) Glycerol b) Ethanol c) Methanol d) Glycol
122. The reduction,

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 Can be achieved by using
a) NaBH4 b) LiAlH4
c) CuO ∙ CuCN2 O4 d) None of these
123. Williamson’s synthesis is used for the preparation of
a) Acid b) Ester c) Ether d) Alcohol
124. Fermentation of starch solution to ethyl alcohol does not require:
a) Diastase b) Invertase c) Maltase d) Zymase
125. Wood spirit is:
a) CH3 OH b) C2 H5 OH c) CH3 CH2 CH2 OH d) None of these
126. Which of the following reagents can convert acetic acid into ethanol?
a) Sn + HCl b) H2 + Pt c) LiAlH4 +ether d) Na + alcohol
127. By heating phenol with chloroform in alkali, it is converted into
a) Salicylic acid b) Salicyladehyde c) Anisole d) Phenyl benzoate
128. The major product during hydroboration-oxidation of 1-methylcyclopentene is

a) b) c) d)

129. Carbinol is the trivial name for:

a) (CH3 )3 COH b) C2 H5 OH c) CH3 OH d) CH3 CH2 CHOHCH3
130. When acetamide is treated with LiAlH4…….is formed.
a) Ethanol b) Acetic acid c) Formic acid d) Methanol
131. Which of the following is used as antiseptic?
a) C2 H5 OH b) Iodoform c) Both (a) and (b) d) None of these
132. Proof spirit contains about:
a) 48% alcohol by weight
b) 10% alcohol by weight
c) 5% alcohol by weight
d) 90% alcohol by weight
133. A simple method to remove peroxides from ethes is to treat them with an aqueous solution of
a) KI b) KCNS c) Na2 S2 O3 d) Br2
134. Isopropyl alcohol and n-propyl alcohol are:
a) Position isomers b) Chain isomers c) Functional isomers d) None of these
135. Which one of the following is not the characteristics of the alcohols?
a) Their boiling points rise fairly uniformly with a rise in molecular weight
b) Lower members have a pleasant smell but burning taste and the higher ones are odourless and tasteless
c) There are lighter than water
d) Lower members are insoluble in water and organic solvents but the solubility goes on increasing with
the rise of molecular weight
136. Primary amine on treatment with NaNO2 and HCl yields:
a) Nitro compound b) Ammonia c) Secondary alcohol d) Primary alcohol
137. Diethyl ether on treatment with Cl2 in presence of sunlight gives:
a) Trichlorodiethyl ether
b) Perchlorodiethyl ether
c) Trichloroacetaldehyde
d) 1,1-dichlorodiethyl ether
138. CH3 − CH2 − O − CH2 − CH3 reacts with hot and excess HI, then formed product is
a) CH3 − CH2 − I and CH3 CH2 OH b) CH3 − CH2 − OH
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 c) CH3 − CH2 − I d) None of the above
139. A mixture of alcohol and ether is called:
a) Natalite b) Power alcohol c) Peroxide d) None of these
140. 1.NaOH H + /H O
2 Ac2 O
Phenol → 𝐴 → 𝐵 → 𝐶
2.CO2/140℃
In this reaction, the end product 𝐶 is
a) Salicylaldehyde b) Salicylic acid c) Phenyl acetate d) Aspirin
141. In fermentation by zymase, alcohol and CO2 are obtained from
a) Invert sugar b) Glucose c) Fructose d) All of these
142. Oxidation of allyl alcohol, (CH2=CH—CH2 OH) gives a mixture of oxalic acid and formic acid. If this
oxidation is done in presence of bromine. One would expect only:
a) Oxalic acid b) Formic acid c) Succinic acid d) Acrylic acid
143. In the given transformation, which of the following is the most appropriate reagent?

a) Zn − Hg/HCl b) Na, Liq. NH

(𝑣)
3 c) NaBH4 d) NH2 NH2 , OH
144. Glycerol is highly viscous. It is due to the fact that:
a) It is highly polar
b) It forms extensive H-bonding
c) It shows intramolecular H-bonding
d) It has high b.p.
145. The best method to prepare cyclohexene from cyclohexanol is by using
a) Conc. HCI + ZnCI2 b) Conc. H3 PO4 c) HBr d) Conc. HCI
146. Phenol on treatment with diethyl sulphate in presence of NaOH gives
a) Phenetole b) Anisole c) Diphenyl ether d) Diethyl ether
147. Vapours of an alcohol were passed over hot reduced copper. It gave an olefin. The alcohol is:
a) Primary b) Secondary c) Tertiary d) None of these
148. Propane, CH3 — CH = CH2 can be converted into 1-propanol by oxidation. Which set of reagents among the
following is ideal to effect the conversion?
a) H2 O b) B2 H6 , H2 O2 c) H2 SO4 d) None of these
149. C4 H10 O gives white precipitate within 5 min with concentrated hydrochloric acid in the presence of
amhydrous zinc chloride.
Alcohol can be

a) b) c) d)

150. Propan-2-ol on reacting with Cl2 produces:

a) Trichloroethanal b) Trichloroacetone c) Acetone d) None of these
151. Which of the following compounds is resistant to nucleophilic attack by hydroxyl ions?
a) Acetamide b) Methyl acetate c) Diethyl ether d) Acetonitrile
152. Ethers are quite stable towards:
a) Oxidizing agents b) Reducing agents c) Na metal d) All of these
153. The function of ZnCI2 in Lucas test for alcohols is

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 a) To act as acid catalyst and react with HCI to form H2 ZnCI4
b) To act as base catalyst and react with NaOH to formNa2 Zn(OH)4
c) To act as amphoteric catalyst
d) To act as neutral catalyst
154. When ethyl alcohol is heated with conc.H2 SO4 , the product obtained is
a) CH3 COOC2 H5 b) C2 H2 c) C2 H6 d) C2 H4
155. Phenol is heated with phthalic anhydride in presence of conc H2 SO4 . The product gives pink colour with
alkali. The product is
a) Phenolphthalein b) Bakelite c) Salicylic acid d) Fluorescein
156. The action of halogen acids on an ether, has the following order of reactivity:
a) HCl > HBr > HI b) HI > HCl > HBr c) HI > HBr > HCl d) HCl > HI > HBr
157. Rectified spirit contains:
a) 75.0 % alcohol b) 85.5% alcohol c) 95.6% alcohol d) 100.0% alcohol
158. Phenyl magnesium bromide reacts with methanol to give a mixture of:
a) Anisole and Mg(OH)Br
b) Benzene and Mg(OMe)Br
c) Toluene and Mg(OH)Br
d) Phenol and Mg(Me)Br
159. PhenolNaNO
→
2 /H2 SO4
𝐵→
H2 O
𝐶→
NaOH
𝐷
Name of the reaction is
a) Liebermann’s reaction b) Phthalein fusion test
c) Reimer-Tiemann reaction d) Schotten-Baumann reaction
160. The commonly used dehydrating agent in the preparation of an ester is:
a) P2 O5 b) Anhydride CaCl2 c) Anhydride AlCl3 d) Conc. H2 SO4
161. Nobel’s oil is:
a) Fire extinguisher b) Insecticide c) Explosive d) Detergent
162. Phenol, 𝑝-methylphenol, 𝑚-nitrophenol and 𝑝-nitrophenol follows order of increasing strength as
a) Phenol, 𝑝-methylphenol, 𝑝-nitrophenol, 𝑚-nitrophenol
b) 𝑝-methylphenol, pheol, 𝑚-nitrophenol, 𝑝-nitrophenol
c) 𝑝-methylphenol, 𝑚-nitrophenol, phenol, 𝑝-nitrophenol
d) 𝑚-nitrophenol, 𝑝-nitrophenol, phenol, 𝑝-methylphenol
163. Ethylene glycol on oxidation with per-iodic acid gives:
a) Oxalic acid b) Glyoxal c) Formaldehyde d) Glycollic acid
164.

a) C6 H5 OC2 H5 b) C2 H5 OC2 H5 c) C6 H5 OC6 H5 d) C6 H5 I

165. The major product of the following reaction,
(i)Hg(OA)2 ,THF−H2 O
C6 H5 CH = CHCH3 → is
(ii)NaBH4

a) b)

c) d)

166. The structure of the compound that gives a tribromo derivative on treatment with bromine water is

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 a) b) c) d)

167. Which of the following reagents may be used to distinguish between phenol and benzoic acid?
a) Aqueous NaOH b) Tollen’s reagent c) Molisch reagent d) Neutral FeCl3
168. Which is obtained on treating phenol, with dilute HNO3 ?
d) None of these

a) b) c)

169. Consider the following reaction,

C2 H5 OH + H2 SO4 → Product
Among the following, which one cannot be formed as a product under any conditions?
a) Ethyl hydrogen sulphate b) Ethylene
c) Acetylene d) Diethyl ether
170. Dehydration of the following in increasing order is

a) I < II < III < IV b) II < III < IV < I c) I < II < III < IV d) I < IV < II < III
171. Excess of glycol when dehydrated gives:
a) Ethylene oxide b) Ethanol c) Acrolein d) 1,4-dioxan
172. In the reduction,
𝑅—CHO + H2⟶𝑅CH2 OH
The catalyst used is:
a) Ni b) Pd c) Pt d) All of these
173. Action of HNO2 on CH3 NH2 gives:
a) CH3 OH b) CH3 ∙ O ∙ CH3 c) CH3 O—N=O d) Both (b) and (c)
174. Primary and secondary alcohols on action of reduced copper give:
a) Aldehydes and ketones respectively
b) Ketones and aldehydes respectively
c) Only aldehydes
d) Only ketones
175. Diethyl ether absorbs oxygen to form:
a) Red coloured sweet smelling compound
b) Acetic acid
c) Ether suboxide
d) Ether peroxide
176. (𝐴) →HlO4 cyclohexanone + HCHO. What is (𝐴)?

a) b) c) d)

177. Which of the following undergoes dehydration most readily?

a) 1-phenyl-1-butanol b) 1-phenyl-2-butanol c) 2-phenyl-2-butanol d) 2-phenyl-1-butanol
178. Ether in contract with air for a long time form peroxides. The presence of peroxide in ether can be tested
by adding Fe+2 ion in it and then adding:
a) KCNS b) SnCl2 c) HgCl2 d) KI
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179. Cyclohexanol is a:
a) Phenol b) Primary alcohol c) Sec. alcohol d) 𝑡𝑒𝑟𝑡. Alcohol
180. Glycerol on oxidation with dil. HNO3 gives:
a) Tartronic acid b) Mesoxalic acid c) Oxalic acid d) Glyceric acid
181. Butan-2-ol is:
a) Primary alcohol b) Secondary alcohol c) Tertiary alcohol d) None of these
182. Pepperment can be extracted from plant sources by using solvents like:
a) NH3 b) H2 O c) CH3 COOH d) C2 H5 OH
183. Chlorine reacts with ethanol to give:
a) Ethyl chloride b) Chloroform c) Acetaldehyde d) Chloral
184. Molasses contains:
a) 70 % sugar b) 50% sugar c) 60% sugar d) 10% sugar
185. Which of the following are known as mercaptans?
a) Thio-alcohols b) Thio-ethers c) Thio-aldehydes d) Thio-acids
186. Which forms most stable hydrate?
a) CH3 CHO b) C6 H5 CHO c) CCl3 CHO d) CH3 COCH3
187. An organic compound dissolved in dry benzene evolved hydrogen on treatment with sodium. It is:
a) A ketone b) An aldehyde c) A tertiary amine d) An alcohol
188. Sodium ethoxide is obtained by the reaction of ethyl alcohol with:
a) NaOH b) Na c) NaCl d) NaHCO3
189. Which one of the following compounds will not react with CH3 MgBr?
a) Ethyl acetate b) Acetone c) Dimethyl ether d) Ethanol
190. The major organic product in the reaction,
CH3—O—CH(CH3 )2 + HI ⟶ Product is:

a) b) CH3 I + (CH3 )2 CHOH c) CH3 OH + (CH3 )2 CHI d) ICH2 OCH(CH3 )2

191. Structure of diethyl ether can be confirmed by:

a) Kolbe’s synthesis
b) Frankland’s synthesis
c) Wurtz’s synthesis
d) Williamson’s synthesis
192. Glycerol on oxidation with bismuth nitrate mainly gives:
a) Glyceric acid b) Tartronic acid c) Mesoxalic acid d) Oxalic acid
193. The end product of the following sequence is:

a) CH3 CHO b) CH3 CH2 OH c) CH3 COCH3 d) CH4

194. Saponification means hydrolysis of an ester with:
a) Enzyme b) CH3 COOH c) H2 SO4 d) NaOH
195. Which of the following can work as dehydrating agent for alcohols?
a) H2 SO4 b) Al2 O3 c) H3 PO4 d) All of these
196. In CH3 CH2 OH the bond which most readily undergoes heterolytic cleavage during its reaction with
CH3 COOH/H2 SO4 is:
a) C—C b) C—O c) O—H d) C—H
197. When ethyl alcohol vapours mixed with air, are passed over heated platinized asbestos, the compound
formed is:
a) Acetaldehyde b) Diethyl ether c) Acetone d) None of these
198. Which of the following reactions will not yield 𝑝-tert butylphenol?
+
a) CH3 b) Phenol +(CH3 )3 COH →H

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 |
H+
Phenol +CH3 − C = CH2 →
AlCl NaOH
c) Phenol +(CH3 )3 C. Cl → 3 d) Phenol +CHCl3 →
199. One mole of an organic compound A with the formula C3 H8 O reacts completely with two moles of HI to
form X and Y. When Y is boiled with aqueous alkali it forms Z. Z answers the iodoform test. The compound
A is
a) Propan-2-ol b) Propan-1-ol c) Ethoxyethane d) Methoxyethane
200. Which one of the following alcohol is used as an antifreeze reagent for making explosives?
a) Glycerol b) Glycol c) Ethanol d) Phenol
201. The IUPAC name of CH3 OCH(CH3 )2 is:
a) 1-methoxy propane
b) 3-methoxy propane
c) Methyl-isopropylether
d) 2-methoxy propane
202.

is an example of
a) 1, 2-addition of HCl followed by tautomerism b) 1, 2-addition followed by reduction
c) 1, 4-addition followed by tautomerism d) 1, 4-addition followed by oxidation
203. Absolute ethanol cannot be obtained by simple fractionation of a solution of ethanol and water because:
a) Their boiling points are very near
b) Ethanol remains dissolved in water
c) They form a constant boiling mixture
d) Ethanol molecules are solvated
204. Etherates are
a) Ethers b) Solution in ether
c) Complexes of ethers with Lewis acid d) Complexes of ethers with Lewis base
205. Glycerol is not used in:
a) Cosmetics b) Matches c) Explosives d) Soaps
206. Which will not form a yellow precipitate on heating with an alkaline solution of iodine?
a) CH3 CHOHCH3 b) CH3 CH2 CHOHCH3 c) CH3 OH d) CH3 CH2 OH
207. Which of the following is an alkoxide?

a) b) CH3 CH2 CH2 CH2 ONa c) CH2 OH ∙ CH2 OH d)

208. The acidic character of 1°, 2°, 3° alcohols, H2 O and 𝑅C ≡ CH is of the order
a) H2 O > 1° > 2° > 3° > 𝑅C ≡ CH b) 𝑅C ≡ CH > 3° > 2° > 1° > H2 O
c) 1° > 2° > 3° > H2 O > 𝑅C ≡ CH d) 3° > 2° > 1° > H2 O > 𝑅C ≡ CH
209. The enzyme which can catalyse the conversion of glucose to ethanol is:
a) Zymase b) Diastase c) Maltase d) Invertase
210. Oxygen atom of ether is:
a) Very active b) Replaceable c) Active d) Comparatively inert
211. Argol, a brown crust, formed during the fermentation of grape juice contains
a) CO2 b) Fused oil
c) Potassium hydrogen tartarate d) lye

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212. Benzoylation of phenol in alkaline medium is known is known as
a) Friedel-Crafts reaction b) Wurtz-Fittig reaction
c) Schotten-Baumann reaction d)
213. The prospective fuel ‘gashol’ is a mixture of:
a) Gaseous hydrocarbons and heavy water
b) Petrol and phenol
c) Petrol and ethanol
d) Radioactive substances
214. Identify the product/s in the following reaction.
BH3 H2 O2/OH−
3CH3 CH = CH2 → 𝑋 →
Products +H3 BO3
a) CH3 CH2 CH2 OH b) CH3 CHOHCH3 c) CH3 CH2 CHO d) CH3 CH2 OH + CH3 OH
215. A fruity smell is obtained by the reaction of ethanol with
a) CH3 COCH3 b) PCI5 c) CH3 COOH d) CH3 CHO
216. Which of the following reactions does not yield an ether?
a) Sodium methoxide reacts with dimethyl sulphate
b) Sodium ethoxide reacts with ethyl bromide
c) Sodium ethoxide reacts with bromocyclopropane
d) Ethanol reacts with CH2 N2 in presence of HBF4
217. An alcohol on alk. KMnO4 oxidation gives first acetone and on further oxidation acetic acid. It is:
a) Ethyl alcohol
b) Isopropyl alcohol
c) Primary alcohol
d) None of these
218. Which is not the intermediate stage of following conversion?
(CH3 )2 − C − C − (CH3 )2
| |
OH OH
Dil.H2SO4
→ CH3 COC(CH3 )3
∆

a)

b)

c)

d)

219.

a) b) c) d)

220. When diethyl ether is heated with an excess of PCl5 , it yields

a) Ethyl chloride b) Diethyl ether peroxide

P a g e | 17
 c) Ethanoyl chloride d) Perchlorodiethy ether
221. Which of the following represents the Dow process for the manufacture of phenol?

a) b)

d) None of the above

c)

222. The organic compound present in tincture of iodine is:

a) Alcohol b) CCl4 c) Acetone d) CS2
223. Phenol on heating with CCI4 and aqueous KOH gives salicylic acid. This reaction is
a) Friedel-Craft reaction b) Diels-Alder reaction
c) Reimer-Tiemann reaction d) Wittig reaction
224. The—OH group of methyl alcohol cannot be replaced by chlorine by the action of:
a) Chlorine b) HCl c) PCl3 d) PCl5
225. The following substance can be used as a raw material for obtaining alcohol:
a) Potatoes b) Molasses c) Maize d) All of these
226. On oxidation, an alcohol gives an aldehyde having the same number of carbon atoms as that of alcohol. The
alcohol is:
a) 1 ͦ alcohol
b) 2 ͦ alcohol
c) 3 ͦ alcohol
d) None of these
227. The end product of which of the following reaction is isomer of alcohols?
B2 H6 H2 O2
Ag Dil H2 SO4 Reduction
a) C2 H4 → 𝐴 →
NaOH
𝐵 b) CHI3 → 𝐴 → 𝐵 → 𝐶
∆ Hg2+
HI Aqueous KOH Conc.H2SO4
c) C2 H4 → 𝐴 → 𝐵 → 𝐶 CH2 O H2O
140℃ d) CH3 MgBr → 𝐴 → 𝐶
228. From amongst the following alcohols the one that would react fastest with conc. HCI and anhydrous
𝑍𝑛𝐶𝐼2 is
a) 2-butanol b) 2-methyl propan-2-ol c) 2-methylpropanol d) 1 butanol
229. Which of the following is least soluble in water?
a) C2 H5 OH b) C3 H7 OH c) C4 H9 OH d) C5 H11 OH
230. The reaction given below is called:
C2 H5 OH + SOCl2 ⟶ C2 H5 Cl + SO2 + HCl
a) Kharasch effect b) Wurtz reaction c) Darzen’s reaction d) Hunsdicker reaction
231. The compound with formula C4 H10 O yields a compound C4 H8 O on oxidation. The compound C4 H10 O is:
a) An aldehyde b) An alcohol c) A ketone d) An anhydride
232.

with hydrolysis produces :

a) 𝑅CHOHR b) RCH2 CH2 OH c) 𝑅CHOHCH3 d) 𝑅CH=CHOH
233.

The product is

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 a) b) c) d)

234. C2 H5 OH cannot be dried by anhydrous CaCl2 , because:

a) C2 H5 OH is soluble in water
b) Explosion takes place
c) C2 H5 OH reacts with CaCl2
d) None of the above
235. Denatured spirit is mainly used as a:
a) Good fuel
b) Drug
c) Solvent in preparing varnishes
d) Material in the preparation of oil
236. The dehydration of 2-methyl butanol with conc. H2 SO4 gives
a) 2-methyl butane as major product b) Pentene
c) 2-methyl but-2-ene as major product d) 2-methyl pent-2-ene
237. Ethers are not distilled to dryness for fear of explosion. This is due to formation of:
a) Oxides b) Alcohol c) Ketones d) Peroxides
238. Tertiary alcohols (3°) having at least four carbon atoms upon drastic oxidation yield carboxylic acid with
a) One carbon atom less b) Two carbon atoms less
c) Three carbon atoms less d) All the above three options are correct
239. Lucas reagent is
a) Anhydrous AlCl3 with concentrated HCl b) Anhydrous ZnCl2 and concentrated H2 SO4
c) Anhydrous ZnCl2 and concentrated HCl d) Anhydrous CaCl2 and concentrated HCl
240. The cleavage of an aryl-alkyl ether with cold HI gives
a) Alkyl iodide and water b) Aryl iodide and water
c) Alkyl iodide, aryl iodide and water d) Phenol and alkyl iodine
241. Phenol is heated with a solution of mixture of KBr and KBrO3 . The major product obtained in the above
reaction is
a) 2-bromophenol b) 3-bromophenol
c) 4-bromophenol d) 2, 4, 6-tribromophenol
242. For the preparation ter-butylmethylether by Williamson’s method the correct choice of reagents is:
a) Methoxide and ter-butylbromide
b) Methanol and 2-bromobutane
c) 2-butanol and methylbromide
d) Ter-butoxide and methylbromide
243. Consider the following reactions,
Anhydrous AlCl3 anhydrous ZnCl2 /HCl
𝑋 + HCl → C2 H5 Cl ← 𝑌
(addition) (substitution)
Y can be converted to X on heating with… at …. temperature.
Ca(OH)2
a) Al2 O3 , 350℃ b) Cu, 300℃ c) d) NaOH/I2 , 60℃
+ CaOCl2 , 60℃
244. Which of the following methods cannot be used for the preparation of an ester?
a) 𝑅COOH + 𝑅 OH + OH −
b) 𝑅COCl + 𝑅 OH + Pyridine
c) 𝑅COOH + 𝑅 OH + H +
d) (𝑅CO)2 O + 𝑅 OH + Pyridine
245. Oxygen containing organic compound upon oxidation forms a carboxylic acid as the only organic product
with its molecular mass higher by 14 units. The organic compound is

P a g e | 19
 a) An aldehyde b) A primary alcohol c) A secondary alcohol d) A ketone
246. A compound 𝑋 with molecular formula C3 H8 O can be oxidised to a compound 𝑌 with the molecular
formula C3 H6 O2 . 𝑋 is most likely to be:
a) Primary alcohol b) Secondary alcohol c) Aldehyde d) Ketone
247. HOH2 C ∙ CH2 OH on heating with periodic acid gives:

a) b) 2 CO2 c) 2 HCOOH d)

248. Reaction of tertiary butyl alcohol with hot Cu at 350℃ produces

a) Butanol b) Butanal c) 2-butene d) Methylpropene
249. Ethyl chloride is converted into diethyl ether by
a) Perkins reaction b) Grignard reagent
c) Wurtz reaction d) Williamson’s synthesis
250. The product obtained by heating diethyl ether with HI is
a) C2 H5 I b) C2 H5 OH c) C2 H5 OH + C2 H5 I d) C2 H5 − C2 H5
251. The reaction,
C2 H5 ONa + C2 H5 I → C2 H5 OC2 H5 + NaI is known as
a) Kolbe’s synthesis b) Wurtz’s synthesis
c) Williamson’s synthesis d) Grignard’s synthesis
252. Which one can differentiate between C2 H5 OH and CH3 OH?
a) H2 O b) Na2 CO3 + I2 c) NH3 d) HCI
253. Ethylene oxide when, treated with Grignard reagent yields:
a) Cyclopropyl alcohol b) Primary alcohol c) Secondary alcohol d) Tertiary alcohol
254. Among the following compounds which can be dehydrated very easily?
OH
a) CH3 CH2 CH2 CH2 CH2 OH b) |
CH3 CH2 CH2 CHCH3
CH3
| CH3 CH2 CHCH2 CH2 OH
c) CH3 CH2 CCH2 CH3 d) |
| CH3
OH
255. Catalytic dehydrogenation of a primary alcohol gives a
a) Secondary alcohol b) Aldehyde c) Ketone d) Ester
256. Action of nitrous acid on ethyl amine gives:
a) C2 H6 b) C2 H5 OH c) NH3 d) nitromethane
257. Which of the following compounds is most acidic?
a) CH4 b) C2 H6 c) CH ≡ CH d) C2 H5 OH
258. 2-propanol +NaBr→ Reflux
𝑋. What is X?
a) 2-bromopropane
b) Propane
c) Propene
d) Propanone
259. Which of the following reaction is/are feasible?

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 a) b)

c) Both (a) and (b) d) None of the above

260. Alcohols are neutral in character whereas thio-alcohols are …..in character.
a) Strongly acidic b) Weakly acidic c) Basic d) Neutral
261. On boiling with concentrated hydrobromic acid, phenyl ethyl ether yields
a) Phenol and ethane
b) Phenol and ethyl bromide
c) Bromobenzene and ethanol
d) Bromobenzene and ethane
262. General formula of primary alcohol is:
a) b) c) d) All of these

263. The compound 𝐵 formed in the following sequence of reactions,

PCl5 Alc.NaOH
CH3 CH2 CH2 OH → 𝐴 → 𝐵 will be:
a) Propyne b) Propene c) Propanal d) Propane
264. Formation of diethyl ether form ethanol is based on a
a) Dehydration reaction b) Dehydrogenation reaction
c) Hydrogenation reaction d) Homolytic fission reaction
265. Two aromatic compounds having foemula C7 H8 O which are easily identifiable by FeCI3 solution test
(violet colouration) are
a) o-cresol and benzyl alcohol b) m-cresol and p-cresol
c) o-cresol and p-cresol d) Methyl phenyl ether and benzyl alcohol
266. In the reaction,
Oxidation NH3
CH3 OH → A→ B; A and B are
a) HCHO, HCOONH4 b) HCOOH, HCOONH4 c) HCOOH, HCONH2 d) HCHO, HCONH2
267. Acetic acid and methanol are obtained on a large scale by destructive distillation of:
a) Wood b) Coal c) Turpentine oil d) CH3 COOH
268. Which of the following statement is incorrect?
a) Enzymes are in colloidal state
b) Enzymes are catalyst
c) Enzymes can catalyse any reaction
d) Urease is an enzyme
269. In the following sequence the product (C) is:

a) Alcohol b) Ether c) Alkene d) None of these

270. In the reaction, the products formed are:
Heated
(CH3 )2 CH2 ∙ CH2 ∙ O ∙ CH2 CH3 + HI →
a) (CH3 )2 CHCH3 + CH3 CH2 OH
b) (CH3 )2 CH ∙ CH2 OH + C2 H6
c) (CH3 )2 CHCH2 OH + C2 H5 I
d) (CH3 )2 CH ∙ CH2 I + CH3 CH2 OH
271. When glycerol is treated with a mixture of excess of conc. HNO3 and H2 SO4 , the compound formed is:
P a g e | 21
 a) Glycerol mononitrate b) Glycerol dinitrate c) Glycerol trinitrate d) acrolein
272. Identify 𝑍 in the following series,

a) b) c) d) CH3—C≡CH

273. 2 mole of ethanol are burnt. The amount of CO2 obtained will be:
a) 132 g b) 44 g c) 176 g d) 88 g
274. In which case, methyl t-butyl ether is formed?
a) (C2 H5 )3 CONa + CH3 Cl b) (CH3 )3 CONa + CH3 Cl
c) (CH3 )3 CONa + C2 H5 Cl d) (CH3 )2 CHONa + CH3 Cl
275. Grignard reagent reacts with HCHO to produce
a) Secondary alcohol
b) Anhydride
c) Acid
d) Primary alcohol
276. Alcohol is not used in making:
a) Chloral b) Chloroform c) Benzene d) Acetaldehyde
277. Among the alkenes which one produces tertiary butyl alcohol on acid hydration?
a) CH3 CH2 CH = CH2 b) CH3 CH = CH − CH3 c) (CH3 )2 C = CH2 d) CH3 − CH = CH2
278. Diethyl ether is soluble in:
a) Water b) Dilute HCl c) Conc. H2 SO4 d) Conc. KOH
279. Salicyl aldehyde is obtained when phenol is heated with CHCl3 and aqueous NaOH. This reaction is known
by which name?
a) Carbyl amine reaction b) Hofmann’s reaction
c) Reimer-Tiemann reaction d) Kolbe-Schmidt reaction
280. The conversion of m-nitrophenol to resorcinol involves respectively
a) Hydrolysis, diazotization and reduction b) Diazotization, reduction and hydrolysis
c) Hydrolysis, reduction and diazotization d) Reduction, diazotization and hydrolysis
281. In Williamson’s synthesis
a) An alkyl halide is treated with sodium alkoxide b) An alkyl halide is treated with sodium
c) An alcohol is heated with conc. H2 SO4 at 130℃ d) None of the above
282. C − O − C angle would be maximum in
a) CH3 − O − CH3 b) CH3 − O − C2 H5
c) C2 H5 − O − C2 H5 d) (CH3 )2 CH − O − CH(CH3 )2
283. Ethers are very good solvent for which type of compounds?
a) Lewis base b) Acids c) Lewis acid d) None of these
284. In which molecule, cleavage by HlO4 is not observed?

a) b) c) d)

285. The products formed in the following reaction,

Heat
C6 H5 —O—CH3 + HI → are:
a) C6 H5 OH and CH3 I b) C6 H5 I and CH3 OH c) C6 H5 CH3 and HOI d) C6 H6 and CH3 OI

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286. Acid catalysed hydration of alkenes except ethene leads to the formation of
a) Mixture of secondary and tertiary alcohols b) Mixture of primary and secondary alcohols
c) Secondary or tertiary alcohol d) Primary alcohol
287. Which of the following compounds when heated with CO at 150℃ and 500 atm pressure in presence of
BF3 forms ethyl propionate?
a) C2 H5 OH b) CH3 OCH3 c) C2 H5 OC2 H5 d) CH3 OC2 H5
288. Which among the following compounds will give a secondary alcohol on reacting with Grignard reagent
followed by acid hydrolysis?
I. HCHO
II. C2 H5 CHO
III. CH3 COCH3
IV. HCOOC2 H5
Select the correct answer using the codes given below.
a) II only b) III only c) I and IV d) II and IV
289. When phenolic ether is heated with HI, it yields
a) Alkyl halide + aryl halide + water
b)

c) Alcohol +aryl halide d) None of the above

290. The red coloured compound formed during Victor-meyer’s test for ethanol is:
d) None of these
a) b) CH3 CH2 NOH c)

291. Picric acid is a stronger acid than acetic acid and benzoic acid. It contains
a) −SO3 H group b) Two – COOH groups
c) Phenolic group d)
292. Which will not form yellow precipitate on heating with an alkaline solution of iodine?
a) CH3 CH2 CHOHCH3 b) CH3 CH2 CHOHCH3 c) CH3 CH2 OH d) CH3 OH
293. The cleavage of an aryl-alkyl ether with hydrogen halide will give:
a) A molecule each of an alkyl halide and water
b) A molecule each of an aryl halide and water
c) A molecule each of an alkyl halide, aryl halide and water
d) A molecule each of phenol and an alkyl halide
294. HBr reacts with CH2=CH—OCH3 under anhydrous conditions at room temperature to give:
a) CH3 CHO and CH3 Br
b) BrCH2 CHO and CH3 OH
c) BrCH2—CH2—OCH3
d) H3 C—CHBr—OCH3
295. In ether the active group is:
a) Oxygen b) C2 H5 c) Hydroxyl d) None of these
296. The correct order of solubility of 1 ͦ, 2 ͦ and 3 ͦ alcohol in water is:
a) 3 ͦ > 2 ͦ >1 ͦ b) 1 ͦ > 2 ͦ > 3 ͦ c) 3 ͦ > 1 ͦ > 2 ͦ d) None of these
297. Maximum dehydration takes place in that of

a) b) c) d)

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298. The dehydration of butane-1-ol gives
a) 1-butene as the main product b) 2-butene as the main product
c) Equal amounts of 1-butene and 2-butene d) 2-methyl propene
299.

a) b)

c) d)

300. When an ether is treated with P2 S5 we get:

a) Thio-alcohol b) Thio-ester c) Thio-ether d) Thio-aldehyde
301. Order of reactivity of halogen acids towards an alcohol is
a) HCl > HBr > HI b) HBr > HI > HCl c) HI > HBr > HCl d) HI > HCl > HBr
302. In which of the following reactions the product is an ether?
a) C6 H6 + CH3 COCl/anhydrous AlCl3 b) C2 H5 Cl + aq. KOH
c) C6 H6 + C6 H5 COCl/anhydrous AlCl3 d) C2 H5 Cl + C2 H5 ONa
303. The b.p. of alcohols are….than corresponding thiols.
a) More b) Less c) Same d) Either of these
304. Oxidation of 2-propanol by K 2 Cr2 O7 and dilute H2 SO4 leads to the formation of:
a) Propanal b) Propanoic acid c) Methanoic acid d) Propanone
305. When phenol is treated with excess of bromine water, it gives
a) m-bromophenol b) o-and p-bromophenols
c) 2, 4-dibromophenol d) 2, 4, 6-tribromophenol
306. An aqueous solution of ethyl alcohol:
a) Turns blue litmus red
b) Turns red litmus blue
c) Does not affect the litmus colour
d) Decolourises litmus
307. Enzymes are:
a) Living organisms
b) Dead organisms
c) Complex nitrogenous substances produced from living cells
d) None of the above
308. Which of the following is used as anaesthetic?
a) CHCl3
b) C2 H5 OH
c) C2 H5 OC2 H5
d) CHCl3 and C2 H5 OC2 H5
309. Picric acid is
a) 2, 4, 6-tribromophenol b) Sym-trinitrophenol
c) trinitrophenol d) 2, 4, 6-trinitrotoluene
310. The correct order of reactivity of hydrogen halides with ethyl alcohol is
a) HF > HCl > HBr > HI b) HCl > HBr > HF > HI
c) HBr > HCl > HI >HF d) HI > HBr > HCl > HF
311. Denatured alcohol is
a) Ethanol + methanol b) Rectified spirit + methanol + naphtha
c) Undistilled ethanol d) Rectified spirit

P a g e | 24
312. Which of the following reacts with water?
a) CHCl3 b) CCl4 c) CCl3 CHO d) CH2 ClCH2 Cl
313. Formic acid is obtained when:
a) (CH3 COO)2 Ca is heated with conc. H2 SO4
b) Calcium formate is heated with calcium acetate
c) Glycerol is heated with oxalic acid
d) Acetaldehyde is oxidized with K 2 Cr2 O7 and conc. H2 SO4
314. Primary, secondary and tetiary alcohols are distinguished from one another by
a) Ninhydrin test b) Tollen’s reagent c) Lucas test d) Wittig reaction
315. Ethyl ester →CH 3 MgBr
𝑃. The product 𝑃 will be
excess

a) b) c) d)

316. Metal alkoxides contain:

a) Metal-carbon bond b) Metal-oxygen bond c) Metal-methyl bond d) None of these
317. 3-methyl-2-butanol on treatment with HCl gives predominantly:
a) 2-chloro-2-methylbutane
b) 2-chloro-3-methylbutane
c) 2,2-dimethylpentane
d) None of the above
318. Which reaction will occurs?
d) None of these

a) b) c)

319. No reacts rapidly with:

a) 1 ͦ alcohol b) 2 ͦalcohol c) 3 ͦ alcohol d) None of these
320.

This reaction is called

a) Reimer- Tiemann reaction b) Lederer-Manasse reaction

c) Sandmeyer reaction d) Kolbe’s reaction
321. By which of the following procedures can ethyl 𝑛-propyl ether be obtained?
HBr Mg H2 O Na HBr Mg 1. CH2 O Na
C2 H5 OH → I → II → III →
a) C2 H5 OH → I →
ether
II → III →
CH3 CH2 Br b) ether 2. H3+O CH3 CH2 Br

140℃ 180℃ CH CH2CH2 Br

c) C2 H5 OH + H2 SO4 → d) C2 H5 OH + Conc. H2 SO4 → I →
3

322. Which of the following statements is wrong in case of ethoxyethane?

a) It is used as anaesthetic
b) It is inflammable
c) Its dipole moment is zero
d) It is soluble in conc. H2 SO4
323. Which of the following alcohols is made by fermentation?
a) Methanol b) Ethanol c) Glycerol d) Propanol
P a g e | 25
324. Correct acidic order of the following compounds is

a) I > II > III b) III > I > II c) II > III > I d) I > III > II
325. How many isomers of C5 H11 OH will be primary alcohols?
a) 5 b) 4 c) 2 d) 3
326. Glycerol is oxidised by bismuth nitrate to produce
a) Oxalic acid b) Mesooxalic acid c) Glyceric acid d) Glyoxalic acid
327. The alcohol that produces turbidity immediately with ZnCI2/conc. HCI at room temperature
a) 1-hydroxy butane b) 2-hydroxy butane
c) 2-hydroxy-2-methyl propane d) 1-hydroxy-2-methyl propane
328. The formula for allyl alcohol is:
a) CH3—CH=CHCl b) CH2=CHCH2 OH c) CH2 ClCH2 CH3 d) None of these
329.

a) b) c) d)

330. The compound that will react most readily with NaOH to form methanol is:
a) (CH3 )4 N+ I− b) CH3 OCH3 c) (CH3 )3 S+ I− d) (CH3 )3 C ∙ Cl
331. Ethylene reacts with 1% cold alkaline KMnO4 to give:
a) Oxalic acid b) Acetone c) Formaldehyde d) Glycol
332. In the Lucas test of alcohols, appearance of cloudiness is due to the formation of
a) Aldehydes b) Ketones c) Acid chlorides d) Alkyl chlorides
333. Tertiary alcohol is obtained when Grignard reagent reacts with:
a) Acetone b) Butanone c) Propanone d) All of these
334. On conversion into the Grignard reagent followed by treatment with absolute ethanol, how many isomeric
alkyl chlorides would yield 2-methylbutane?
a) 2
b) 3
c) 4
d) 5
335. Ether on reacting with P2 S5 form
a) Diethyl sulphide b) Thioalcohol c) Thioether d) Thioaldehyde
336. The best reagent to convert pent-3-en-2-ol into pent-3-en-2-one is:
a) Acidic KMnO4
b) Alkaline K 2 Cr2 O7
c) Chromium anhydride in glacial acetic acid
d) Pyridinium chlorochromate
337. For one mole of glycerol, how many mole of acetyl chloride are required for complete acetylation?
a) One b) Two c) Three d) Four
338. In the reaction involving C— OH bond, in alcohols the order of reactivity is:
a) 1 >
ͦ 2 ͦ>3 ͦ b) 3 >
ͦ 2 ͦ>1 ͦ c) 2 ͦ>3 ͦ>1 ͦ d) None of these
339. Which is not correct?
P a g e | 26
 a) Phenol is more acidic than acetic acid. b) Ethanol is less acidic than phenol.
c) Ethanol has higher boiling point than ethane. d) Ethane is non-linear molecule.
340. Under drastic conditions all the alcohols can be oxidized to carboxylic acids but the following alcohols give
carboxylic acids having same number of carbon atoms:
a) Primary b) Secondary c) Tertiary d) None of these
341. The product A is

a) b) c) d)

342. Glycol is prepared industrially by the following reactions:

a)

b)

c)

d) None of the above

343. Scientific aspect of fermentation was first studied by:
a) Pasteur b) Brot c) Buchner d) Liebig
344. Ethyl alcohol is also known as:
a) Spirit of wine b) Methyl carbinol c) Grain alcohol d) All of these
345. Decreasing order of boiling points of 𝑛-pentanol (𝐴), 𝑛-pentane (𝐵), 3-pentanol (𝐶) and 2,2-dimethyl
propanol (𝐷) is :
a) 𝐴, 𝐶, 𝐷, 𝐵 b) 𝐵, 𝐷, 𝐶, 𝐴 c) 𝐶, 𝐴, 𝐷, 𝐵 d) None of these
346. CH3 COOH reacts rapidly with:
a) CH3 CH2 OH b) (CH3 )2 CHOH c) (CH3 )3 COH d) All of these
347. Reaction of t-butyl bromide with sodium methoxide produces:
a) Isobutane b) Isobutylene c) Sodium t-butoxide d) t-butyl methyl ether
348. Which of the following reactions can be used for the preparation of tert. butylmethyl ether?
a) CH3 Br + (CH3 )3 CO− Na+ → b) (CH3 )3 CCl + CH3 O− Na+ →
c) (CH3 )3 OH + CH3 Cl → d) (CH3 )3 CCl + CH3 OH →
349. Alcohols cannot be prepared from
O
LiAlH4
|| H O
a) C2 H5 Br + aq. KOH → b) (CH3 )2 C = O → c) CH − C − OCH d) CH3 CH2 Cl → 2
3 3
Na/EtOH
→
350. Alcohols of low molecular weight are:
a) Soluble in water
b) Soluble in water on heating
c) Insoluble in all solvents
d) Soluble in all solvents
P a g e | 27
351. CH3 CH = CH − CH − CH3
|
OH
Jones
→ ? product is
reagent
CH3 − CH2 − CH2 − C − CH3
a) ||
O
CH3 − CH = CH − C − CH3
b) ||
O
CH3 − CH2 − CH2 − CH − CH3
c) |
OH
d) CH3 − CH2 − COOH
352. 23 g of sodium react with CH3 OH to give:
a) 1 mole of O2 b) 1/2 mole of H2 c) 1 mole of H2 d) None of these
353. In the reaction for dinitration

a) b) c) d)

354. In the following compounds the order of acidic strength is

a) III > IV > I > II b) I > IV > III > II c) II > I > III > IV d) IV > III > I > II
355. Diethyl ether may behave as:
a) Lewis acid b) Lewis base c) Oxidising agent d) Reducing agent
356. For drying ether sodium metal can be used, but it cannot be used for drying ethyl alcohol because:
a) Na is very reactive
b) Ether reacts easily with Na
c) Ethyl alcohol reacts with sodium metal
d) None of the above
357. Saccharification is the process of conversion of:
a) Sugar solution into alcohol
b) Alcohol into starch
c) Starch into alcohol
d) Starch into alcohol
358. R— CH = CH2 reacts with B2 H6 in presence of H2 O2 to give:
a) 𝑅COCH3 b) 𝑅CHOHCH2 OH c) 𝑅CH2 CH2 OH d) 𝑅CH2 CHO
P a g e | 28
359. Sodium phenoxide reacts with CO2 at 400 K and 4.7 atm pressure to give
a) Catechol b) Salicylaldehyde c) Sodium salicylate d) Benzoic acid
360. The reaction of 𝑖𝑠𝑜-propylbenzene with oxygen in the presence of a catalytic amount of HBr followed by
treatment with an acid gives phenol. The reaction proceeds through the intermediate formation of
d) All of these

a) b) c)

361. Product formed when HCHO is heated with KOH (𝑎𝑞):

a) CH4 b) CH3 CHO c) CH3 OH d) C2 H2
362. Diacetone alcohol is obtained by the reaction of:
a) Acetone and ethanol
b) Acetone and conc. H2 SO4
c) Acetone and Ba(OH)2
d) Acetone and Al(OH)3
363. The general formula of ether is:
a) 𝑅—CHO b) 𝑅—CO—𝑅′ c) 𝑅—O—𝑅′ d) 𝑅—COO𝑅′
364. The enzyme pepsin hydrolyses:
a) Proteins to amino acids
b) Fats to fatty acids
c) Glucose to ethyl alcohol
d) Polysaccharides to monosaccharides
365. CH3 CH2 OH convert into CH3 CHO in the presence of
a) Na2 Cr2 O7 and NaOH b) Na2 Cr2 O7 and dil. H2 SO4
c) NaOH d) Fe in presence of NaOH
366. Which of the following combinations can be used to synthesise ethanol?
a) CH3 MgI and CH3 COCH3 b) CH3 MgI and C2 H5 OH
c) CH3 MgI and CH3 COOC2 H5 d) CH3 MgI and HCHO
367.

Product is

a) b) c) d)

368. The boiling point of ethyl alcohol is much higher than that of dimethyl ether and C2 H5 SH , though both
have the same molecular weight. The reason for this is:
a) Ether is insoluble in water
b) Methyl groups are attached to oxygen in ether
c) Dipole moment of ethyl alcohol is less
d) Ethyl alcohol shows hydrogen bonding
369. Acetylene and formaldehyde interact in the presence of copper acetylide as a catalyst to furnish the
compound:
a) Butyne-1, 4-diol b) Butyne-2 c) Ethylene-1, 4-diol d) None of these

P a g e | 29
370. An unknown compound ‘D ’ first oxidised to aldehyde and then acetic acid by a dilute solution of K 2 Cr2 O7
and H2 SO4 . The compound ‘D ’ is
a) CH3 OH b) C2 H5 OH c) CH3 CH2 COOH d) CH3 CH2 CHO
371. Glycerol on oxidation with Fenton’s reagent produces:
a) Glyceraldehyde
b) Dihydroxy acetone
c) Tartonic acid
d) Glyceraldehyde and dihydroxy acetone
372. An organic compound C3 H6 O neither gives precipitate with semicarbazide nor reacts with sodium. It could
be
a) CH3 CH2 CHO b) CH3 COCH3 c) CH2 = CHCH2 OH d) CH2 = CHOCH3
373. Which one among the following is Williamson’s synthesis?

a)

b)
c) C2 H5 I + C2 H5 ONa ⟶ C2 H5 ∙ O ∙ C2 H5 + NaI
NaOH
d) HCHO → HCOONa + CH3 OH
374. Which compound is capable of strong hydrogen bonding?
a) C4 H9 OH b) C3 H7 OH c) C2 H5 OH d) C5 H11 OH
375. CH≡CH O →
3 /NaOH Zn/CH3COOH
𝑋→ 𝑌 is:
a) CH2 OH—CH2 OH b) CH3 CH2 OH c) CH3 COOH d) CH3 OH
376. Which of the following statements is not correct?
a) All alcohols are miscible with water b) Only lower alcohols are miscible with water
c) All alcohols are not poisonous d) Methanol is not poisonous
377. The major product of the following reaction is:

a) A hemiacetal
b) An acetal
c) An ether
d) An ester
378. Widespread deaths due to liquor poisoning occurs due to presence of:
a) Lead compounds in liquor
b) Methyl alcohol in liquor
c) Ethyl alcohol in liquor
d) Carbonic acid in liquor
379. An alcohol produced during the manufacture of soap is:
a) Butanol b) Glycerol c) Ethanol d) Ethylene glycol
380. Which of the following reactions gives an dialkyl oxonium salt?
a) Ethyl alcohol + sodium metal
b) Diethyl ether + hydrochloric acid
c) Tertiary amine + alkyl halide
d) Nitromethane + sodium metal
381. The reaction of 𝑛𝑒𝑜-pentyl alcohol with concentrated HCl gives
a) 𝑛𝑒𝑜-pentyl chloride b) 2-chloro-2-methylbutane

P a g e | 30
 c) 2-methyl-2-butene A mixture of 𝑛𝑒𝑜-pentyl chloride and 2-methyl-2-
d)
butene
382. 𝑅CH2 CH2 OH can be converted to 𝑅CH2 CH2 COOH by the following sequence of steps
a) PBr3 , KCN, H3 O+ b) PBr3 , KCN, H2 /P+ c) KCN, H3 O+ d) HCN, PBr3 , H3 O+
383.

a) b) c) d)

384. When phenyl magnesium bromide reacts with t-butanol, the product would be
a) Benzene b) Phenol c) t-butyl benzene d) t-butyl phenyl ether
385. Which of the following is not cleaved by HlO4 ?
𝐴. Glycerol 𝐵. Glycol
𝐶. Propan-1,3-diol 𝐷. Methoxy-2-propanol
a) 𝐴, 𝐵, 𝐶, 𝐷 b) 𝐴, 𝐵 c) 𝐵, 𝐶 d) 𝐶, 𝐷
386. Ethyl propanoate on reduction with LiAlH4 yeilds:
a) Methanol
b) Ethanol and propanol
c) Propane
d) Mixture of ethanol and methanol
387. When acetyl chloride is reduced with LiAlH4, the product formed is:
a) Methyl alcohol b) Ethyl alcohol c) Acetaldehyde d) Acetone
388. The correct order of acid strength of the following compounds is
V. Phenol
VI. p-cresol
VII. m-nitrophenol
VIII. p-nitrophenol
a) IIII > II > I > IV b) IV > III > I > II c) II > IV > I > III d) I > II > IV > III
389. Alkyd resins, made of glycerol are used:
a) As substitute for white chalk
b) Instead of alkanes
c) For paints and coatings
d) For making alcohol
390. Which reagent is more effective to convert but-2-enal to but-2-enol?
a) KMnO4
b) NaBH4
c) H2 /Pt
d) K 2 Cr2 O7 /H2 SO4
391. An organic compound A containing C, H and O has a pleasant odour with boiling point of 78℃. On boiling A
with concentrated H2 SO4 , a colourless gas is produced which decolourises bromine water and alkaline
KMnO4. The organic liquid A is
a) C2 H5 Cl b) C2 H5 COOCH3 c) C2 H5 OH d) C2 H6
392. Identify (X) in the sequence:

a) CH3—CH2—CH2 OH b) c) CH3—O—CH2—CH3 d) CH3—CH2—CHO

P a g e | 31
393. Phenol on reaction with CHCl3 and NaOH give benzaldehyde. Intermediate of this reaction is
a) Carbocation b) Carbanion c) Radical d) Carbene
394. Increasing order of acid strength among 𝑡𝑒𝑟𝑡. butanol, isopropanol and ethanol is:
a) Ethanol, isopropanol, 𝑡𝑒𝑟𝑡. butanol
b) 𝑡𝑒𝑟𝑡. butanol, isopropanol, ethanol
c) Isopropanol, 𝑡𝑒𝑟𝑡. butanol, ethanol
d) 𝑡𝑒𝑟𝑡. butanol, ethanol, isopropanol
395. A neutral compound gives colour with ceric ammonium nitrate. It suggests that the compound has:
a) Alcohol gp. b) Aldehyde gp. c) Ether gp. d) Ketone gp.
396.

In the above reaction 𝐴 is

d) None of these
a) b) c) CH2 = CHOH

397. Which compound will have highest boiling point?

a) CH4 b) CH3 OH c) C2 H5 OH d) HCHO
398. What is formed when glycerol reacts with excess of HI?

a) b) c) d)

399. Which of the following is not soluble in NaHCO3 solution?

a) b) c) d)

400. Pyroligneous acid doesn’t contain

a) Acetic acid b) C2 H5 OH c) CH3 OH d) CH3 COCH3
401. Power alcohol is a mixture of petrol and alcohol in the ratio:
a) 4 : 1 b) 1 : 4 c) 2 : 1 d) 1 : 2
402. The final product obtained in the reaction,

a) b)

d) None of the above

c)

403. Which one of the following gases is liberated when ethyl alcohol is heated with methyl magnesium iodide?
a) Methane b) Ethane c) Carbon dioxide d) Propane
404. Phenol → forms a tribromo derivative “X ” is
𝑋

a) Bromine in benzene b) Bromine in water

c) Potassium bromide solution d) Bromine in carbon tetrachloride at 0℃
405. Phenol is more acidic than alcohol because
a) Phenol is more soluble in polar solvents b) Alcohol does not lose hydrogen atom

P a g e | 32
 c) Phenoxide ion is stabilised by resonance d) Phenoxide ion doesn’t exhibit resonance
406. Which of the following is the best method for making 𝑖𝑠𝑜-propylmethyl ether?
a) CH3 I + (CH3 )2 CHOH → b) CH3 I + (CH3 )2 CHO− →
c) (CH3 )2 CHI + CH3 O− → d) (CH3 )2 CHCl + CH3 OH →
407. If the boiling point of ethanol (molecular weight=46) is 78℃, what is the boiling point of diethyl ether?
(molecular weight=74)
a) 100℃ b) 78℃ c) 86℃ d) 34℃
408. An organic compound 𝐴 reacts with PCl5 to give𝐵. The compound 𝐵 with sodium metal gives 𝑛-butane.
Thus, 𝐴 and 𝐵 are:
a) C2 H5 OH and C2 H5 Cl
b) C2 H5 Cl and C2 H5 ONa
c) C3 H7 OH and CH3 CH2 CH2 OCl
d) C4 H9 OH and C4 H9 OCl
409. Acetic acid is obtained from ethyl alcohol by the process of:
a) Distillation b) Reduction c) Fermentation d) Dehydration
410. Intermolecular dehydration of alcohols gives:
a) Alkenes b) Ketones c) Alkynes d) Ethers
411. Glycerol on warming with excess of HI:
a) 2-iodopropane b) 1-iodopropane c) 1,2,3-tri-iodopropane d) None of these
412. Cumene process is the most important commercial method for the manufacture of phenol. Cumene is
a) 1-methyl ethyl benzene b) Ethyl benzene
c) Vinyl benzene d) Propyl benzene
413. Which of the following alcohols cannot be oxidized by potassium dichromate in the presence of sulphuric
acid?
CH3
|
a) CH3 CH2 OH b) C6 H5 OH c) C6 H5 CHOHCH3 d) CH3 − C − OH
|
CH3
414. Which of the following is stable compound?
a) CCl3 CH(OH)2 b) CH2=CHOH c) CH3—CH(OH)2 d) HC(OH)3
415. CH3
|
Acid
(CH3 )2 CHCHOH → 𝑋
–H2O

The major product obtained in this reaction is

a) (CH3 )2 CHCH = CH2
b) (CH3 )2 C = CH − CH3
c) 1 : 1 mixture of (a) and (b)
d) None of the above
416.

Product obtained is

a) b) c) d)

P a g e | 33
417. The reaction involved in the oil of winter green test is salicylic acid → ∆
product. The product is
Conc.H2 SO4
treated with Na2 CO3 solution. The missing reagent in the above reaction is
a) Phenol b) NaOH c) Ethanol d) Methanol
418. An example of a compound with functional group —O— is:
a) Acetic acid b) Methyl alcohol c) Diethyl ether d) Acetone
419. Phenol gives characteristic colouration with
a) Iodine solution b) Bromine water
c) Aqueous FeCI3 solution d) Ammonium hydroxide
420. The correct order of the ease with which primary, secondary and tertiary alcohols can be dehydrated
using concentrated H2 SO4 is :
a) Tertiary > secondary > primary
b) Primary > secondary > tertiary
c) Secondary > tertiary > primary
d) Secondary > primary > tertiary
421. Which are explosives?
a) Wood pulp (dynamite)
b) Cellulose nitrate (blasting gelatin)
c) Gun cotton or cellulose nitrate and Vaseline (cordite)
d) All of the above
422. Some time explosion occurs while distilling ethers. It is due to the presence of
a) Oxide b) Ketones c) Aldehyde d) Peroxides
423. Acidity of phenol is due to
a) Hydrogen bonding b) Phenolic group
c) Benzene ring d) Resonance stabilisation of its anion
424. Glycerol on reacting with sodium gives:
a) Disodium glycerollate
b) Monosodium glycerollate
c) Trisodium glycerollate
d) None of the above
425. The compound which reacts fastest with Lucas reagent at room temperature is
a) 1-butanol b) 2-butanol c) 2-methylpropanol d) 2-methylpropan-2-ol
426. Mild oxidation of glycerol with H2 O2 /FeSO4 gives
a) Glyceraldehyde
b) Dihydroxy acetone
c) Both (a) and (b)
d) None of the above
427. To prepare 2-propanol from CH3 MgI, the other chemical required is:
a) HCHO b) CH3 CHO c) C2 H5 OH d) CO2
428. The first oxidation product of primary alcohol is:
a) A ketone b) An ester c) An aldehydes d) A hydrocarbon
429. Phenol is soluble in water because
a) Of weak hydrogen bonding between phenol and water molecules
b) Of intermolecular hydrogen bonding between phenol molecules
c) If has a higher boiling point than that of water
d) None of the above
430. Consider the following reaction,

P a g e | 34
 product 𝑋 is
a) Picric acid b) Styphnic acid c) Salicylic acid d) Benzoic acid
431. Glycerol on treatment with oxalic acid at 110 C ͦ forms:
a) Formic acid b) CO2 and CO c) Allyl alcohol d) glycol
432. At 530 K, glycerol reacts with oxalic acid to produce
a) Allyl alcohol b) Formic acid c) Glyceraldehydes d) Formaldehyde
433. Absolute alcohol is prepared from rectified spirit by:
a) Fractional distillation
b) Steam distillation
c) Azeotropic distillation
d) Vacuum distillation
434. Williamson’s synthesis is used to prepare
a) Diethyl ether b) Acetone c) PVC d) Bakelite
435. Anisole can be prepared by the action of methyl iodide on sodium phenate. The reaction is called
a) Wurtz’s reaction b) Williamson’s reaction
c) Fittig’s reaction d) Etard’s reaction
436. When o-or p-phenol sulphonic acid is treated with bromine water, the product formed is
a) 2, 4-dibromophenol b) 2, 4, 6-tribromophenol
c) 3-bromophenol boric acid d) 3, 5-dibromophenol
437. Esterification of alcohols involves:
a) H of alcohol and OH of acid
b) OH of alcohol and H of acid
c) OH of alcohol and OH of acid
d) H of alcohol and H of acid
438. An organic liquid 𝐴 containing C, H and O has a pleasant odour with a b.p. of 78 ͦC. On boiling 𝐴 with conc.
H2 SO4 a colourless gas is produced which decolourises bromine water and alkaline KMnO4. One mole of
this gas also takes one mole of H2 . The organic liquid 𝐴 is:
a) C2 H5 Cl b) C2 H5 CHO c) C2 H6 d) C2 H5 OH
439. In the presence of an acid catalyst, two alcohol molecules will undergo dehydration to give:
a) Ester
b) Anhydride
c) Ether
d) Unsaturated hydrocarbon
440. Complete combustion of ether gives:
a) C2 H5 OH b) CO2 and H2 O c) C2 H4 d) C2 H2
441.

Product is

P a g e | 35
 d) Both (a) and (b)

a) b) c)

442. CH CH OH → Cl2
CH3 CHO →
3Cl2
Cl3 CCHO
3 2
step−1 step−2

In above reactions the role of Cl2 in step-1 and step-2 respectively is

a) Oxidation, chlorination b) Reduction, chlorination
c) Oxidation, addition d) Reduction, substitution
443. An enzyme which brings about the conversion of starch into maltose is known as:
a) Maltase b) Zymase c) Invertase d) Diastase
444. Strength of acidity is in order

a) II > I > III > IV b) III > IV > I > II c) I > IV > III > II d) IV > III > I > II
445. Ethyl alcohol is denatured by:
a) Methanol and formic acid
b) KCN
c) CH3 OH and C6 H6
d) CH3 OH and pyridine
446. For the sequence of reaction,
C2H5 MgI H2 O/H+
𝐴→ 𝐵→ 𝑡𝑒𝑟𝑡 − pentyl alcohol.
The compound A in the sequence is
a) 2-butanone b) Acetaldehyde c) Acetone d) Propanal
447. A compound with molecular formula C4 H10 O3 is converted by the action of acetyl chloride to a compound
with molecular weight 190. The original compound has:
a) One OH group b) Two OH groups c) Three OH groups d) No OH group
448. The main product of the following reaction is
Conc.H2SO4
C6 H5 CH2 CH(OH)CH(CH3 )2 → ?

a) b)

c) d)

449. Which of the following compound is oxidised to prepare methyl ethyl ketone?
a) 2-propanol b) 1-butanol c) 2-butanol d) Ter-butyl alcohol
450. The value of C—O—C angle in ether molecule is:
a) 180 ͦ b) 150 ͦ c) 90 ͦ d) 110 ͦ

P a g e | 36
451. What amount of bromine will be required to convert 2 g of phenol into 2, 4, 6-tribromo phenol?
a) 4.00 b) 6.00 c) 10.22 d) 20.44
452. Chlorex which is a good solvent for aromatic impurities is:
a) Dichloro dimethyl ether
b) Dichlorodiethyl ether
c) Mono chloro ether
d) Diethyl ether
453. The characteristic group of secondary alcohol is:
a)
b)

c)

d)
454. The compound on dehydrogenation gives a ketone. The original compound is
a) Primary alcohol b) Secondary alcohol c) Tertiary alcohol d) Carboxylic acid
455. 1-phenyl ethanol can be prepared from benzaldehyde by the action of:
a) CH3 Br b) CH3 Br and AlBr3 c) CH3 I, Mg and HOH d) C2 H5 I and Mg
456. Which one of the following will most readily be dehydrated in acidic conditions?

a) b)

c) d)

457. On reduction with LiAlH4, a ketone yields:

a) Primary alcohol b) Secondary alcohol c) Tertiary alcohol d) All of these
458. The decreasing order of boiling points of 1 ͦ, 2 ͦ, 3 ͦ alcohol is:
a) 1 ͦ > 2 ͦ > 3 ͦ b) 3 ͦ >2 ͦ > 1 ͦ c) 2 ͦ >1 ͦ > 3 ͦ d) None of these
459. The formula for vinyl alcohol is:
a) CH2=CHCH2 OH b) C6 H5 CHOHCH3 c) CH2=COHCH3 d) CH2=CHOH
460. Consider the reaction,

𝐴 and 𝐵 respectively are

1, 2-epoxycyclohexane, 𝑡𝑟𝑎𝑛𝑠-2-
a) b) 1, 2-epoxycyclohexane, 𝑐𝑖𝑠-2- bromocyclohexanol
bromocyclohexanol
c) 𝑡𝑟𝑎𝑛𝑠-2 bromocyclohexanol 1,2-epoxyethane d) 𝑐𝑖𝑠-2- bromocyclohexanol 1,2-epoxyethane
461. Alcoholic fermentation of sugar gives 3% glycerol. The yield can be increased to 25% if fermentation is
made in presence of:
a) Na2 SO4 b) Na3 PO4 c) Na2 S d) None of these
462. The reaction,

is called :
a) Fischer-Speier esterification

P a g e | 37
 b) Clemmensen condensation
c) Claisen condensation
d) None of the above
463. When isopropyl alcohol vapours are passed over heated copper it gives:
a) Acetone b) Ethyl alcohol c) Methyl alcohol d) Acetaldehyde
464. Glycol on oxidation with….gives oxalic acid.
a) Acidic KMnO4 b) Acidic K 2 Cr2 O7 c) Nitric acid d) HIO4
465. When compound X is oxidised by acidified potassium dichromate, compound Y is formed. Compound Y on
reduction with LiAlH4 gives X. X and Y respectively are
a) C2 H5 OH, CH3 COOH
b) CH3 COCH3 , CH3 COOH
c) C2 H5 OH, CH3 COCH3
d) CH3 CHO, CH3 COCH3
466. The reaction of ethanol with H2 SO4 does not give:
a) C2 H4 b) C2 H5 OC2 H5 c) C2 H2 d) C2 H5 HSO4
467. Lucas reagent produces cloudiness immediately with:
a) 𝑛-butanol b) Isopropanol c) 𝑛-propanol d) Tertiary butanol
468. Primary alcohols can be obtained from the reaction of the 𝑅MgX with:
a) HCHO b) H2 O c) CO2 d) CH3 CHO
469. The major product obtained on interaction of phenol with sodium hydroxide and carbon dioxide is
a) Benzoic acid b) Salicyladehyde c) Salicylic acid d) Phthalic acid
470. Chlorobenzene →Reaction Phonel →Reaction
𝑋 𝑌
Salicyladehyde X and Y reactions are respectively……….
a) Fires rearrangement and Kolbe-Schmidt b) Cumene and Reimer-Tiemann
c) Dow and Reimer-Tiemann d) Dow and Friedel-Craft
471. Phenol →NaNO2 /H2 SO4 𝐵 →H2 O 𝐶 →NaOH 𝐷
Name of the above reaction is
a) Liebermann’s reaction b) Phthalein fusion test
c) Reimer-Tiemann reaction d) Schotten-Baumann reaction
472. Vinyl carbinol is:

a) HOH2 C—CH=CH2 b) CH3 C(OH)=CH2 c) CH3—CH=CH—OH d)

473. Choose the incorrect statement

a) Ordinary ethyl alcohol is known as rectified spirit
b) The alcohol sold in the market for polishing etc, is known as methylated spirit
c) Absolute alcohol is 100% ethanol
d) Power alcohol is 100% ethanol
474. The reaction of ethanol with concentrated H2 SO4 at room temperature gives
a) CH3 CH2 OH2+ HSO−4 b) CH3 CH2 OSO2 OH
c) CH3 CH2 OCH2 CH3 d) H2 C = CH2
475.
(i)CH3MgCl
→ 𝑋
(ii)H2O
The product obtained in this reaction is
a) CH3 CH2 OH b) (CH3 )2 CHOH
c) CH3 CH2 CH2 OH d) HO − CH2 − CH2 − CH2 − CH2 − OH
476. When ethylene glycol is heated with a mixture of concentrated HNO3 and concentrated H2 SO4 , it produces
a) COOH b) CO2 + H2 c) CH2 ONO2 d) CH2 ONO2

P a g e | 38
 | | |
COOH CH2 ONO2 CH2 OH
477. Cyclohexanol on reaction with 𝑃𝐵𝑟3 in presence of pyridine gives
a) Bromocyclohexane b) Bromocyclohexane c) 1-bromocyclohexanol d) None of these
478. On treatment with a concentrated solution of zinc chloride in concentrated HCl at room temperature, an
alcohol immediately gives, an oily product. The alcohol can be
a) C6 H5 CH2 OH
b) CH3 CHOHCH3
CH3
|
c) CH3 − C − OH
|
CH3
d) Any of these
479. The most unlikely representation of resonance structures of 𝑝-nitrophenoxide ion is

a) b) c) d)

480. Ethylene glycol gives oxalic acid on oxidation with

a) Acidified K 2 Cr2 O7 b) Acidified KMnO4 c) Alkaline KMnO4 d) Periodic acid
481. In the reaction,
CH3
|
Conc.H2SO4
CH3 − C − CH2 → A the product 𝐴 is
| |
OH OH
CH3 H H CH3 CH3
a) | b) | | c) | d) |
CH3 − C = CH2 CH3 − C = C − CH3 CH3 − CH2 − C = O CH3 − CH − CHO
482. Diethyl ether may be regarded as anhydride of:
a) C2 H5 COOH b) C2 H5 OH c) C2 H5 CHO d) C2 H5 COOC2 H5
483. Glycol reacts withPCl3 and gives ethylene dichloride. What will be the product, if it reacts with P + I2 ?
a) Ethylene iodide b) Ethylene iodohydrin c) Ethylene d) None of these
484. Methyl alcohol reacts with phosphorus trichloride to form:
a) Methane b) Methyl chloride c) Acetyl chloride d) Dimethyl ether
485. Arrange the following in order of decreasing acidic strength. 𝑝-nitrophenol (I), 𝑝-cresol (II), 𝑚-cresol (III),
phenol (IV)
a) I > II > III > IV b) IV > III > II > I c) I > III > II > IV d) III > II > I > IV
486. A diazonium chloride reacts with ϕOH to give an azodye. The reaction is called
a) Diazotisation b) Condensation c) Coupling d) Reduction
487. Which alcohol is most acidic?
a) Methanol b) Ethanol c) Isopropyl alcohol d) t-butyl alcohol
488. Which reagent can distinguish C2 H5 OH and ϕ OH?
a) SOCl2 b) CH3 COCl c) (CH3 CO)2 O d) CH3 COOH
489. 𝐼𝑠𝑜-butyl alcohol → →
P/I2 AgNO2 HNO
→
2 NaOH
→ 𝐴
True statement about 𝐴 is
P a g e | 39
 a) Blue coloured solution b) Blue precipitate
c) Red precipitate d) Red coloured solution
490. Acetone on reduction gives:
a) CH3 COOH b) CH3 CHO c) C2 H5 OH d) (CH3 )2 CHOH
491. Sodium ethoxide and ethyl chloride on heating will give:
a) Ether b) Ethyl alcohol c) Acetaldehyde d) Acetic acid
492. Pinacol is
a) 3-methylbutan-2-ol b) 2, 3-dimethyl-2, 3-butanediol
c) 2, 3-dimethyl-2-propanone d) None of the above
493. The product in the reaction is:

a) Propanal b) Butanal c) 𝑛-butanol d) 𝑛-propanol

494. In esterification of an acid, the other reagent is:
a) Aldehyde b) Alcohol c) Amine d) Water
495. C2 H5 OH and C2 H5 OH can be distinguished by
a) Br2 + H2 O b) FeCI3 c) I2 + NaOH d) Both (b) and (c)
496. Identify (𝑍) in the series:

a) C2 H5 I b) C2 H5 OH c) CHI3 d) CH3 CHO

497. Phenol can be converted to o-hydroxybenzaldehyde by
a) Kolbe’s reaction b) Reimer-Tiemann reaction
c) Wurtz reaction d) Cannizaro reaction
498. An organic compound ‘X ’ with molecular formula, C7 H8 O is insoluble in aqueous NaHCO3 but dissolves in
NaOH. When treated with bromine water ‘X ’ rapidly gives ‘Y ’ C7 H5 OBr3 .
The compounds ‘X ’ and ‘Y ’ respectively, are
a) Benzyl alcohol and 2, 4, 6-tribromo-3-methoxy benzene
b) Benzyl alcohol and 2, 4, 6-tribromo-3-methyl phenol
c) o-cresol and 3, 4, 5-tribromo-2-methyl phenol
d) Methoxybenzene and 2, 4, 6-tribromo-3-methoxy benzene
499. Which of the following compound would not evolve CO2 when treated with NaHCO3 solution?
a) Salicylic acid b) Phenol c) Benzoic acid d) 4-nitrobenzoic acid
500. For which pair iodoform test cannot be used as distinction test?
a) Propanol-1 and propanol-2
b) Butanol-2 and 2-methyl propan-2-ol
c) Butanol-1 and butanol-2
d) Pentanol-1 and pentanol-3
501. Tonics usually contain small amount of:
a) Formalin b) Vinegar c) Alcohol d) Ether
502. Primary, secondary and tertiary alcohols can be distinguished by performing
a) Beilstein’s test b) Victor Meyer’s test c) Fehling’s solution test d) Hofmann’s test
503. Ethanol reacts with thionyl chloride to give ethyl chloride and:
a) S, SO2 b) SO2 , HCl c) Cl2 , SO3 d) SO3 , HCl
504. The product C in the following sequence of reaction,
NaOH (𝑎𝑞) Na CH3 I
C2 H5 Br → 𝐴 → 𝐵 → 𝐶 is:
a) Butane b) Ethane c) Methyl ethyl ether d) propane
505. Which of the following is an anaesthetic?
a) Ether b) Thiobarburates c) Trichloromethane d) All of these
506. In the reaction,

P a g e | 40
 Cu
C2 H5 OH → 𝑋
300℃
(vapour)
The molecular formula of X is
a) C4 H6 O b) C4 H10 O c) C2 H4 O d) C2 H6
507. In which of the following bond angles on 𝑠𝑝 -hybridized are not contracted due to lone pair of electron?
3

a) OF2 b) H2 O c) CH3 OCH3 d) CH3 OH

508. By which the following reactions can 𝑡𝑟𝑎𝑛𝑠-cyclopentane-1, 2-diol be obtained?
d) None of these
a) b) c)

509. A compound X, when boiled with Na2 CO3 solution gives glycol as the product. What is X ?
a) Ethylene
b) Ethylene oxide
c) Ethyl bromide
d) Ethyl hydrogen sulphate
510. Glycerol is present as a triester in:
a) Petroleum b) Kerosene oil c) Vegetable oil and fats d) Naphtha
511. C2 H 5
|
To prepare ϕ − C − C2 H5
|
OH
by 𝑅Mg𝑋 which is the incorrect pair?
a) ϕ MgBr + (C2 H5 )2 CO →H2 O

b)

c) C2 H5 MgBr + ϕCOCH2 CH3 →H2O

d) ϕMgBr + C2 H5 COCH3 →H2 O
512. Which alcohol cannot be oxidized by MnO2 ?
a) CH2 = CH − CH2 CH2 OH
b) CH3 − CH = CH − CH2 OH
c) ϕCH2 OH
d)

513. The reaction,

Is called
a) Laderer Mannasse reaction b) Claisen condensation

P a g e | 41
 c) Benzoin condensation d) Etard reaction
514. An alcohol is not oxidised in alkaline or neutral solution but in acidic solution it is turned first to acetone
and then to acetic acid. It is a:
a) Primary alcohol b) Secondary alcohol c) Tertiary alcohol d) None of these
515. CH3 CH3
| |
Conc.H2SO4
In the reaction Ph − C − C − Ph → 𝐴 The product 𝐴 is
| |
OH OH
CH3 O CH3 O
CH3 CH3 | || | ||
a) | | b) c) Ph − C − C − CH3 d) Ph − C − C − Ph
Ph − C = C − Ph | |
Ph CH3
516. Which reagent will convert propionic acid to propanol-1?
a) KMnO4 b) LiAlH4 c) Cr2 O3 d) MnO2
517. Which of the following is a gas?
a) Methane thiol b) Ethane thiol c) Isobutyl thiol d) Propyl thiol
518. Alcohols may behave as:
a) Bronsted acid b) Lewis base c) Neutral d) All of these
519. The reaction;
C2H5 OH+Na
𝑅COOH → 𝑅CH2 OH is called:
a) Corey House reaction
b) Bonveault-Blanc reaction
c) Clemmensen reduction
d) None of the above
520. Absolute alcohol is prepared by
a) Vacuum distillation b) Azeotropic distillation
c) Steam distillation d) None of the above
521. On heating glycerol with conc. H2 SO4 , a compound is obtained which has bad odour. The compound is:
a) Acrolein b) Formic acid c) Allyl alcohol d) Methyl isocyanide
522. Pyroligneous acid contains:
a) CH3 COOH (10 %), CH3 OH b) (C2.5
2 H5 ), CH
%OH (10 %), CH
3 COCH 3 OHc)
(2.5
3 (0.5%) CH% ), CH33COCH
3 COCH (10%3)(0.5 5 d)
, C2 H%) (2.5%
OHNone of),the
CH3above
OH (0.5 %)
523. Ethyl alcohol reacts with HCl but not with HCN because:
a) C2 H5 OH is weak base and HCN is weak base
b) C2 H5 OH is strong acid and HCN is weak acid
c) HCl is strong acid and C2 H5 OH is weak base
d) None of the above
524. When wine is put in air it becomes sour due to:
a) Oxidation of C2 H5 OH into CH3 COOH
b) Bacteria
c) Virus
d) Formic acid formation
525. Dunstan’ s test is used for identification of
a) Acetone b) Ethanol c) Glycerol d) Glycol
526. An alcohol on oxidation is found to give CH3 COOH and CH3 CH2 COOH. The alcohol is:
a) CH3 CH2 CH2 OH b) (CH3 )2 C(OH)CH2 CH3 c) CH3 (CH2 )2 CHOH d) CH3 CH(OH)CH2 CH2 CH3
527. The enzymes which are used to convert starch into ethyl alcohol are
a) Maltase, diastase b) Diastase, maltase, zymase

P a g e | 42
 c) Invertase, zymase d) Invertase, diastase, maltase
528.

a) b)

c) d)

529. Ethyl alcohol can be prepared from Grignard reagent by the reaction of
a) HCHO b) 𝑅2 CO c) RCN d) RCOCI
530. The correct order of the solubility of different alcohols in water is
a) Ethanol > 𝑛-propanol > 𝑛-butyl alcohol
b) 𝑛-propyl alcohol > ethyl alcohol > 𝑛-butyl alcohol
c) ethyl alcohol > 𝑛-butyl alcohol > 𝑛-propyl alcohol
d) 𝑛-butyl alcohol > 𝑛-propyl alcohol > ethyl alcohol
531. Germinated Barley (an enzyme) is a source of enzyme:
a) Zymase b) Diastase c) Maltase d) Invertase
532. In the reaction,

The products are

a) b)

c) d)

533. Methylphenyl ether can be obtained by reacting

a) Phenolate ions and methyl iodide b) Methoxide ions and bromobenzene
c) Methanol and phenol d) Bromobenzene and methyl bromide
534. C H − CH = CHCHO → 𝑋 C H CH = CHCH OH
6 5 6 5 2
In the above sequence X can be
a) H2 /Ni
b) NaBH4
c) K 2 Cr2 O7 /H +
d) Both (a) and (b)
535. To distinguish between salicylic acid and phenol one can use
a) NaHCO3 solution b) 5% NaOH solution c) Neutral FeCI3 d) Bromine water
536. Diethyl ether finds its use in medicine as:
a) Pain killer b) Hypnotic c) Antiseptic d) Anaesthetic
537. Ethyl chloride reacts with sodium ethoxide to form a compound A. Which of the following reactions also
yields A?
P a g e | 43
 a) C2 H5 Cl, KOH (alc. ), ∆ b) 2C2 H5 OH, conc. H2 SO4 , 140℃
c) C2 H5 Cl, Mg(dry ether) d) C2 H2 , dil H2 SO4 , HgSO4
538. In the following sequence of reactions,
P+I2 Mg HCHO H2O
CH3 CH2 OH → 𝐴→ 𝐵→ 𝐶→ 𝐷
ether
The compound ‘D ’ is
a) Butanal b) n-butyl alcohol c) n-propyl alcohol d) Propanal
539.

This reaction is called

a) Reimer-Tiemann reaction b) Liebermann’s nitroso reaction
c) Dakin reaction d) Lederer -Manasse reaction
540. Carbocation is not the intermediate in
a) Hydroboration-oxidation of an alkene
b) Oxymercuration-demercuration of an alkene
c) Reation of HCl with CH3 CH2 OH
d) All of the above
541. The number of isomeric alcohols of formula C4 H10 O is:
a) 2 b) 4 c) 7 d) 8
542. The final product of the following reaction is/are

a) b)

c) d)

543. Anisole is the product obtained from phenol by the reaction known as
a) Coupling b) Etherification c) Oxidation d) Esterification
544. Propan-1-ol can be prepared from propane by
a) H2 O/H2 SO4 b) Hg(OAc)2 H2 O followed by NaBH4
c) B2 H6 followed by H2 O2 d) CH3 CO2 H/H2 SO4
545. Lubricant used in watch is:
a) Coconut oil b) Pine oil c) Animal oil d) Glycerol
546. Methyl alcohol on oxidation with acidified K 2 Cr2 O7 gives:
a) CH3 COCH3 b) CH3 CHO c) HCOOH d) CH3 COOH
547. Lucas reagent is a mixture of:
a) Conc. HCl + anhydrous ZnCl2
b) Conc. HCl + hydrous ZnCl2
c) Conc. HNO3 + hydrous ZnCl2
d) Conc. HNO3 + anhydrous ZnCl2
548. If methanol vapour is passed over heated copper at 300C, it forms formaldehyde by:

P a g e | 44
 a) Hydrogenation b) Dehydrogenation c) Dehydration d) Oxidation
549. Terylene is formed by the reaction of one of the following alcohols:
a) 2-chloroethanol b) 1,2,3-propanetriol c) Ethanediol d) Phenol
550. Alcoholic fermentation by starch or sugar is brought about by:
a) CO2 b) Sodium bicarbonate c) Yeast d) phosphates
551. General formula for alcohols is:
a) b) c) d) All of these

552.

𝐴 and 𝐵 respectively are

a)

b)

c)

d)

553. When phenol reacts with phthalic anhydride in presence of 𝐻2 𝑆𝑂4 and heated and hot reaction mixture is
poured in NaOH solution, then product formed is
a) Alizarin b) Methyl orange c) Fluorescein d) Phenolphthalein
554. Correct order of dehydration of
IX. (b)

(c) (d)

a) 𝐴 > 𝐵 > 𝐶 > 𝐷 b) 𝐵 > 𝐶 > 𝐴 > 𝐷 c) 𝐷 > 𝐴 > 𝐶 > 𝐴 d) 𝐷 > 𝐴 > 𝐵 > 𝐶
555. The following reaction is known as

a) Perkin reaction b) Gattermann reaction

c) Kolbe reaction d) Gattermann-aldehyde reaction
556. In the Liebermann test for phenols, the blue or green colour produced is due to the formation of

a) b)

P a g e | 45
 c) d)

557. Four hydroxy compounds have functional groups as shown

|
(𝐴) − CH2 OH(𝐵) − CHOH(𝐶 )ϕ − OH (𝐷)ϕ − CHOH
|
The purple colour with FeCl3 will be given by
a) 𝐴 only b) 𝐴 and 𝐵 c) 𝐶 only d) 𝐴, 𝐵, 𝐶 and 𝐷
558. Ether in contact with air for a long time form peroxides. The presence of peroxide in either can be tested
by adding Fe2+ ion and then adding
a) KCN b) SnCl2 c) HgCl2 d) KCNS
559. Fermentation is:
a) Exothermic b) Endothermic c) Reversible d) None of these
560. Which could not be obtained from wood?
a) CH3 OH b) C2 H5 OH c) Wood tar d) Wood charcoal
561. Methanol and ethanol can be distinguished by the following:
a) By reaction with metallic sodium
b) By reaction with caustic soda
c) By heating with iodine and washing soda
d) By heating with zinc and inorganic mineral acid
562. Acetic anhydride reacts with diethyl ether in the presence of anhydrous AlCl3 to give
a) CH3 CH2 COOH b) CH3 CH2 COOCH2 CH3 c) CH3 COOCH3 d) CH3 COOC2 H5
563. Which of the following is insoluble in alcohol?
a) Resins and varnishes b) Soaps and varnishes c) Rubbers and plastics d) Dyes and drugs
564. 1-propanol and 2-propanol can be distinguished by
a) Oxidation with alkaline KMnO4 followed by reaction with Fehling solution
b) Oxidation with acidic dichromate followed by reaction with Fehling solution
c) Oxidation by heating with copper followed by reaction with Fehling solution
d) Oxidation with concentrated H2 SO4 followed by reaction with Fehling solution
565. Which of the following does not react with sodium metal?
a) (CH3 )2 O b) CH3 CH2 OH c) CH3 COOH d) C6 H5 OH
566. Purity of ether before using it as anaesthetic agent is tested by:
a) KI + starch b) CuSO4 c) H2 SO4 d) None of these
567. Alcoholic beverages contain
a) Isopropyl alcohol b) n-propyl alcohol c) Ethyl alcohol d) Methyl alcohol
568. Picric acid is

a) b) c) d)

569. The final product (IV) in the sequence of reactions

is
CH3 − CHOCH2 CH2 OH CH3 − CHCH2 CH2 Br
a) b)
| |

P a g e | 46
 CH3 CH3
CH3 − CH − CH2 CH2 OH CH3 − CHOCH2 CH3
c) | d) |
CH3 CH3
570. The products of combustion of an aliphatic thiol (𝑅𝑆𝐻) at 298 K are
a) CO2 (g), H2 O(g) and SO2 (g) b) CO2 (g), H2 O(𝑙 ) and SO2 (g)
c) CO2 (𝑙 ), H2 O(𝑙 ) and SO2 (g) d) CO2 (g), H2 O(𝑙 ) and SO2 (𝑙)
571. During alcoholic fermentation inorganic salts like ammonium sulphate or ammonium phosphate are
added:
a) To decreases the freezing point of solution
b) Which act as food for ferment cells
c) Which prevent the growth of undesirable bacteria
d) Which produce desirable enzymes
572. To obtain unsaturated alcohols from unsaturated aldehydes the following reagent is used for reduction:
a) Na amalgam/H2 O b) Dil. H2 SO4 c) Zn/HCl d) LiAlH4
573. Hydroboration oxidation of 4-methyl octene would give
a) 4-methyl octanol b) 2-methyl decane
c) 4-methyl heptanol d) 4-methyl-2-actanone
574.

a) CH3—CH2—CH2—OH b) c) (C2 H5 )3 C—OH d)

575. The general molecular formula, which represents the homologous series of alkanols is:
a) C𝑛 H2𝑛+1 O b) C𝑛 H2𝑛+2 O c) C𝑛 H2𝑛 O2 d) C𝑛 H2𝑛 O
576. On reacting with neutral ferric chloride, phenol gives
a) Red colour b) Blue colour c) Violet colour d) Green colour
577. There are four alcohols 𝑃, 𝑄, 𝑅 and 𝑆 which have 3, 2, 1 and zero alpha hydrogen atom(s). Which one of the
following will not respond to Viktor-Meyer’s test?
a) P b) Q c) R d) S
578. Which doesn’t form in the acid catalysed rearrangement of cumene hydroperoxide?

a) b) c) d)

579. Ethanol is more soluble in water but ether is less soluble because:
a) Ethanol forms strong hydrogen bonds in water whereas ether forms weaker hydrogen bonding
b) Ether is more volatile than ethanol
c) The molecular weight of ether is more than that of ethanol
d) None of the above
580.

a) b) c) d)

P a g e | 47