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Converting Anisole to Phenol

Chem chem
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0% found this document useful (0 votes)
35 views11 pages

Converting Anisole to Phenol

Chem chem
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd

and ETHERS2

7. ALCOHOLS, PHENOLS
EXERCISE
i)CH,MgBr p. Then P is
Case Based Questions 3
ii)H,0
Case Based Question-1
a) Phenol
Alcohols on dehydration gives alkene at 443K, b) I-methyl Cyclohexanol
follow carbocation mechanism. Excess of alcohol d) benzaldehyde
c) hexanol
at 413K on dehydration with conc. H,SO, also
follow carbocation mechanism but give diethyl 4. C-OH bond length in CH,OH longer tha
[Link] are soluble in water, Boiling point C-OH bond length in phenol
increases with increase in molar mass and decrease a) due to double bond character in CH,OH
with branching b) due to partial double bond character inCH,0H
Alcohols undergo nucleophiic substitution c) due to partial double bond character in phenal
reactions, esterification with carboxylic acids and d) single bond character in phenol
derivatives like amids, acid halides, acid anhydride
Phenol is prepared from cumene, diqazonium salts, OH
anisole, chlorobenzene, Phenol is ued to prepare
PCC ’Xwhere X is
salicyladehyde, salicyclic acid, aspirin, methyl 5.
salicylate, p-benzoquinone. Phenol undergoes
electrophilic substitution reaction at O and p position a) cyclohexanol
Ethers are functional isomers of alcohols, have low
boiling points,. Ethers are used as solvents b) cyclo hex-1-en-1-ol
unsymmetrical ethers are prepared by Williamson c) cyclo hex-2-en-1-one
synthesis. Ethers react with HI and undergo Snl d) cyclo hex-3-en-1-one
or Sn2 mechanism depending upon Case Based Question-2
stability of
carbocation formed. Aromatic ethers like anisole
undergoes electrophilic substitution at O and p
Alcohols playan important role in our daily
positions life, In medicines and organic
used as an
solvents ordinary spirt
Based on the above information, answer the antiseptic contains methanol. Ethanol 1s
following questions: present in cough syrups, tonics, wine, beer and
1 Out of ethanol, propanol, Tertiary butyl Wisky., sugar,
alcohol which also starch,cellulose are carbohydrates
and n-butanol, which will
undergoes contain large number -OH
fermentation of sugars produce the alcohols. groups.
dehydration faster
a) propanol Phenol is also an antiseptic in low
b) Tertiary butyl alcohol (0.2%) where as 2% concentra
solution of phenol is used
c) ethanol d) n-butanol disinfectant. The frangrance of rose is due to
2. In conversion of phenol to p-benzoquinone the citronellon (unstaturated alcohol) phenol used
for
suitable reagent
a) Conc. H,SO, b) PDC
preparation of many
aspirin, methyl salicylateuseful compounds
like

c) PCC salicylate (xalol) used as (iodex) and pheny


d) Na,Cr,0,/Conc.H,S0, Based on the intestinal antisepti
above
following questions : information, answerti?
58
WINNERS SERIES For CBSE XII Students
CHEMISTRY QUESTION BANK
Phenol react with CO, in the presence of NaOH 13. During hydroboration -oxidation when one
followed by hydrolysis to produce mole of diborane is used completely followed
a) salicylic acid by basic hydrolysis gives
b) salicyaldehyde a) 3 moles of secondary alcohol
c) Picric acid b) 3moles of primary alcohol
d) P-nitrophenol c) 6 moles of secondary alcohol
The enzyme produce during the glucose d) 6 moles of primary alcohol
converts to ethyl alcohol 14. Which of the following reaction yields
a) invertase b) zymase benzylalcohol
c) maltose d) All the above CH3
8. Aspirin is i) Cl,hv
a) Methyl salicylate b) Salicylic acid ii)aq. NaOH
c) Acetyl salicylic acid d) O-nitrophenol
C
The rectified spirit is
a) 60% of alcohol i) Mg/ dry ether
b)
b) 100% of alcohol ii) HCHO
c) 18% of alcohol
iü) H,0
d) 95.5% of alcohol i) C,H,
c)
ii) H,0
Single Correct Answer Questions d) Both (a) and (b)
10. C,H,0 (A) reacts with ClH,MgBr followed by 15. During the preparation of ethyl alcohol from
decomposition with H,0 to g1ve 20alcohol. starch, the en|ymes useful are
Thus, A is a) Maltase, Invertase only
a) CH, = CHOH b)CH,CHO b) Maltase, invertase and zymase only
CH; c) Diastase, maltase and zymase only
CH,
d) Diastase, invertase and zymase only
c) d) CH,CH, CHO
16. A+SOCI, ’B+SO, +HCl; X+ Na ’ C+ H,
|1. Which of the following would yield a secondary B+C’(C,H,)0 +NaCl
alcohol after the indicated reaction, followed
Then A and X are respectively
by hydrolysis if necessary
a) LiAIH,+ a ketone a) C,H,Cl and C,H,0Na
bj CH,CH,MgBr + an aldehyde b) C,H,ONa and C,H, CI
c) 2-butene + aqueous H,SO4 c) C,H,OH and C,H,OH
d) All of the above d) C,H,0H and C,H,ONa
2. Chloropicrin which is a poisonous liquid Can 17. An organic compound 'A with the molecular
be prepared by the action of formula C,H,0on oxidation with acidified
a) HNO, vapour on chloroform K,C,0, gives compound 'B' with the formula
b) HNO, vapour on chloroform C,H,0. Again 'B' on oxidation with acidified
C) Ag power with chloroform K,Cr,0, gives 'C' with the molecular formula
d) Acetone with chloroform C,H,0,. IUPAC name of 'A' is

INNERS SERIES For CBSE XII Students 59


QUESTION BANK R
(CH,),C- 0-CH, -CH,
HI CHEMISTRY
’A+ B.
.a) 1 - Butanol 22.
A,B are
b) 2 - Butanol CH,CH,I
a) (CH,), C- OH and
c) 2- Methyl - 2 - propanol CH,CH,0H
d) 2 - Methylbutanol - 1 b) (CH,),C-I and
CH,CH,I
c) (CH,), C-I and
18. Phenols are more acidic than alcohols due to d) None
i) In phenol-OH, is attached to sp² hybridised in the following
carbon but in alcohols, -OH is attached to sp 23. Esterisnotformed reaaction,.
hybridised carbon Identify the suitable reaction
H
i) Phenoxide ion is more stable than alkoxide a) CH,COOH +C,H,0H
due to resonance Co, BF, A
b) C,H,0C,Hs
iii) Phenoxide ion is more stable than phenol
a) only i b) only ii c) CH,CH,OH + CH,COCI ’
c) only ii d) i, iiand iii d) C,H,0C,H, +CH,Cl’
19. Cumene H.0.H X+Y. X and Y respectively 24. Which of the following halogen acids is most
are
reactive towards the given reaction?
a) Toluene, propene R-0-R HX
b) Toluene, propylchloride a) HCI b) HI
c) Phenol, acetone c) HBr d) Equally reactive
d) Phenol, Acetaldehyde 25. During the preparation of ethyl alcohol from
20. The strength of acidity for the following starch, the enzymes useful are
compounds is in the order of a) Maltase, Invertase only
OH OH b) Maltase, invertase and zymase only
c) Diastase, maltase and zymase only
d) Diastase, invertase and zymase
only
26. What are X and Y respectively in the
CH, followin
reaction PBr
? X-
OH OH ’C,H,Br AgOH(AqY
NO2 a) CH,0H ;CH,
3) b) C,H,OH;c,H,Br
c) CH,CO0H; CH,CH,OH
NO,
NO, d) C,H,0H;c,H,OH
a) 2 > 1>3>4 b) 3> 4>1>2 27. The carbon
compound "A" forms "B" with
c) 1>4 >3>2 d) 4 > 3>1>2 sodium metal and again forms C" with PCI,
but "B" reacts with "C" to form diethyl ether.
21. Phenol
NaOH
’X CO,
4-7atn
V Ho, 7. Therefore A, B and C are respectively.
Z is
410k a) C,H,OH,C,H,0CI,C,H,ONa
b) C,H,OH,C,H,.C,H,
a) Aspirin b) Salicylaldehyde
c) Benzoic acid
c) C,H,C1,C,H,.C,H,CI
d) Salicylic acid
d) C,H,0H,C,H,ONa,C,H,C1
60 &
WINNERS SERIES For CBSE XIl Students
CHEMISTRY& QUESTION BANK
9g Alcohols cannot be replaced by -Cl groups by (Statement Questions
the following reagents
a) Clh b) SOCI, c) PCI, d) PCI, a) Both Statement-I and Statement-II are true
29. Ethyl chloride reacts with sodium ethoxide to b) Both Statement-I and Statement-II are false
form a compound A. Which of the following c) IfStatement-I is true but Statement-II is false
reactions also yields A d) IfStatement-I is false but Statenment-II is true
C,H,Cl, KOH(alc), A
b) 2C,H,0H,conc.H,S0,,140°C 36. Statement-I : The boiling points of alcohols
) C,H,CI, Mg (dry ether) decrease with increase in branching of the alkyl
d) CH,,dil. H,SO,,HgS0, chain.

30. Which of the following acids reacts with acetic Statement-II : The C-OH bond angle in
anhydride to form aspirin? alcohols is slightly less than the tetrahedral
a) Benzoic acid b) Salicylic acid angle.
c) Phthalic acid d) acetic acid
37. Statement-I : Phenol is a strong acid than an
Assertion and Reason Questions alcohol.

Both (A) and (R) are true and (R) is the Statement-II : Phenol undergoes electophiic
correct explanation of (A) substitution more easily than benzene.
b) Both (A) and (R) are true and (R) is not the 38. Statement-I : Phenyl methyl either react with
correct explanation of (A) HI to give idobenzene and methyl alcohol.
c) (A) is true but (R) is false
Statement-II : The boiling points of ethers are
d) (A) is false but (R) is true
lower than isomeric alcohols.
31. Assertion (A) : The bond anglé in alcohol and
phenol is more than tetrahedral angle 39. Statement-I : Ortho nitro phenol more acidic
Reason (R) : In phenols, oxygen is attached to than phenol.
sp² hybridized carbon Statement-II : In Williamnson's synthesis
32. Assertion (A) : Phenol gives picric acid on reaction is used to ptepare only symmetric ethers.
reaction with conc. HNO, and conc H,SO4 40. Statement-I: Anisole react with nitration
Reason (R) : Picric acid reacts with NaHCO, mixture to form ortho and para nitro anisole.
to give CO,
Statement-II: Anisole involved in electrophilic
33. Assertion (A) :Phenol gives violet colour with substitution reaction.
neutral FeC, benzyl alcohol does not
Reason (R) : Ethanol gives yellow ppt with L,
and NAOH, phenol doe not
Matrix Matching Questions
34, Assertion (A) : Cumenehydroperiodie on 41. Column-1 Column-II
hydrolysis gives phenol and acetone
1) Phenol+Neutral FeCl, p) no reaction
Reason (R) : Phenol becomes pink on long
standing due to oxidation 2) Phenol + Br,(aq) ) Violetecolour
35, Assertion (A): Phenol reacts with CO, NAOH 3) Phenol+ NaHCO, )R. white ppt
at 3-7 atm, on heating and acidification gives
salicylic acid 4) picric acid + NaHC0, s) CO, gas is
evolved
Reason (R) : It is Riemer Tiemann reaction
WINNERS SERIES For CBSE XII Students 61
QUESTION BANK
42. Column-I
Column-II CHEING
OH

OH
a) catechol

OH

2 b) Resorcionol
OH

OCH3
3) c) 0-Cresol

CH,
OH
4)
d) Catechol

OC,Hs
5)
e) Aromatic ether

) Anisole
g) Ethoxy benzene
43. Column-I Column-II

1) CH, -C-H RMgX


p) 3' alcohol
H,oH

2) H-C-H RMgx
H,0/H 9 phenol
3) CH, -C-CH, RMgX
H,0/H r) acetone
4)Cumene H,0/H
S) acetone
OCH4
5) +HI
t) 20 alcohol

u) idobenzene
62 &
WINNERS SERIES For CBSE
CHEMISTRY QUESTION BANK
Column-I Coiumn-II
44.
) Oxidation of 1' alcohol in aldehyde a) Cu/300°C,A

2) O]HCIC:O, b) Jone's reagent

3)
( Cro,

4) 30 alcohol to alkene
c) PCC

d) Collin's reagent
5) Identification of 1°, 2° and 3° alcohols e) Lucus reagent

45. Match the following.


Column-I Column-II

1)C,H,Cl +KOH’ p) Wiliamson's synthesis


2) RMgX+HCHO + hydrolysis ’ ) Wurtz reaction

3) C,H,Cl+C,H,ONa r) ether
4) R-X+ Ag,0’ s) Nucelophilic substitution
t) Primary alcohols

16) c 17) c 18) c 19) c 20) b


Fillin the Blanks/ True or False
21)d 22) b 23) d 24) b 25) c
46. The IUPAC name of C,H,0C,H,
26) d 27) d 28) a 29) b 30) b
OH
31) d 32) a 33) a 34) a 35) c
Mono nitration
47 product is 36) a 37) a 38) d 39) a 40) a
CH%
41) 1-q, 2-r, 3-p, 4-s
48. In Kolbe's reaction product is 42) 1-a, 2-b, 3-e,f, 4-c, 5-e,g
49. Phenol reacts with Br, /CS, to give a mixture
43) 1-t, 2-3, 3-p, 4-q, , 5-q
of o-bromophenol and p-bromophenol.
(True/False) 44) 1-a,b,c,d, 2-c, 3-d, 4-a, 5-e

DU. InRiemer-Tiemann reaction with CHCI, to give 45) 1-s, 2-t, 3-p, 4-r

2. methyl substituted chloro benzene 46) Ethoxyethane


Intermediate is formed. (True/False) OH

47) NO,
Key Sheet -CH,
2) d 3) b 4) c 5) c
48) Salicyclic acid
6) a 7) b 8) c 9) d 10) b 49) True
11) d 12) b 13) d 14) d 15) c 50) False

NNERS SERIES For CBSE XII Students 63


QUESTION BANK
TEACHING SHEET
4. How are the following
conversions
(a) Propene ’ propan-2-ol
cHEMISTR
carico 201
1.
Nomenclature
Write structure of the compounds whose IUPAC
(b) Benzyl chloride
(c) Ethyl
Benzyl
magnesium chloride
(For
alceig n
ohol
names of as follows :
(a) 2-Methylbutan-2-ol
(2010, 2011] (d) Methyl magnesium bromide
’Propan-e
(b) 1-Phenylpropan-2-ol
(c) 3,5-Dimethylhexane-1,3,5-triol 5. (a) Name the reagent which is
following conversion :
2-Methylprousedpan-2. in the
(d) 2, 3-Diethylphenol
(e) 1-Ethoxypropane
butan-2-ol

(b) Why do phenols not give the


Butan-2-0(2009ne
(f) 2-Bthoxy-3-methylpentane
2
reaction raedily? protonat[2009)ign
Give IUPAC namnes of the following ethers.
6. Write the structures of the product of
(a) C,H,OCH, -CH-CH, following reaction.
CH,
(b) O,N-CçH4 -OCH,(p) CH, -C-OCH, NaBH4
(c) CH,CH,CH,0CH, (i)

H,C, CH,
(ii) CH, -CH, -CH -CHO- NaBH,

(d) (e) CH3


OC,Hs Chemical properties of
ÔC,H, Alcohols and phenols
Preparation methods of alcohols 7. [Link] mechanisms of the following
and phenols reactions [3 Marks
3 Show how would you synthesize the following ) Addition of griganard's reagents to
alcohols from appropriate alkenes? carbonyl group of a Compound forming
CH3 adduct followed by hydrolysis'
(i) OH (ii) Acid catalysed dehydration of an alcohol
forming an alkene (ethanolethene)(il
OH Acid catalysed hydration of an alkend
(ii) forming an alcohol (ethene to ethanol)
(2009
OH 8 following
Name the
(iii)
[Link] used in the

(i)) carboxvli
Oxidation of a primary alcohol to
acid.
(iv) OH toan
(ii) Oxidation of a alcohol
aldehyde. primary
66 Students
WINNERS SERIES For CBSE XII
CHEMISTRY QUESTION BANK
(ii) Bromination of phenol to Preparation methods of ethers
2.4,6-tribromophenol 14. The following is not an appropriate reaction for
(iv) Benzyl alcohol to benzoic acid the prepartion of t-butyl ethyl ether :
(v) Dehydration of propan-2-ol to propene CH, CH,
9. (a) Explain why ortho and para nitrophenols C,H,ONa+CH, -C-Cl ’CH, -C-0C,H,
are more acidic than phenol. [2008]
CH, CH,
(b) Draw the resonance structures of the
corresponding phenoxide ions. 15. How is 1-propoxypropane synthesised from
(c) C-0- Hbond angle in alcohols is slightly propan-1-ol? Write mechanism of this reaction.
less than the tetrahedral angle (109°28') Chemical Properties of ethers
10. Write the structures of the major products
16. Write equations for the following reactions.
expected from the following reactions: (2010]
(0) Mononitration of 3-methylphenol
(a) Fridel Crafts reaction - alkylation in anisole
(i) Dinitraion of 3-methylphenol (b) Nitration of anisole
(iü) Mononitration of phenyl methanoate
(c) Bromination of anisole in ethanoic acid
11. Write one chemical equation of eachto represent medium.
[Foreign 2007, 10, 11, 13]
(d) Fridel Crafts acetylation of anisole.
(a) Kolbe's reaction
17. How are the following conversions carried out:
(b) Williamson's synthesis Anisole to phenol. (Write the reaction only)
(c) Reimer - Tiemann reaction [2007]
(d) unsymmetrical ether
18. Give a chemical test to distinguish between the
12. How will you prepare butan-1-ol form :
following pairs of compounds.
OH OH
(i) 1-bromobutane, and
(ii) A suitable alkene ?
(i) and

Physical properties of alcohols and phenols CH,OH


13. (a) Arrange the following set of compound in
order of their increasing boiling points. (ii) CH, -CH-CH, and
(i) Pentan-1-ol, butan-1-ol, butan-2-ol,
OH
ethanol, propan-1-ol, methanol
Conversions
(ii) Pentan- 1-ol, n-butane, pentanal,
ethoxyethane 19. Convert phenol to p-bromophenol.
(b) Account for the following. 20. How is phenol obtained from aniline?
(i) Phenol has higher boiling point than 21. Convert the following :
toluene. () 1-propanol to 1-bromopropane
(i) Glycerol is a viscous liquid. (i) 2-propanol to 1-bromopropane
|WINNERSSERIES For CBSE XII Students 67
QUESTION BANK
PRACTICE SHEET
Preparation methods of
alcohols and phenols
ACHEMISTRY
1 Give the structures and IUPAC names of
Show how are
the following alcohols
monohydric phenols of molecular formula 3.
bythe reaction of a suitable grignard prepared
2
C,H,0.
Write the IUPAC name of the. following
on methanal
CH,OH
reagent
compounds.
CH,-CH-CH,OH
(i) CH, -0-CH, -CH-CH, -CH, (b)
(a)
CH, CH,
(ii) CH, -C=C-CH,OH 4. Show how will you synthesize
() 1-Phenylethanol from a suitable alkene
CH, Br
(i) Cyclohexylmethanol using an alkyl halide
(iii) CH, =CH-CH-CH, -CH, -CH, by an S2 reaction
OH (iii) Pentan-1-ol using a suitable alkyl halide
CH,
CH,OH 5. Write equations for preparation of Propane-2.
(iv) (v) ol, from a Grignard reagent [2010)
OH
6. How is cumene obtained from benzene and
(vi) CH,0CH,CH,CI converted to phenol?
CH, Chemical properties of
(vii) CH,-CH-CH-C-CH, Alcohols and phenols
7. While separating a mixture of ortho and para
CH, OH CH,
nitrophenols by steam distillation, name the
(vii) CH, -CH-CH, -CH-CH-CH, -CH, isomer which will be steam volatile. Give
reason.
OH OH C,Hs
8. Explain why is ortho-nitrophenol more aciuu
(ix) CH, -CH-CH-CH,
than orth0-methoxyphenol?
OH OH
9 Which is stronger acid - Phenol or Cresol?
(x) CH,0-CH, -CH-CH, Explain.
10. Arrange the following compounds in increasing
OH
order of their acid strength : Propan--1-o1, 2, 4
CH,OH 6-trinitrophenol, 3-nitrophenol, 3,5-dinitro-

(xi) CH -CH, CH-CH -CH-CH, phenol, phenol, 4-methylphenol


11. Write the mechanism of following reaction.
CH,CI CH,
Br
CH,OH A) CH,-CH-CH-CH, -C-CH,-CH;
HBr CH3
(xii) CH, -CH-CH, -CH-CH-CH,
CH, OH CH,
CH, OH
B) CH,CH, -OH- HBr CH,CH,Br +H,0
68 & Students
WINNERS SERIES For CBSE X!
CHEMISTRY R QUESTION BANK
12. What is Lucas reagent? For what purpose is it Br ONa
used and how?

13. (a) Why are phenols more acidic than (i) + CH,ONa (ii) + CH;Br
alcohols?

(b) Why do phenols not undergo nucleophilic NO, NO,


substitution reaction easily but undergo 21. Illustrate with examples the limitations of
electrophilic substitution reactions easily at williamsons synthesis for the preparation of
o- and p-positions? certain types of ethers.
14. Arrange the following in decreasing order of Chemical Properties of ethers
acidic character giving reason.
22. Write mechanism of the reaction of HI with
OH OH OH methoxymethane.
23. Explain the fact that in aryl alkyl ethers. (i) the
(i1) (ii) aBkoxy group activates the benzene ring
towards electrophilic substitution, and (ii) it
directs the incoming substitutions to ortho and
OCH, NO, para position in benzene ring.
15. Give structures of the compounds you would
expect when each of the following reagent reacts 24. Give the major products that are formed by
with alcohol. heating each of the following ethers with HI.
J CH, [2008, 2012, 2013]
(a) HCI-ZnCL, ;(6) HBr and (e) SOCl,
16. Give two reactions that show the acidic nature () CH, -CH, -CH-CH, -0-CH, -CH,
of phenol. Compare its acidity with that of CH,
ethanol. CH,CH,CH,0-C- CH,CH,
(i)
Physical properties of alcohols and phenols CH,
17. Explain the following.
(a) Propanol has higher boiling point than that
(i1) -CH-o
of hydrocarbon butane. 25. Predict the product of the following reactions :
[2012]
(b) Alcohol are comparatively more soluble in
water than the corresponding hydrocarbons. () CH, -CH, -CH, -0-CH, + HBr -’
18. How would you account for the following: oc,Hs
The boiling points of ethers (methoxymethane) (ii) + HBr’
is/are much lower than those of the alcohols
(ethanol) of comparable molar masses. 0CzHs
conc. H,S04
|Preparation methods of ethers (iii) conc. HNO,

19. Write the reactions of williamsons synthesis of HI


2-ethoxy-3-methylpentane starting from ethanol (iv) (CH, ),C-0C,H_
and 3-methylpentan-2-ol. ONa
20. Which of the following is an appropriate set of
reactants for the preparation of 1-methoxy-4 (v) +ChH_Br ’
nitrobenzene and why?
|WINNERS SERIES For CBSE XII Students 69
QUESTION BANK
26. Convert
Conversions and hots
(i) Phenol to
6. Predict the major product of
dehydration of CHEMIcaStaTlyRVseg
acid
(i) 1-methylcyclohexanol and (ii)
(ii) Phenol to p-nitrophenol butan-]-ol
2,4,6-triethanoate
(iii)Phenol to phenyl
27. Convert
bromophenol 7. Give reasons for the following
() p-Aminophenol is a
stronger acid han
0-aminophenol
(i)
Methanol to ethanol (ii) Alcohol act as weak bases
(ii) Ethanol to
methanol 8. How would you obtain

acid(2,4,6-trinitrophenol[)Dfrom
elhi-2phenol0|
(iii)
2-propanol to acetone (i) Picric
28. Write the major (i) 2-Methylpropane from
reactions: product(s) of the following 2-methyl propanol
9. Write the names of reagents
ÇH, -0H and
the preparation of the- equations for
i)
HCI
williamson's synthesis following ethers by
ii) (CH,), COH Cu
S73K () Ethoxy benzene
OH
(ii) 2-methoxy-2-methyI propane
29. How do you
i)
convert the. following? (ii) methoxy ehane
Phenol to anisole 10. Describe the
i) Propan-2-ol to mechanisim of alcohols reaction
2-methylpropan-2-ol
iül) Aniline to phenol both as nucleophile as well as
their reactions. electrophile in
30. Predict the products of [Foregin 2008)
the following 11. Write the product(s)
i) CH,-CH =CH, i)B, H,
reaction: in each of the following
’? reactions:
ii)3H,0, /OH [2016]
1) C,H,OH B,(anq) ’? (a) (i) CH, = CH-CH,OH PCC
) CH,CH,OH Cu/573K OH

(ii) Zn dust
ADDITIONAL QUESTIONS
Convert the following : (b) Write the
(i) 2-propanol to chloroform reaction:
mechanism of the following
(ii) Acetone to iodoform 2CH,CH,OH Conc. H,SO,/413K
2 Explain how does the OH group attached to a CH,CH,-0-CH,CH;
benzene ring activate it towards electrophilic 12. (a) Write
equations of the reactions
substitutions. (i) Bromine in CS, withfollowing
3. Why is the preparation of ether
by dehydration (1) Treating phenol with phenol
of secondary alcohol not a suitable method? chloroform in
presence of ag. NaOH
4. Convert ethanol to 1,2-ethanediol. (b) Distinguish between:
5. Write the reactions and conditions for the (i) Ethanol and
conversion of
(ii)
Diethyl ether
(i) hept -1-ene to heptanol 13.
Propanol and
t-butyl-alcohol pho_pl-
Alcohol reacts with halgoen acids orbut phenol
(ii) butan-1-o] to butanoic acid rous halides to form haloalkanes
does not form
halobenzene? Explain.
70
WINNERS SERIES For CBSE XI1
Students/

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