DELHI PUBLIC SCHOOL, FARIDABAD

Chemistry Assignment 2024-2025, Semester - II

Class - XI, Unit-VI
Topic : Hydrocarbons
SECTION A
Q.1 Multiple choice questions with one answer :
1. Compound with highest boiling point is
a. n-pentane b. 2-methylbutane
c. n-hexane d. 2,2-dimethylpropane
2. 1-phenyl-2-chloropropane on treatment with alcoholic KOH gives
a. 1-phenylpropan-1-ol b. 1-phenylpropan-2-ol
c. 1-phenylpropene d. 2-phenylpropene
3. Isopropyl bromide on Wurtz reaction gives
a. hexane b. propane
c. 2,3-dimethylbutane d. neohexane
4. Acetylene on treatment with dil H2SO4 and HgSO4 gives
a. acetaldehyde b. acetic acid
c. ethanol d. ethylene
5. Which of the following has zero dipole moment?
a. cis-2-butene b. trans-2-butene
c. 1-butene d. 2-methyl-1-propene
6. Which of the following is most stable alkene?
a. H 2C=CH 2 b. RCH=CH 2
c. RCH=CHR d. R 2C=CR 2

7. In the reactions : (B)    R–C  C–R 

Lindlar
 (A) (A) and (B) are geometrical
Na / NH3
catalyst , H
2

isomers. Then :
a. A is cis, B is trans b. A is trans, B is cis
c. A and B are cis d. A and B are trans
8. A compound ‘X’ on ozonolysis followed by reduction gives an aldehyde, C 2H4O and 2-
butanone ‘X’ is
a. 3-methylpent-2-ene b. 3-methylpent-2-ene
c. 3-methylhex-3-ene d. 3-ethylpent-3-ene
9. The correct order of reactivity towards electrophilic substitution amongst the following:
Aniline (I), Benzene (II), Nitrobenzene (III) is
a. II > III > I b. I > II > III
c. III > II > I d. III > I > II
10. Benzoic acid gives benzene on being heated with X and phenol gives benzene on being
heated with Y. Identify X and Y.
a. X=soda lime, Y=Cu b. X=Zn dust, Y=NaOH
c. X=Zn dust, Y=soda lime d. X=soda lime, Y=Zn dust
11. The increasing order of reduction of alkyl halides with zinc and dilute HCl is
a. R-Cl < R-I < R-Br b. R-Cl < R-Br < R-I
c. R-I < R-Br < R-Cl d. R-Br < R-I < R-Cl
 12. Arrange the following hydrogen halides in order of their decreasing reactivity with
propene.
a. HCl > HBr > HI b. HBr > HI > HCl
c. HI > HBr > HCl d. HCl > HI > HBr
13. Arrange the following carbanions in order of their decreasing stability.

a. A>B>C b. B>A>C
c. C>B>A d. C>A>B
14. The correct IUPAC name of the following alkane is

a. 3,6 - Diethyl - 2 - methyloctane b. 5 - Isopropyl - 3 - ethyloctane

c. 3 - Ethyl - 5 - isopropyloctane d. 3 - Isopropyl - 6 - ethyloctane
15. Arrange the following alkyl halides in decreasing order of the rate of  - elimination
reaction with alcoholic KOH.

a. A>B>C b. C>B>A
c. B>C>A d. A>C>B
Q. 2 Fill in the blanks.
i. Kolbe’s electrolysis of ________________ produces n-hexane at anode.
ii. Conversion of n-hexane into benzene in presence of a catalyst Cr 2O3 at 873 is known as
________________.
iii. Benzene reacts with ________________ in presence of aluminium chloride to form
acetophenone.
iv. Active species in nitrating mixture is ________________.
v. Toluene is more reactive than benzene for ________________ attack.
Q.3 True and False type questions :
i. All alkenes show cis-trans isomerism. __________
ii. Benzene is an unsaturated hydrocarbon and shows
addition reactions like alkenes. __________
iii. Propyne is more acidic than acetylene. __________
iv. Bromine water can be used to distinguish between ethene and ethyne. __________
v. In Friedel Crafts reaction, AlCl3 acts as electrophile. __________
Q.4 Match the following :
I. Column I Column II
H3C CH3 H CH3
A. Cis isomer P. C=C C=C
H H CH3 H
B. Trans isomer Q. CH3CH2=CH2 CH3CH=CHCH3
H CH3
C. Conformation R. C=C
H3C H
D. A pair of geometrical isomers S. CH3CH2C  CH H2C=CH–CH=CH2

HOOC COOH
E. A pair of position isomers T. C=C
H H
F. A pair of functional isomers U. eclipsed and staggered forms
Q.5 Matrix matching problem :
I. Column I Column II
A. Kolbe’s electrolysis P. alkane
B. Ozonolysis Q. alkene
C. Electrophilic addition R. Alkyne
D. Electrophilic substitution S. Benzene
SECTION B
Q.1 Assertion reason type questions :
Following questions consist of an Assertion A and Reason R. Use the following key to select
the correct answer :
a. If both A and R are correct and R is correct explanation of A.
b. If both A and R are correct but R is not correct explanation of A.
c. If A correct, R is incorrect.
d. If A is incorrect, R is correct.
e. If both A and R are incorrect.
i. Assertion A : The boiling point of n-alkanes increases with increase in number of
carbon atoms.
Reason R : Vanderwaals forces of attraction increases with increase in number of
carbon atoms and molecular mass.
ii. Assertion A : Addition of HBr to 1-butene gives two optical isomers.
Reason R : Product contains one asymmetric carbon.
iii. Assertion A : Addition of HCl to propene in presence of peroxide gives 1-
chloropropane.
Reason R : Reaction occurs by carbocation intermediate.
iv. Assertion A : Propene is more reactive than ethene towards electrophilic addition
reaction.
Reason R : Electron density of double bond increases due to hyperconjugation of
methyl group.
v. Assertion A : 1-Butyne is acidic in nature.
Reason R : It is a terminal alkyne.
vi. Assertion A : Benzene does not decolourize bromine water.
Reason R : Benzene is stabilized by resonance due to delocalization of  electrons.
vii. Assertion A : Nitrobenzene undergoes Friedel Crafts reaction.
Reason R : Friedel Crafts reaction is an electrophilic substitution reaction.
 viii. Assertion A : Acidity of C–H bond lies in following sequence :
HC  CH>CH 2=CH 2>CH 3–CH 3
Reason R : Percentage character of ‘s’ orbital in these compounds lie in the
sequence.
H–C  CH>CH 2=CH 2>CH 3–CH 3
ix. Assertion A : Propene and cyclopropane both give addition reactions only.
Reason R : Propene and cyclopropane are ring chain isomers.
x. Assertion A : Presence of nitro group facilitates nucleophilic substitution reaction in
aryl halides.
Reason R : The intermediate carbanion is stabilized due to presence of nitro group.
Very Short Question
Q.2 Explain :
i. Staggered form of ethane is more stable than eclipsed form
ii. Wurtz reaction is carried out in dry ether
Q.3 Name the effect which decide the stability of alkenes
Q.4 Name the alkene which will yield a mixture of cyclopentanone and propanal on treatment with
O3 followed by reduction with Zn.
Q.5 Explain :
i. Melting point of cis-2-Butene is lower than that of trans-2-Butene.
ii. Kharasch/peroxide effect is spontaneous with HBr only.
Q.6 i. Convert: iso-propylbromide n-propyl bromide.
ii. Give IUPAC name of Vinyl chloride.
Q.7 Why do alkenes prefer to undergo electrophilic addition reaction while arenes prefer
electrophilic substitution reactions? Explain.
Q.8 Alkynes on reduction with sodium in liquid ammonia form trans alkenes. Will the butene thus
formed on reduction of 2-butyne show the geometrical isomerism?
SECTION C
Q.1 Classify the following groups as activating / deactivating with respect to further electrophilic
substitution in benzene nucleus : (i) –NH 2 (ii) –NO 2 (iii) –SO 3H (iv)–CH3 (v) –Cl.
Q.2 Classify the following groups as ortho, para or meta directing when present in benzene
nucleus : (i) –C 2H5 (ii)–NH2 (iii) –NO 2 (iv)–CHO (v)–OH (vi) –COOH.
Q.3 Which alkene on reductive ozonolysis gives only propanone?
Q.4 Give the structure of an alkene (C4H8) which adds HBr in presence as well as absence of
peroxide to give the same product, C4H9Br.
Q.5 Why is the carbon-carbon bond distance in benzene and carbon-carbon double bond
intermediate between carbon-carbon single bond and carbon-carbon double bond?
Q.6 Name the final products of the following reactions :
i. Sodium benzoate is heated with soda lime.
ii. Benzene is treated with acetyl chloride in presence of anhydrous aluminium chloride.
iii. Benzene is catalytically hydrogenated.
iv. n-heptane is heated at high temperature and pressure in presence of Cr 2O3 catalyst
supported on alumina.
v. Benzene is treated with n-propyl chloride in presence of anhydrous aluminium chloride.
Q.7 Complete the following reactions :

i. CH3COOH   (A) 
NaOH
 (B) 
NaOH
CaO
Br
(C)
H

CH 3COOH   (A)   
 (B)
NaOH electrolys is
ii.
 CH 3–CH=CH 2    HBr
iii. peroxide (A)

CH 3–CH=C(CH 3) 2+O 3  2 (A)+(B)

Zn / H O
iv.
Hg2  ,H
v. C6H5C  C–CH 3   (A)

O
C
+(A)   
 
anhy .AlCl
vi. 3

Q.8 Give the mechanism of nitration of benzene.

Q.9 Why does –NH2 group act as ortho para directing?
Q.10 How will you prepare (i) bromobenzene from benzene (ii) p-nitrotoluene from benzene (iii)
benzenesulphonic acid from benzene (iv) ethylbenzene from benzene.
Q.11 Rotation around carbon-carbon single bond of ethane is not completely free. Justify the
statement.
Q.12 Draw Newman and Sawhorse projections for the eclipsed and staggered conformations of
ethane. Which of these conformations is more stable and why?
Q.13 The intermediate carbocation formed in the reactions of HI, HBr and HCl with propene is the
same and the bond energy of HCl, HBr and HI is 430.5 kJ mol-1, 363.7 kJ mol-1 and 296.8 kJ
mol-1 respectively. What will be the order of reactivity of these halogen acids?
SECTION D
Q.1 Differentiate between ethane, ethene and ethyne using chemical tests.
Q.2 Write short notes on : (i) Markonikoff’s rule (ii) Peroxide effect (iii) Aromaticity.
Q.3 Why is Wurtz reaction not a good method for preparing propane?
Q.4 Propene reacts with HBr to give isopropyl bromide but does not give n-propyl bromide. Why?
Q.5 State whether following compounds are aromatic or not :

O
Q.6 Explain why benzene undergoes electrophilic substitution reactions whereas alkenes undergo
addition reactions.
Q.7 Convert : (i) Ethane to ethyne (ii) Ethyne to propyne.
Q.8 Which of the following show geometrical isomerism :
(i) CHCl=CHCl (ii) CH2=CCl2 (iii) CCl2=CHCl
Q.9 Arrange C2H6, C2H4 and C2H2 in increasing order of C–C bond length.
Q.10 Which has larger dipole moment : 1–Butyne or 1-Butene?
Q.11 Give chemical tests to distinguish the following :
i. Pent-1-yne and pent-2-yne
ii. Ethylene and Acetylene
iii. Ethane and Ethylene
Q.12 Conversions :
i. Ethane Ethyne
ii. Acetylene But-2-yne
iv. Propene Propanol
Q.13 An alkyl halide C5H11Br(A) reacts with alc. KOH to give on alkene (B) which reacts with Br 2 to
give compound (C), which on dehydrobromination gives an alkyne (D). On treatment with
sodium metal in liquid ammonia, one mole of (D) Give one mole of sodium salt of (D) and half
 mole of H2(g). Complete hydrogenation of (D) yields a straight chain alkane. Identify A, B, C
and D. Give the reaction involved
Q.14 A hydrocarbon (X) on treatment with ammonical AgNO 3 gave white precipitate. On treatment
with water in dil. H2SO4 and HgSO4, it gave CH3-CHO. When (X) is treated with 1mol of
NaNH2/NH3, along with n-propyl bromide, gave compound (Y), which on treatment with
Lindlar's catalyst gave (Z) compound (Z) on treatment with O 3 along with Zn gave HCHO and
butanol. Identify X, Y, Z and givel all the reactions.
Q.15 How will you convert benzene into
(i) p - nitrobromobenzene (ii) m - nitrobromobenzene
Q.16 Despite their - I effect, halogens are o- and p-directing in haloarenes. Explain.
Q.17 Why does presence of a nitro group make the benzene ring less reactive in comparison to the
unsubstituted benzene ring. Explain.
Q.18 Suggest a route for the preparation of nitrobenzene starting from acetylene?
Q.19 Nucleophiles and electrophiles are reaction intermediates having electron rich and electron
deficient centres respectively. Hence, they tend to attack electron deficient and electron rich
centres respectively. Classify the following species as electrophiles and nucleophiles.

Q.20 Write the structures and names of products obtained in the reactions of sodium with a mixture
of 1-iodo-2-methylpropane and 2-iodopropane.
Q.21 Write hydrocarbon radicals that can be formed as intermediates during monochlorination of 2-
methylpropane? Which of them is more stable? Give reasons.
Q.22 An alkane C8H18 is obtained as the only product on subjecting a primary alkyl halide to Wurtz
reaction. On monobromination this alkane yields a single isomer of a tertiary bromide. Write
the structure of alkane and the tertiary bromide.
SECTION E
Comprehension based question
Q.1 Alkenes undergo a variety of reactions. With cold and dilute KMnO 4, alkenes are oxidized to give
vicinal diols. Oxidation with hot KMnO4 undergoes cleavage of C=C bond leading to the formation
of carboxylic acids, ketones and carbon dioxide depending on the nature of alkene. Reductive
ozonolysis of alkenes gives aldehydes and ketones.
1. But-2-ene on treatment with cold alkaline KMnO 4 gives
a. Butane-1, 2-diol b. Butane-2,3-diol
c. Ethylene glycol d. Glyoxal
2. An alkene on treatment with hot alkaline KMnO 4 gives acetic acid. Alkene is
a. Hex-3-ene b. But-2-ene
c. But-1-ene d. Pent-1-ene
3. Reductive ozonolysis of an alkene gives propanone . The alkene is
a. 2, 3-dimethylbut-2-ene b. 1,4-dimethylpent-2-ene
c. 1, 3-dimethylbut-2-ene d. 2-methylpropene
 SECTION F
EXPERIMENT BASED ACTIVITY
1. To study the various physical and chemical properties of Aromatic and non aromatic compounds
2. To Distinguish between Alkane, Alkene and Alkyne on Basis of chemical and physical properties
3. To detect various functional groups by simple chemical and physical tests.