GREEN PARK INTERNATIONAL SENIOR SECONDARY SCHOOL, NAMAKKAL

XII* (CBSE) – CHEMISTRY – ASSIGNMENT – 2

HALOALKANES & HALOARENES
Choose the correct answer :
1. Which of the following will give butanenitrile 6. Consider the following reaction
on reaction with KCN in dimethyl sulphoxide
1) 1 – Bromobutane 2) 1-Bromopropane
3) Butan-1-ol 4) Propan-1-ol
The major substitution product formed is
2. Which of the following undergoes SN1
reaction most rapidly under identical
1)
conditions?

1) 2) 2)

CH2-Br Br 3)
3) 4)

3. The most reactive nucleophile among the CH 3

4) |
following is HO − CH 2 − CH 2 − CH 2 − C = CH 2
1) CH3O– 2) C6H5O–
H /Ni
2 → C H Cl
3) (CH3)2CHO– 4) (CH3)3CO– C5 H 9 Cl  5 11
7. (A) (B)
4. Toluene is allowed to react with Cl2 (excess)
(Chiral) (Achiral)
in the presence of light. The product is heated
H /Ni
with aqueous NaOH and then acidified. The 2
C5 H 9 Cl → C5 H11Cl
final product formed is
(C) (D)
1) 4-methyl phenol (Chiral) (Chiral)
2) 2-mehtyl phenol Identify A and C
3) Benzylalcohol 1) A = 3-chloropent-1-ene
4) Benzoic acid C = 4-chloropetn-2-ene
5. An alkyl bromide, on heating with sodium 2) A – 4 – chloro-3-methyl but-1-ene
ethoxide in ethanol yields a single alkene. The C = 3-chloropent-1-ene
alkene on hydrogenation produces 2-
3) A = 3-chloropent-1-ene
methylbutane. The alkylbromide is
C = 4-chloro-3-methylbut-1-ene
1) 2-bromo-2-methylbutane
4) Both (1) and (3)
2) 1-bromo-2-methylbutane
3) 2-bromo-3-methylbutane
4) 1-bromo-2,2 – dimethyl propane
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8. Which of the following has ‘S’ configuration? 13. Assertion (A) : Nucleophilic substitution of
Cl
iodoethane is easier than chloroethane.
H
1) 2) Reason (R) : Bond energy of C-I bond is less
than that of C-Cl bond
1) Both (A) and (R) are true and the (R) is a
3) 4) correct explanation of the (A)
2) Both (A) and (R) are true but (R) is not a
9. Arrange the following compounds in correct explanation of the (A)
increasing order of SN1 reactivity 3) (A) is true but the (R) is false
I) CH3-CH2CH=CHCH2Cl
4) Both (A) and (R) are false
II) CH3CH2CH=CClCH3
14. Which statement is true about SN2
III) CH3CH=CHCH2CH2Cl
mechanism?
IV) C6H5CH=CHCH2Cl
1) IV < III < II < I 2) II < I < III < IV 1) The rate of reaction increases on increasing
3) II < III < I < IV 4) II < I < III < IV strength of the nucleophile
alc KOH
(CH 3 ) 2 CH − CH 2 − Br → B  HBr
 →C 2) The reaction is faster in polar aprotic solvents
10. Heat
(A) Major 3) The rate of reaction increases as the leaving
A and C are group ability increases
1) Positional isomers 2) Chain isomers 4) All the above
3) Functional isomers 4) Non-isomers 15. What is the correct increasing order of
11. Among the following alkylbromides, the least reactivity of the following in SN2 reaction?
reactive bromide towards SN2 reaction is
I) CH2 = CH – CH2 – Br
1) 1 – Bromopetane
II) CH2 = CH2 – I
2) 1-bromo-2-methylbutane
3) 1-bromo-3-methylbutane III) CH3CH2CH2 – I
4) 2-bromo-2-methyl butane IV) CH3OCH2CH2CH2 – I
12. Compound A (M.F C8H9Br) gives a yellow 1) I < II < III < IV 2) III < II < I < IV
precipitate when warmed with alcoholic 3) II < III < IV < I 4) II < I < III < IV
AgNO3. Oxidation of (A) gives an acid (B),
16. In which of the following pairs first one is
(B = C8H6O4). B easily forms anhydride on
heating. Identify the compound (A)? more nucleophilic than second one
1) H2O and OH-
CH2Br 2) CH3COO- and OH-
1) 2) 3) Cl- and I- (in DMSO)
CH3 4) Cl- and I- (in methanol)
CH2-Br
17. Consider the reaction
CH3CH2CH2–Br+NaCN → CH3–CH2–CH2–CN
+NaBr
3) 4)
CH3 This reaction will be faster in
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1) Ethanol
21.
2) Methanol
3) N, N-dimethyl formamide
4) Water Identify the final product D
18. Among the following most reactive
alkylhalide for an SN1 reaction?
1)

1) 2)

2)
3) 4)

19. Which is the major product when the

following iodide is heated with water? 3)
CH3
O H2O
I
CH3

1) 2)
4)

3) 4)

20. In a mixture, two enantiomers are found to be

present in 60% and 40% respectively. The
enantiomeric excess is
1) 15% 2) 40%
3) 20% 4) 60%