Cambridge School Greater Noida

Class 12
Subject- Chemistry
Chapter 10- Haloalkanes and Haloarenes
Practice Sheet (Objective Type Questions)

Directions: These questions consist of two statements, each printed as Assertion and Reason. While
answering these questions, you are required to choose any one of the following four responses.
(a) If both Assertion and Reason are correct and the Reason is a correct explanation of the Assertion.
(b) If both Assertion and Reason are correct but Reason is not a correct explanation of the Assertion.
(c) If the Assertion is correct but Reason is incorrect.
(d) Assertion is wrong but reason is correct statement.
(e) If both the Assertion and Reason are incorrect.

1. Assertion: SN2 reaction of an optically active aryl halide with an aqueous solution of KOH always gives
an alcohol with opposite sign of rotation.
Reason : SN2 reactions always proceed with inversion of configuration.C
2. Assertion: Alkylbenzene is not prepared by Friedel-Crafts alkylation of benzene.
Reason : Alkyl halides are less reactive than acyl halides.C
3. Assertion: Exposure of ultraviolet rays to human causes the skin cancer, disorder and disrupt the immune
system.
Reason : Carbon tetrachloride is released into air it rises to atmosphere and deplets the ozone layer.B
4. Assertion: CHCl3 is stored in dark bottles.
Reason : CHCl3 is oxidised in dark.C
5. Assertion: CCl4 is not a fire extinguisher.
Reason : CCl4 is insoluble in water.D
6. Assertion: Phosphorus chlorides (tri and penta) are preferred over thionyl chloride for the preparation of
alkyl chlorides from alcohols.
Reason : Phosphorus chlorides give pure alkyl halides.E
7. Assertion: The boiling points of alkyl halides decrease in the order : RI > RBr > RCl > RF
Reason : The boiling points of alkyl chlorides, bromides and iodides are considerably higher than that of the
hydrocarbon of comparable molecular mass.B
8. Assertion: KCN reacts with methyl chloride to give methyl isocyanide
Reason : CN– is an ambident nucleophile.D

9. Assertion: tert-Butyl bromide undergoes Wurtz reaction to give 2, 2, 3, 3-tetramethylbutane.

Reason : In Wurtz reaction, alkyl halides react with sodium in dry ether to give hydrocarbon containing
double the number of carbon atoms present in the halide.A
10. Assertion: The presence of a nitro group at ortho or para position increases the reactivity of haloarenes
towards nucleophilic substitution.
Reason : Nitro group, being an electron-withdrawing group decreases the electron density over the benzene
ring.A
11. Assertion: In mono haloarenes, further electrophilic substitution occurs at ortho and para positions.
Reason : Halogen atom is a ring deactivator.B
12. Assertion: Aryl iodides can be prepared by reaction of arenes with iodine in the presence of an oxidising
agent.
Reason : Oxidising agent oxidises I2 into HI.C
13. Assertion: It is difficult to replace chlorine by –OH in chlorobenzene in comparison to that in
chloroethane.
Reason: Chlorine-carbon (C—Cl) bond in chlorobenzene has a partial double bond character due to
resonance.A
14. Assertion: Hydrolysis of (–)-2-bromooctane proceeds with inversion of configuration.
Reason : This reaction proceeds through the formation of a carbocation.C
15. Assertion: Nitration of chlorobenzene leads to the formation of m-nitrochlorobenzene
Reason : —NO2 group is a m-directing group.D

Multiple Choice Questions

1. The order of reactivity of following alcohols with halogen acids is .

i) A, B, C ii) B, A, C iii) C, B, A iv) C, A, B

2. Which of the following alcohols will yield the corresponding alkyl chloride on reaction with
concentrated HCl at room temperature?

iv
3. Identify the compound Y in the following reaction.

4. Toluene reacts with a halogen in the presence of iron (III) chloride giving ortho and para halo
compounds. The reaction is
(i) Electrophilic elimination reaction (ii) Electrophilic substitution reaction
(iii) Free radical addition reaction (iv) Nucleophilic substitution reaction
5. Which reagent will you use for the following reaction ?

(i) Cl2/UV light

(ii) NaCl + H2SO4
(iii) Cl2 gas in dark
(iv) Cl2 gas in the presence of iron in dark

6. Which of the following is halogen exchange reaction?

7. Arrange the following compounds in the increasing order of their densities.

(i) (a) < (b) < (c) < (d)

8. Arrange the following compounds in increasing order of their boiling points

(iii) (c) < (a) < (b)

9. In which of the following molecules carbon atom marked with asterisk (*) is asymmetric?

(i) (a), (b), (c), (d) (ii) (a), (b), (c) (iii) (b), (c), (d) (iv) (a), (c), (d)
10. Which of the following is an example of vic-dihalide?
(i) Dichloromethane (ii) 1,2-dichloroethane
(iii) Ethylidene chloride (iv) Allyl chloride
11. The position of –Br in the compound in CH3CH == CHC (Br)(CH3)2 can be classified as
.
(i) Allyl (ii) Aryl (iii) Vinyl (iv) Secondary

12. Chlorobenzene is formed by reaction of chlorine with benzene in the presence of AlCl3. Which of the
following species attacks the benzene ring in this reaction ?
(i) Cl– (ii) Cl+ (iii) AlCl3 (iv) [AlCl4 ]–

13. Ethylidene chloride is a/an .

(i) vic-dihalide (ii) gem-dihalide (iii) allylic halide (iv) vinylic halide
 14. Which of the following structures is enantiomeric with the molecule (A) given below :
i

15. What is ‘A’ in the following reaction?

16. A primary alkyl halide would prefer to undergo .

(i) SN1 reaction (ii) SN2 reaction (iii) α–Elimination (iv) Racemisation

17. Which of the following alkyl halides will undergo SN1 reaction most readily?
(i) (CH3)3C—F (ii) (CH3)3C—Cl (iii) (CH3)3C—Br (iv) (CH3)3C—I
18.

(i) 1-Bromo-2-ethylpropane (ii) 1-Bromo-2-ethyl-2-methyl ethane

(iii) 1-Bromo-2-methylbutane (iv) 2-Methyl-1-bromobutane

19. What should be the correct IUPAC name for diethyl bromomethane?
(i) 1-Bromo-1,1-diethoxyethane (ii) 3-Bromopentane
(iii) 1-Bromo-1-ethyl propane (iv) 1-Bromopentane
20. The reaction of toluene with chlorine in the presence of iron and in the absence of light yields
.

21. Chloromethane on treatment with excess of ammonia yields mainly

22. Molecules whose mirror image is non superimposable over them are known as chiral. Which of the
following molecules is chiral in nature?
(i) 2-Bromobutane (ii) 1-Bromobutane (iii) 2-Bromopropane (iv) 2-Bromopropan-2-ol
23. Reaction of C6H5CH2Br with aqueous sodium hydroxide follows .
(i) SN1 mechanism (ii) SN2 mechanism
(iii) Any of the above two depending upon the temperature of reaction (iv) Saytzeff rule

24. Which of the carbon atoms present in the molecule given below are asymmetric

(i) a, b, c, d (ii) b, c (iii) a, d (iv) a, b, c

25. Which of the following compounds will give racemic mixture on nucleophilic substitution by

OH– ion?
(i) (a) (ii) (a), (b), (c) (iii) (b), (c) (iv) (a), (c)

Note : In the questions 26 to 29 arrange the compounds in increasing order of rate of reaction
towards nucleophilic substitution
26.

(i) (a) < (b) < (c) (ii) (c) < (b) < (a) (iii) (a) < (c) < (b) (iv) (c) < (a) < (b)
 27.

(i) (a) < (b) < (c) (ii) (a) < (c) < (b) (iii) (c) < (b) < (a) (iv) (b) < (c) < (a)
28.

(i) (c) < (b) < (a) (ii) (b) < (c) < (a) (iii) (a) < (c) < (b) (iv) (a) < (b) < (c)
29.

(i) (a) < (b) < (c) (ii) (b) < (a) < (c) (iii) (c) < (b) < (a) (iv) (a) < (c) < (b)
30. Which is the correct increasing order of boiling points of the following compounds?
1-Iodobutane, 1-Bromobutane, 1-Chlorobutane, Butane
(i) Butane < 1-Chlorobutane < 1-Bromobutane < 1-Iodobutane
(ii) 1-Iodobutane < 1-Bromobutane < 1-Chlorobutane < Butane
(iii) Butane < 1-Iodobutane < 1-Bromobutane < 1-Chlorobutane
(iv) Butane < 1-Chlorobutane < 1-Iodobutane < 1-Bromobutane
31. Which is the correct increasing order of boiling points of the following compounds?
1-Bromoethane, 1-Bromopropane, 1-Bromobutane, Bromobenzene
(i) Bromobenzene < 1-Bromobutane < 1-Bromopropane < 1-Bromoethane
(ii) Bromobenzene < 1-Bromoethane < 1-Bromopropane < 1-Bromobutane
(iii) 1-Bromopropane < 1-Bromobutane < 1-Bromoethane < Bromobenzene
(iv) 1-Bromoethane < 1-Bromopropane < 1-Bromobutane < Bromobenzene

Match the items given in Column I and Column II in the following questions.
1. Match the the compounds given in Column I with the effects given in Column II.
2. Match the items of Column I and Column II.

3. Match the structures of compounds given in Column I with the classes of compounds given in
Column II.

4. Match the reactions given in Column I with the types of reactions given in Column II.
5. Match the structures given in Column I with the names in Column II.

6. Match the reactions given in Column I with the names given in Column II.
1- C6H6+CH3Cl
2- Oxidation by heating with copper followed by reaction with Fehing solution.
3- 0.005
4-

5- 6-
6- 7;
8-
7- Ans 1 (b) 2 (d) 3 (a) 4(c)