Organic Chemistry Questions and Answers – Chlorination

This set of Organic Chemistry Multiple Choice Questions & Answers (MCQs) focuses on “Chlorination”.

1. When chlorine gas reacts with methane, Which of the product is formed?
a) CHCl
b) CH2Cl
c) CH3Cl
d) CH4Cl
View Answer

Answer: c
Explanation: Under the influence of UV light or with a temperature of 250-400(degree) chlorine and methane react vigorously to give hydrogen chloride and chloromethane (CH3Cl).

2. The methyl chloride undergoes substitution to form __________
a) CHCl
b) CH2Cl
c) CHCl2
d) CH2Cl2
View Answer

Answer: d
Explanation: Chloromethane undergoes further substitution to form hydrogen chloride and dichloromethane (CH2Cl2).

3. Methane reacts more readily with chlorine than with Fluorine.
a) True
b) False
View Answer

Answer: b
Explanation: Methane reacts with chlorine but not as vigorously as with fluorine. The reactivity order is as follows: F2 > Cl2 > Br2 > I2.

4. Identify the one which is not a type of chlorination?
a) Free radical chlorination
b) Electrophobic chlorination
c) Ketone chlorination
d) Chlorine addition reaction
View Answer

Answer: b
Explanation: Electrophobic is not a kind of halogenation. It is electrophilic chlorination, in which aromatic substitutions takes place.

5. Which among the following on chlorination undergoes substitution at the alkyl group?
a) Ethers
b) Hydroxyl groups
c) Carbonyl compounds
d) Carboxylic acids
View Answer

Answer: a
Explanation: In the absence of sunlight, the alpha hydrogen of ethers undergoes substitution when treated with chlorine.
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6. In the presence of red phosphorous, chlorine converts the fatty acids having alpha hydrogen atoms into __________
a) Halo acids
b) Alpha-halo acids
c) Alpha,alpha-dihalo acids
d) Trihalo acids
View Answer

Answer: b
Explanation: The propionic acid, in the presence of Cl2/P gets converted into alpha chloro propionic acid due to the action of the halogen chlorine.

7. Chlorine in the presence of which among the following generates positively charged species?
a) Ferric chloride
b) Anhydrous ferric chloride
c) Ferrous chloride
d) Anhydrous ferrous chloride
View Answer

Answer: b
Explanation: Ferric chloride is a lewis acid catalyst and in the presence of chlorine, it converts nitrobenzene into 3- chloro nitro benzene.

8. p-nitrotoluene on reaction with chlorine forms hydrogen chloride and __________
a) p-Nitrobenzyl chloride
b) o-Nitrobenzyl chloride
c) m-Nitrobenzyl chloride
d) Nitrobenzyl chloride
View Answer

Answer: a
Explanation: p-Nitrotoluene reacts with chlorine in the presence of CCl4 at 80 (degree) C to form p-nitrobenzyl chloride under the conditions of photochemical initiation.

9. Chlorination of cyclobutane gives which among the following in addition to hydrogen chloride?
a) Cyclobutyl chloride
b) Cyclobutyl chlorite
c) 1-chlorobutene
d) 1,1-chlorobutene
View Answer

Answer: b
Explanation: All the hydrogens of cyclobutane are equivalent and substitution of any gives the same product as that of others.

10. The step in which Cl-Cl bond homolysis occurs is called __________
a) Initiation step
b) Propagation step
c) Intermediate step
d) Termination step
View Answer

Answer: a
Explanation: Each Cl atom in the initiation step has several valence electrons and is very reactive and hence it abstracts a hydrogen atom from methane and homolysis occurs.

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