Chlorination of toluene in the presence of sublight produces_________________?
Correct answer: A. Benzyl chloride
- A. Benzyl chloride
- B. o - chlorotoluene
- C. p - chlorotoluene
- D. benzoic acid
Explanation
In sunlight, chlorine forms radicals that substitute a hydrogen atom at the benzylic position of toluene, producing benzyl chloride, C6H5CH2Cl. The benzylic radical is resonance-stabilised, making side-chain chlorination favoured. The likely mistake is o-chlorotoluene, which is formed by ring substitution under electrophilic chlorination conditions with a Lewis acid catalyst, not by sunlight.
Report an error
The more specific you are, the faster it gets fixed. A source beats an opinion.
Prefer email? [email protected]
About Free Radical Substitution
Free radical substitution explains how alkanes react with halogens under ultraviolet light or heat through initiation, propagation and termination steps. The mechanism involves homolytic bond fission and radical intermediates, while product formation depends on the relative stability of radicals and differs from ionic substitution.
Practise Chemistry of Hydrocarbons
1,093 free Chemistry of Hydrocarbons MCQs from Chemistry, each with the correct answer and an explanation. Unlimited attempts, no account needed.
Discussion
Stuck on an option, or know a faster way to get there? Ask or explain it here.
No comments yet. Be the first to explain this one.
Exams that ask Chemistry questions like this
Chemistry is on 14 papers prepared for on TestUstad, and all of them draw the same bank, so this question is worth knowing for every one of them.
More Free Radical Substitution questions
Order of ease of halogenation in alkane is________________?
What is general requirement for free radical substitution reaction of ethane and halogen?
In the free radical substitution of methane, the initiation step is
When toluene reacts with chlorine in sunlight the first major product is__________________?
Which one of the following free radical is most stable:
Consider reversibility in free radical substitution reaction of alkane then Kc value is smallest for: