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Question

In the following monobromination reaction, the number of possible chiral product(s) is (are):




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Solution

Given compound undergoes free-radical bromination under given conditions, replacing H by Br
C is chiral.


(III) has two chiral centres and can have two structures.

(IV) has also two chiral centres and can have two structures
It has plane of symmetry thus, achiral. Thus, chiral compounds are five. I, III A, III B, IV B and V.

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