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Question

Consider the following reaction:

Identify the structure of the major product X.


A
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B
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C
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D
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Solution

The correct option is B

The reaction proceeds via free radical bromination, a mechanism which is very selective, unlike free radical chlorination.

Hence, X will have the most stable radical possible under the circumstances. Hence, we get the tertiary free radical such that the carbon deuterium bond is intact (this is because C-D bond is stronger than C-H bond):


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