Question 55

Bromination of cyclohexene under conditions given below yields:

Solution

Under $$Br_2/h\nu$$, the reaction proceeds via a free-radical mechanism.

A bromine radical abstracts an allylic hydrogen, forming a resonance-stabilized allylic radical. Bromination therefore occurs at a single allylic position while the double bond remains unchanged.

Therefore, the major product is 3-bromocyclohexene.

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Bromination of cyclohexene under conditions given below yields:

Solution

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