JEE Main 2016 · 10 Apr · Shift 1 · Chemistry Q52 · Dronacharya Exams

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ChemistrySingle correct+4 / -1Question 52 of 90

Bromination of cyclohexene under conditions given below yields :

Cyclohexene treated with Br₂/hν.

A

3,6-Dibromocyclohexene

3,6-Dibromocyclohexene: Br on both allylic carbons.

B

3-Bromocyclohexene

3-Bromocyclohexene: Br on one allylic carbon.

C

trans-1,2-Dibromocyclohexane

trans-1,2-Dibromocyclohexane (one Br wedged, one hashed).

D

cis-1,2-Dibromocyclohexane

cis-1,2-Dibromocyclohexane (both Br wedged).

Answer and worked solution

Official answer: B

Light starts a radical chain that substitutes the allylic hydrogen (the allylic radical is resonance-stabilised): 3-bromocyclohexene.

Topics:Alkenes Reactive intermediates

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