JEE Advanced 2021 Chemistry question

ChemistryOrganic Chemistry - Some Basic Principles and TechniquesJEE Advanced 2021

The maximum number of possible isomers (including stereoisomers) which may be formed on mono-bromination of 1-methylcyclohex-1-ene using and UV light is .

Answer: 9

Solution

Br/UV brominates at the allylic positions via resonance-stabilised allylic radicals. 1-Methylcyclohexene has three allylic sites: the group, C3 and C6. (i) H removed from : the radical gives

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Question ID VK-033875