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Problems and exercisesAllylic Position

1. Allylic positions

Label the allylic positions in the following compounds:

Eight alkenes: a) tetrasubstituted alkene with ethyl, propyl and two methyl groups; b) dimethylcyclopentene; c) diene with two methyl groups; d) tert-butylcyclohexene; e) isopropylmethylcyclohexene; f) terminal alkene with methyl and ethyl; g) methylcycloheptene; h) trimethylcyclopentene

2. Allylic bromination

Give the product of the reaction of cyclohexene with N-bromosuccinimide (NBS) and light, and explain why 1,2-dibromocyclohexane is not formed.

3. Two products

Allylic bromination of but-1-ene with NBS gives a mixture of 3-bromobut-1-ene and 1-bromobut-2-ene. Why?

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