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Physical Properties of Alkenes

Discuss the m...

Question

Discuss the mechanism of additional of HBr/peroxide on $1, 3 -$ butadiene.

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Solution

Homolytic dissociation of HBr forms bromine free radical.
It is then added to carbon carbon double bond to to form secondary free radical of 4-bromo-1-butene. It then abstracts a hydrogen atom from HBr .
Note: The secondary free radical of 4-bromo-1-butene can rearrange and then abstract a Br atom from HBr to form1,4-dibromobut-2-ene.

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