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Question
Which is the most likely product of bromination of 4-methylpent-2-ene with NBS and initiation by photolysis of a peroxide?
Which is the most likely product of bromination of 4-methylpent-2-ene with NBS and initiation by photolysis of a peroxide?
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Solution
The correct option is B
Allylic bromination is the most likely reaction with NBS, initiated by photolysis of peroxide. There are two possible H-abstraction sites, C1 and C4 for the given molecule; Preferentially abstration of the tertiary H from C4 gives the more substituted allylic radical. The formed allylic radical will undergo delocalisation and form more substituted alkene product as the major product.
Allylic bromination is the most likely reaction with NBS, initiated by photolysis of peroxide. There are two possible H-abstraction sites, C1 and C4 for the given molecule; Preferentially abstration of the tertiary H from C4 gives the more substituted allylic radical. The formed allylic radical will undergo delocalisation and form more substituted alkene product as the major product.
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