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Chapter 15: Q51. (page 570)

Question: Draw the six products (including stereoisomers) formed when A is treated with NBS + hv.

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01

Allylic bromination

In allylic bromination, alkenes react with the brominating agent N-bromosuccinimide in the presence of light, which gives a mixture of bromo-substituted products

02

Products

The anti-Markovnikov addition of the given compound A would give the following products:

Allylic bromination of A

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Most popular questions from this chapter

Question: Draw all constitutional isomers formed when each alkene is treated with NBS + hν.

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Question: Draw the organic products formed in each reaction.

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Question:Treatment of a hydrocarbon A (molecular formula C9H18) with Br2 in the presence of light forms alkyl halides B and C, both having molecular formula C9H17Br. Reaction of either B or C with KOC (CH3)3 forms compound D ( C9H16) as the major product. Ozonolysis of D forms cyclohexanone and acetone. Identify the structures of A–D.

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Question: When 3,3-dimethylbut-1-ene is treated with HBr alone, the major product is 2-bromo-2,3- dimethylbutane. When the same alkene is treated with HBr and peroxide, the sole product is 1-bromo-3,3-dimethylbutane. Explain these results by referring to the mechanisms.

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