Consider the following reaction, How many different monobromo derivatives would be produced?
A
2
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B
4
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C
\N
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D
1
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Solution
The correct option is B 4 The brominating agent, N-bromosuccinimide (NBS), is used for preparation of allylic bromide. It lead to allylic substitution reaction through free-radical mechanism.
This reaction gives compound (I) and (II) by rearrangement on allyl radical.
Compound (I) has two optically active enantiomers because it has a asymmetric carbon centre and (II) has two geometrical isomers (cis and trans). Hence total 4 different monobromo derivatives would be produced.