1.

Addition of HBr to 2-pentene gives

Answer»

2-bromopentane only
3-bromopentane only
2-bromopentane and 3-bromopentane
1-bromopentane and 3-bromopentane

Solution :Addition of a proton to 2-pentene can give two CARBOCATIONS (I and II)

which are almost equally stable since CARBOCATION (I) is stabilized by five (3+2) HYPERCONJUGATION structures and carbocation (II) is stabilized by FOUR (2+2) hyperconjugation structures . Therefore , nucleophilic ATTACK on these gives the coresponding bromoalkanes in almost equal amounts . Of course , the yield of 2-bromopentane will be slightly more than that of 3-bromopentane.


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