In which of the following dehydration by concentrated H2 S o4 no rearrangement is favourable? Options (1) Cyclopropylmethanol (2) cyclobutylmethanol (3) cyclohexylmethanol (4)2,2-dimethylhexanol ANS:(1)

1 Answer
Srish
Feb 23, 2018

Cyclopropyl methanol

Explanation:

Cyclopropyl methanol forms an exceptionally stable carbocation due to the bent p orbitals of carbon. Rest all other options can undergo rearrangement to more stable carbocations since dehydration takes place through E1 mechanism

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