Welcome to Chem Zipper.com......: To synthesize 2, 3-dimethylbut-1-ene in the better yield dehydrohalogenation of 2, 3-dimethyl-1-bromobutane is preferred over dehydration of 2, 3-dimethylhutan-1-ol. Why ?

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Friday, February 7, 2020

To synthesize 2, 3-dimethylbut-1-ene in the better yield dehydrohalogenation of 2, 3-dimethyl-1-bromobutane is preferred over dehydration of 2, 3-dimethylhutan-1-ol. Why ?

Because dehydration of alcohol is accompanied by a hydride shift leading to an intermediate 3°carbocation which gives 2, 3-dimethylbut-2-ene.      

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