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Friday, February 7, 2020

Why dehydration proceeds in acid but not in base?

OH- is a very poor leaving group (a strong base) hence it cannot be eliminated under basic conditions. But in the presence of acid -OH is converted to -OH2 a very good leaving group and thus elimination occurs. 

Related Questions:

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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