Identify the alkene obtained on dehydration of each of the following alcohols:(a) 3-Ethyl-...

Identify the alkene obtained on dehydration of each of the following alcohols:

(a) 3-Ethyl-3-pentanol

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(b) 1-Propanol

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(c) 2-Propanol

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(d) 2,3,3-Trimethyl-2-butanol

Sample Solution (a) The hydrogen and the hydroxyl are lost from adjacent carbons in the dehydration of 3-ethyl-3-pentanol.

The hydroxyl group is lost from a carbon that bears three equivalent ethyl substituents. β elimination can occur in any one of three equivalent directions to give the same alkene, 3-ethyl-2-pentene.