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Question

The main product of the following reaction is
C6H5CH2CH(OH)CH(CH3)2conc.H2SO4 ?

A
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B
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C
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D
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Solution

The correct option is A
Dehydration of water is an E1 elimination reaction. Thus, it form stable carbocation intermediate.
The given compound form benzylic carbocation because the positive charge is resonance stabilised by the benzene ring and then deprotonation occurs to form stable alkene product.

In addition to it, dehydration is stereoselective. Alkene with trans isomers are more stable than cis isomer because in trans the steric repulsion between groups will be less.


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