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Consider the following reaction sequence...

Consider the following reaction sequence
`PhCH_(2)CH(OH)CH_(3)overset(conc.H_(2)SO_(4))underset(heat)(rarr)Aoverset(dil.H_(2)SO_(4))(rarr)B` The product `(B)` is

A

`PhCH=CHCH_(3)`

B

`PhCH_(2)overset(OH)overset(|)(C )HCH_(3)`

C

`PhCH_(2)CH_(2)CH_(2)OH`

D

`PhCH(OH)CH_(2)CH_(3)`

Text Solution

Verified by Experts

The correct Answer is:
D
The first step involves dehydration of alcohol to yield an alkene in accordance with saytzeff's rule while the second step involves hydration of alkene in accordance with markovnikov's rule.

Notice that compound `(B)` is formed from relatively more stable carbocation:
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