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Consider the following transformations ...

Consider the following transformations
`underset((excess))(PhCH_(2)CH_(3))overset(Cl_(3))underset(heat)(rarr)underset((major))(A)overset(aq.KOH)underset(H_(2)O,heat)(rarr)underset((major))(B)`
The major product `(B)` is

A

`PhCH_(2)CHO`

B

`Ph-=CH`

C

`PhCHOHCH_(3)`

D

`PhCH_(2)CH_(2)OH`

Text Solution

Verified by Experts

The correct Answer is:
C
First step involves side-chain chorination of ehtylbenzene where `Cl` atom perferentially attacks benzylic hydrogen to yield the more stable benzyl radical. Second step involves hydrolysis of chloride to yield the corresponding alcohol:

Note that excess of `PhCH_(2)CH_(3)` ensures monochlorination.
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