Monochlorination of toluene in sunlight followed by hydrolysis with aq. $N a O H$ yields:

o-cresol

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m-cresol

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2,4 - dihydroxytoluene

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benzyl alcohol.

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Solution

The correct option is C benzyl alcohol.
Halogenation in the presence of light follows free radical pathway and thus will react with the alkyl group to give halo alkyl.

Thus formed haloalkyl in the presence of alkaline medium will undergo substitution reaction and will form an alcohol by replacing halogen atom in haloalkyl group.

The reaction with toluene can be represented as:
$C_{6} H_{5} C H_{3} t o l u e n e C l_{2}, h ν \to C_{6} H_{5} C H_{2} C l a q . N a O H \to C_{6} H_{5} C H_{2} O H b e n z y l a l c o h o l$

Thus, monochlorination of toluene in sunlight followed by hydrolysis with aq. NaOH yields benzyl alcohol.

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Similar questions

Monochlorination of toluene in sunlight followed by hydrolysis with aq. NaOH yields
(a) o - cresol
(b) m - cresol
(c) 2, 4 - dihydroxytoluene
9d) benzyl alcohol

Q. The chlorination of toluene in the presence of light and heat followed by treatment with aqueous

N a O H

gives:

Q. Chlorination of toluene in the presence of light and heat followed by treatment with aqueous

N a O H

gives:

Q. Toluene reacts with chromyl chloride in presesnce of

C S_{2}

followed by hydrolysis give which of the following compound?

Q. Chlorination of toluene in presence of light and heat followed by treatment with aqueous NaOH gives:

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Monochlorination of toluene in sunlight followed by hydrolysis with aq. NaOH yields:

Monochlorination of toluene in sunlight followed by hydrolysis with aq. $N a O H$ yields: