The major product in the following reaction i | vedclass

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Question

(A) The reaction involves $p$-hydroxybenzyl alcohol reacting with $HCl$ under heating conditions. In this molecule,there are two hydroxyl groups: one

Vedclass · Accepted Answer

$4-$chloromethylphenol

Vedclass · Answer

(A) The reaction involves $p$-hydroxybenzyl alcohol reacting with $HCl$ under heating conditions. In this molecule,there are two hydroxyl groups: one is a phenolic $-OH$ group and the other is an alcoholic $-CH_2OH$ group. Phenolic $-OH$ groups are generally less reactive towards nucleophilic substitution with $HCl$ because the $C-O$ bond has partial double bond character due to resonance. However,the alcoholic $-CH_2OH$ group is a primary benzylic alcohol. Benzylic alcohols are highly reactive towards substitution reactions because the resulting carbocation intermediate is stabilized by resonance with the benzene ring. Therefore,the $-CH_2OH$ group undergoes substitution with $HCl$ to form $-CH_2Cl$,while the phenolic $-OH$ group remains unaffected. The major product is $4$-chloromethylphenol.

The major product in the following reaction is:

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