Oxymercuration-demercuration of allylbenzene | vedclass

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Question

(A) Oxymercuration-demercuration is a reaction that adds $H$ and $OH$ across a double bond following Markovnikov's rule without rearrangement.For ally

Vedclass · Accepted Answer

$C_6H_5CH_2CH(OH)CH_3$

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(A) Oxymercuration-demercuration is a reaction that adds $H$ and $OH$ across a double bond following Markovnikov's rule without rearrangement.For allylbenzene $(C_6H_5CH_2CH=CH_2)$,the double bond is between the $C_2$ and $C_3$ carbons of the side chain.According to Markovnikov's rule,the $OH$ group attaches to the more substituted carbon $(C_2)$ and the $H$ atom attaches to the less substituted carbon $(C_3)$.The reaction proceeds as follows:$1$. Mercuration: The alkene reacts with mercuric acetate $(CH_3COO)_2Hg$ in water to form an organomercurial intermediate.$2$. Demercuration: The intermediate is reduced with $NaBH_4$ in $NaOH$ to replace the mercury group with a hydrogen atom.The final product is $1$-phenylpropan-$2$-ol,which is $C_6H_5CH_2CH(OH)CH_3$.

Oxymercuration-demercuration of allylbenzene $(C_6H_5CH_2CH=CH_2)$ produces:

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