The major product of the following reaction, C_6H_5CH = CHCH_3 [ (ii) NaBH_4] (i) Hg(OAc)_2, THF-H_2O is

JEE Main Chemistry question

The major product of the following reaction, C_6H_5CH{=}CHCH_3 \xrightarrow[(ii) NaBH_4]{(i) Hg(OAc)_2, THF-H_2O} is

(A)C_6H_5-CH_2CH_2CH_2OH
(B)Correct
(C)
(D)

Answer: (B)

Solution

Oxymercuration–demercuration adds water across the double bond with Markovnikov regiochemistry (OH on the more substituted/benzylic-stabilised carbon) via a bridged mercurinium ion, without

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Question ID VK-148566