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Question

Which one of the following reaction conditions best describes the reaction sequence for the oxymercuration-demercuration?

A
1.Hg(OAc)2,H2O,THF 2.NaBH4,H+
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B
1.Hg(OAc)2,H2O,THF 2.NaBH4,HO
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C
1.Hg(OAc)c,H2O,THF 2.NaBH4,HO
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D
1.Hg(OAc)2,HO,THF 2.NaBH4,H2O
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Solution

The correct option is B 1.Hg(OAc)2,H2O,THF 2.NaBH4,HO

The Oxymercuration reaction is an electrophilic organic reaction that transforms an alkene into a neutral alcohol.

The oxymercuration reaction is almost always treated with sodium borohydride (NaBH4) in an aqueous base in a reaction called demercuration. In demercuration, the acetoxy mercury group is replaced with a hydrogen in a stereochemically insensitive reaction known as reductive elimination. The combination of oxymercuration followed immediately by demercuration is called an oxymercuration–demercuration reaction.

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