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Question

Suggest the reagents for the following conversion.

A

Hg(OAc)2, H2O,NaBH4

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B

H2O/H+

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C

Grignard reagent

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D

B2H6/ether,H2O,H2O2/OH-

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Solution

The correct option is D

B2H6/ether,H2O,H2O2/OH-


Hydroboration-oxidation gives the less substituted alcohol as the major product, which is in accordance with the anti-Markovnikov's rule. Thus, a terminal alcohol will be obtained when boranes in ether or THF (tetrahydrofuran) along with alkaline hydrogen peroxide, is added to the given alkene.
A secondary alcohol will be formed on treatment with reagent (a) while reagent (c) will give a mixture of secondary and primary (minor product) alcohols.

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