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Question

Which of the following set of reagents can be used to being about the transformation shown?
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A
H2O,H3O+
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B
Hg(OAc)2 then, NaBH4,NaOH
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C
CrO3,H2SO4
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D
BH3,THF then H2O2,NaOH
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Solution

The correct option is B Hg(OAc)2 then, NaBH4,NaOH
The set of reagents represented by option (B) (Hg(OAc)2, then NaBH4,NaOH) can be used to bring about the transformation shown. Net reaction is addition of a molecule of water to C=C double bond. OH group is added to more substituted C atom.
Oxymercuration-demercuration brings about Markownikoff's addition of water without rearrangement.

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