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Question

Which of the following regents would carry out the following transformation? (D=2H)
992743_c2e9a5d89aeb4c60a6e5bb57ce328d7a.png

A
NaBD4 in CH3OH
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B
LiAlH4, then D2O
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C
NaBD4 in CH3OD
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D
LiAlD4, then D2O
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Solution

The correct option is A NaBD4 in CH3OH
The D nucleophile in NaBD4 attack the electrophilic carbonyl atom of ketone. The hydrogen for O is taken from solvent.

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