Which of the following regents would carry out the following transformation? (D=2H)
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 ANaBD4 in CH3OH The D⊝ nucleophile in NaBD4 attack the electrophilic carbonyl atom of ketone. The hydrogen for O⊝ is taken from solvent.