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Question

In the reaction CH3CH2CH=CH21.Hg(OAc)2.H2O−−−−−−−−−−→2.NaBD4

In this reaction the product is:

A
CH3CH2CHOHCH2D
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B
CH3CH2CHDCH2OH
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C
CH3CH2CD(OH)CH3
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D
CH3CH2CD2CH2OH
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Solution

The correct option is A CH3CH2CHOHCH2D
The reaction is as shown. CH3CH2CH=CH21.Hg(OAc)2.H2O−−−−−−−−−2.NaBD4 CH3CH2CHOHCH2D.
This is oxymercuration demercuration reaction. Here deuterated sodium borohydride is used. A molecule of HOD is added across C=C double bond. -OH group is added to carbon atom having less number of H atoms.

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