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C(3)H(7)CH=CH(2)underset(THF//H(2)O)over...

`C_(3)H_(7)CH=CH_(2)underset(THF//H_(2)O)overset(Hg(OAc)_(2))rarrAunderset(NaOH)overset(NaBH_(4))rarrB`
The compound `B` is

A

`C_(3)H_(7)CH_(2)CHO`

B

`CH_(3)H_(7)-underset(O)underset(||)C-CH_(3)`

C

`C_(3)H_(7)CH(OH)CH_(3)`

D

`C_(3)H_(7)CH_(2)CH_(2)OH`

Text Solution

Verified by Experts

The correct Answer is:
C
`A` is `C_(3)H_(7)CH(OH)CH_(2)-HgOAc`,an organomercurial alcohol, `B` is `C_(3)H_(7)CH(OH)CH_(3)`.
The net regiospecificity of this hydration is Markovnikov's additions of water. The first step is oxymercuration-a type of solvo mercuration -and the second step is demercuration. It precludes any kind of rearragement. Mercury is finally reduced to `Hg` metal.
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