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Q.

Acetophenone C6H5COCH3 can be reduced to ethyl benzene C6H5CH2CH3 by
I. Clemmensen reduction (Zn-(Hg)/ conc. HCI)
II.Wolff-Kishner reduction (N2H4/Glycol, KOH)
III.Birch reduction Na/NH3/CH3OH 
Select the correct methods to carry the above function.

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a

I and III

b

II and III

c

I and II

d

I, II and III

answer is C.

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Detailed Solution

Acetophenone (C6H5COCH3) can be reduced to ethyl benzene (C6H5CH2CH3):

  • By Clemmensen reduction (Zn(Hg)/ conc. HCl): YES, this fully reduces the carbonyl group to -CH2-.
  • By Wolff-Kishner reduction (N2H4/Glycol, KOH): YES, this also fully reduces the carbonyl group to -CH2-.
  • Birch reduction (Na/NH3/CH3OH): NO, this reduces aromatic rings, not ketones.

Correct methods:

  • I. Clemmensen reduction and II. Wolff-Kishner reduction only.
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