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The reaction $CH_3COCH_3 \large\xrightarrow{[H^+]} CH_3CH_2CH_3$ is known as

$\begin{array}{1 1}(a)\;\text{Cannizzaro reaction}&(b)\;\text{Wolff-Kishner reduction}\\(c)\;\text{Clemmenson reduction}&(d)\;\text{Catalytic reduction}\end{array}$

1 Answer

  • The Clemmensen Reduction allows the deoxygenation of aldehydes or ketones, to produce the corresponding hydrocarbon.
  • The substrate must be stable to strong acid. The Clemmensen Reduction is complementary to the Wolff-Kishner Reduction, which is run under strongly basic conditions. Acid-labile molecules should be reduced by the Wolff-Kishner protocol.
  • Mechanism of the Clemmensen Reduction : The reduction takes place at the surface of the zinc catalyst. In this reaction, alcohols are not postulated as intermediates, because subjection of the corresponding alcohols to these same reaction conditions does not lead to alkanes. The following proposal employs the intermediacy of zinc carbenoids to rationalize the mechanism of the Clemmensen Reduction:
Aldehydes and ketones under go reduction on the presence of Zn (Hg) and conc (HCl) to give hydrocarbons known as Clemmenson reduction.
Hence (c) is the correct answer.
answered Feb 18, 2014 by sreemathi.v
edited Apr 3, 2014 by mosymeow_1