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Q.Explain Wolf-Kishner reduction reaction. Write preparation of propanone by using ethanoyl chloride and dimethyl cadmium.

Maharashtra MsbshseMaharashtra HSC (MSBSHSE) Board 2024Subjective· 3mImportance★★★★★
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Wolff-Kishner: C=O→CH2C=O\rightarrow CH_2 via hydrazone + KOH/glycol. 2CH3COCl+(CH3)2Cd→2CH3COCH3+CdCl22CH_3COCl+(CH_3)_2Cd\rightarrow2CH_3COCH_3+CdCl_2.

Wolff–Kishner reduction: the carbonyl compound is first condensed with hydrazine (NH2NH2NH_2NH_2) to form a hydrazone, which on heating with a base (KOH or KOH/ethylene glycol) at high temperature loses nitrogen gas, converting the C=OC=O group fully into CH2CH_2:

R2C=O+NH2NH2⟶R2C=N−NH2→ΔKOH/ethylene glycolR2CH2+N2+H2OR_2C=O + NH_2NH_2 \longrightarrow R_2C=N-NH_2 \xrightarrow[\Delta]{KOH/ethylene\ glycol} R_2CH_2 + N_2 + H_2O

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