Kizhner-Wolff Reaction

The following article is from The Great Soviet Encyclopedia (1979). It might be outdated or ideologically biased.

Kizhner-Wolff Reaction

 

[known in English as the Wolff-Kishner reduction], the reduction of a carbonyl group (Kizhner-Wolff Reaction) into a methylene group (Kizhner-Wolff Reaction). An aldehyde or ketone is converted into the hydrazone, which is decomposed when heated under pressure in the presence of bases:

Subsequently, another version of the Kizhner-Wolff reaction was frequently used: an aldehyde or ketone, a hydrazine excess, and potassium hydroxide are heated in a high-boiling solvent (di- or tri-ethylene glycol) at 180°-200°C. The Kizhner-Wolff reaction may be used to reduce acid-sensitive carbonyl compounds. This method was developed by N. M. Kizhner [Kishner] in 1911 and by the German scientist L. Wolff (1857–1919) in 1912.

REFERENCE

Rodionov, V. M., and N. G. Iartseva. “Reaktsiia Kizhnera.” In the book Reaktsii i metody issledovaniia organicheskikh soedinenii, book 1. Moscow-Leningrad, 1951. Page 7.
The Great Soviet Encyclopedia, 3rd Edition (1970-1979). © 2010 The Gale Group, Inc. All rights reserved.