Zinin reaction

Zinin reaction
Named after Nikolay Zinin
Reaction type Organic redox reaction

Zinin reaction or Zinin reduction[1] was discovered by a Russian organic chemist Nikolay Zinin (Russian: Николай Николаевич Зинин) (25 August 1812, Shusha – 18 February 1880, Saint Petersburg). This reaction involves conversion of nitro aromates like nitrobenzene to amines by reduction with sodium sulfides.[2][3]

Reaction mechanism

The stoichiometry for the reaction is:

ArNO2   +   3 H2S   →   ArNH2   +   3 S   +   2 H2O

Other Examples

  • Reduction of 4,6 (5,7)-dinitro and 5,6-dinitrobenzimidazoles [4]

References

  1. ↑ Porter, H. K. (1973). "The Zinin Reduction of Nitroarenes". Organic Reactions. 20 (4): 455–481. doi:10.1002/0471264180.or020.04.
  2. ↑ Zinin, N. (1842). "Beschreibung einiger neuer organischer Basen, dargestellt durch die Einwirkung des Schwefelwasserstoffes auf Verbindungen der Kohlenwasserstoffe mit Untersalpetersäure" [Description of some new organic bases, represented by the action of hydrogen sulphide on hydrocarbons with sub-nitric acid]. Journal für Praktische Chemie (in German). 27 (1): 140–153. doi:10.1002/prac.18420270125.
  3. ↑ Richard Willstätter, Heinrich Kubli (1908). "Über die Reduktion von Nitroverbindungen nach der Methode von Zinin" [On the reduction of nitro compounds by the method of Zinin]. Berichte der deutschen chemischen Gesellschaft (in German). 41 (2): 1936–1940. doi:10.1002/cber.19080410273.
  4. ↑ Sebla Dincer (2002). "The preferential reduction of 4,6 (5,7)-dinitro and 5,6-dinitrobenzimidazoles". Dyes and Pigments. 53 (3): 263–266. doi:10.1016/S0143-7208(02)00018-9.


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