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Substitution and Addition Reactions of Thiocyanogen

  1. John L. Wood

Published Online: 15 MAR 2011

DOI: 10.1002/0471264180.or003.06

Organic Reactions

Organic Reactions

How to Cite

Wood, J. L. 2011. Substitution and Addition Reactions of Thiocyanogen . Organic Reactions. 240–266.

Author Information

  1. Cornell University Medical College

Publication History

  1. Published Online: 15 MAR 2011

Abstract

The direct replacement of a hydrogen atom by a thiocyano group through the use of thiocyanogen is termed thiocyanation. This replacement reaction is limited practically to aromatic amines and phenols. Thiocyanogen reacts with olefinic and acetylenic linkage, the reagent adding to the unsaturated linkage. Thicyanogen reacts with compounds of other types. Thiocyanogen reacts with aromatic compounds that are highly susceptible to substitution with the introduction of a thiocyano groups. Thiocyanation of aromatic amines, phenols is discussed. Addition of thiocyanogen to olefins and acetylenes, and miscellaneous syntheses are also discussed.

Keywords:

  • thiocyanogen;
  • addition;
  • substitution;
  • phenols;
  • aromatic amines;
  • polynuclear hydrocarbons;
  • olefins;
  • acetylenes;
  • thiocyano compounds;
  • experimental procedures