Hydrazide

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P-toluenesulfonylhydrazide (1) and 1,3,5-triisopropylbenzenesulfonylhydrazide (2)

Hydrazides in organic chemistry are a class of organic compounds sharing a common functional group characterized by a nitrogen to nitrogen covalent bond with 4 substituents with at least one of them this acyl group. The general structure for an hydrazide is R₁R₂-N-N-R₃R₄. A related class of compounds called hydrazines do not carry an acyl group. Important members of this class are sulfonylhydrazides such as p-toluenesulfonylhydrazide which are useful reagents in organic chemistry for example in the Shapiro reaction. This reagent can be prepared by reaction of tosyl chloride with hydrazine.

[edit] External links

• IUPAC Gold Book definition
• Synthesis of p-toluenesulfonylhydrazide from tosyl chloride and hydrazine in Organic Syntheses Coll. Vol. 5, p.1055 (1973); Vol. 40, p.93 (1960) Article