Hydrazide


Hydrazides in organic chemistry are a class of organic compounds sharing a common functional group characterized by hydrazine core in which at least one of the hydrogen atoms is replaced by a substituent that is an acyl group. The general structure for a hydrazide is E-NR-NR2, where the R's are frequently hydrogens. Hydrazides can be further classified by atom attached to the oxygen: carbohydrazides, sulfonohydrazides and phosphonic dihydrazides 2. The related hydrazines do not carry an acyl group. Some important members of this class are sulfonylhydrazides such as p-toluenesulfonylhydrazide which are useful reagents in organic chemistry such as in the Shapiro reaction and the Eschenmoser–Tanabe fragmentation. This reagent can be prepared by reaction of tosyl chloride with hydrazine.
Di-substituted forms are also known, for instance dibenzoylhydrazine.