benzohydrazide

Benzohydrazide is the hydrazide of benzoic acid, an organic compound with the formula C7H8N2O. It consists of a benzene ring attached to a carbonyl group (-CO-) that is connected to a hydrazine fragment (-NH-NH2), giving the motif -CONHNH2.

The compound appears as a white to off-white crystalline solid. It is soluble in several organic solvents, including ethanol, methanol, acetone, and dimethyl sulfoxide, and it is only sparingly soluble in water. It can be prepared by converting benzoic acid to its acid chloride (for example, benzoyl chloride) and reacting the resulting benzoyl chloride with hydrazine, or by hydrazinolysis of benzamide.

Benzohydrazide is a versatile building block in organic synthesis. It serves as a precursor for the formation of hydrazone and semicarbazide derivatives and is used in the synthesis of various heterocycles, including oxadiazoles and triazoles, as well as in medicinal chemistry to access benzoic acid–based derivatives and related compounds.

Safety and handling follow standard practices for handling hydrazide-containing reagents. Benzohydrazide can be irritating to the skin, eyes, and respiratory tract. It should be handled in a well-ventilated area with appropriate personal protective equipment, and disposed of according to local regulations.