Acetone hydrazone

Acetone hydrazone
Names
	IUPAC name Propan-2-ylidenehydrazine
	Other names Isopropylidenehydrazine
Identifiers
CAS Number	5281-20-9 ;
3D model (JSmol)	Interactive image;
ChemSpider	71270;
EC Number	226-110-0;
PubChem CID	78937;
CompTox Dashboard (EPA)	DTXSID10967276 ;
	InChI InChI=1S/C3H8N2/c1-3(2)5-4/h4H2,1-2H3 Key: JIQXKYSNGXUDJU-UHFFFAOYSA-N;
	SMILES CC(=NN)C;
Properties
Chemical formula	C3H8N2
Molar mass	72.111 g·mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H301, H311, H314, H331, H351, H411
Precautionary statements	P203, P210, P233, P240, P241, P242, P243, P260, P264, P270, P271, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P318, P321, P330, P361+P364, P363, P370+P378, P391, P403+P233, P403+P235, P405, P501 Preview warning: Omit Rules: keep P260, omit P261
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Acetone hydrazone (isopropylidenehydrazine) is the product of condensation of acetone and hydrazine, as typical for hydrazone formation. It is an intermediate in the synthesis of 2-diazopropane.

Acetone hydrazone can be produced on large scale by reaction of acetone azine with hydrazine, a more convenient reaction than direct reaction of acetone and hydrazine. Likewise, it is susceptible to disproportionation to revert to acetone azine and hydrazine, especially in the presence of water.

The chemical is one of the metabolic products of the antihypertensive pharmaceutical hydralazine, and itself also have antihypertensive effects.