Acetone hydrazone

Acetone hydrazone

File:Acetone hydrazone.png
Names
IUPAC name Propan-2-ylidenehydrazine
Other names Isopropylidenehydrazine
Identifiers
CAS Number	5281-20-9 checkY
3D model (JSmol)	Interactive image
ChemSpider	71270
ECHA InfoCard
EC Number	226-110-0
E number
PubChem CID	78937
CompTox Dashboard (EPA)	{{#property:P3117}}
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	GHS02: FlammableGHS05: CorrosiveGHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Signal word	Danger
Hazard statements	H226, H301, H311, H314, H331, H351, H411
Precautionary statements	P203, P210, P233, P240, P241, P242, P243, P260, P261, 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
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.

File:Acetone hydrazone to 2-diazopropane.png

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.

File:Acetone azine to acetone hydrazone.png

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