Chemistry:Acetone hydrazone

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Acetone hydrazone
Acetone hydrazone.png
Names
IUPAC name
Propan-2-ylidenehydrazine
Other names
Isopropylidenehydrazine
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 226-110-0
Properties
C3H8N2
Molar mass 72.111 g·mol−1
Hazards
GHS pictograms GHS02: FlammableGHS05: CorrosiveGHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
GHS Signal word Danger
H226, H301, H311, H314, H331, H351, H411
P203Script error: No such module "Preview warning".Category:GHS errors, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P301+316Script error: No such module "Preview warning".Category:GHS errors, P301+330+331, P302+352, P302+361+354Script error: No such module "Preview warning".Category:GHS errors, P303+361+353, P304+340, P305+354+338Script error: No such module "Preview warning".Category:GHS errors, P316Script error: No such module "Preview warning".Category:GHS errors, P318Script error: No such module "Preview warning".Category:GHS errors, P321, P330
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

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 (fr).[2]

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.[3] Likewise, it is susceptible to disproportionation to revert to acetone azine and hydrazine, especially in the presence of water.[3]

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.[4]

References

  1. "Acetone hydrazone" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/78937#section=Safety-and-Hazards. 
  2. Andrews, S. D.; Day, A. C.; Raymond, P.; Whiting, M. C. (1970). "2-Diazopropane". Organic Syntheses: 27. http://www.orgsyn.org/demo.aspx?prep=cv6p0392. ; Collective Volume, 6, 1988, pp. 392 
  3. 3.0 3.1 Day, A. C.; Whiting, M. C.. "Acetone Hydrazone". Organic Syntheses. http://www.orgsyn.org/demo.aspx?prep=cv6p0010. ; Collective Volume, 6, pp. 10 
  4. "Direct-acting vasodilators". Journal of Clinical Hypertension 13 (9): 690–692. 2011. doi:10.1111/j.1751-7176.2011.00507.x. PMID 21896152.