Acetone hydrazone

Chemical compound From Wikipedia, the free encyclopedia

Acetone hydrazone

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]

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Quick Facts Names, Identifiers ...
Acetone hydrazone
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Names
IUPAC name
Propan-2-ylidenehydrazine
Other names
Isopropylidenehydrazine
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 226-110-0
  • InChI=1S/C3H8N2/c1-3(2)5-4/h4H2,1-2H3
    Key: JIQXKYSNGXUDJU-UHFFFAOYSA-N
  • CC(=NN)C
Properties
C3H8N2
Molar mass 72.111 g·mol−1
Hazards
GHS labelling:[1]
GHS02: FlammableGHS05: CorrosiveGHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Danger
H226, H301, H311, H314, H331, H351, H411
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).
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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]

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The chemical is one of the metabolic products of the antihypertensive pharmaceutical hydralazine, and itself also have antihypertensive effects.[4]

References

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