Aminoacetone

Aminoacetone is the organic compound with the formula CH₃C(O)CH₂NH₂. Although stable in the gaseous form, once condensed it reacts with itself. The protonated derivative forms stable salts, e.g. aminoacetone hydrochloride ([CH₃C(O)CH₂NH₃]Cl)). The semicarbazone of the hydrochloride is another bench-stable precursor.upon[2] Aminoacetone is a metabolite that is implicated in the biosynthesis of methylglyoxal.[3]

Aminoacetone

Names
Preferred IUPAC name 1-Aminopropan-2-one[1]
Other names Aminoacetone[1] alpha-Aminoacetone
Identifiers
CAS Number	298-08-8
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17906
ChemSpider	210
ECHA InfoCard	100.236.907
KEGG	C01888
PubChem CID	215
UNII	ZB4ES38S4R
CompTox Dashboard (EPA)	DTXSID10183939
InChI InChI=1S/C3H7NO/c1-3(5)2-4/h2,4H2,1H3 Key: BCDGQXUMWHRQCB-UHFFFAOYSA-N InChI=1/C3H7NO/c1-3(5)2-4/h2,4H2,1H3 Key: BCDGQXUMWHRQCB-UHFFFAOYAB
SMILES O=C(C)CN
Properties
Chemical formula	C3H7NO
Molar mass	73.095 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

See also

• Propanolamines
• Aminoaldehydes and aminoketones

References

1. Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 63. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
2. John D. Hepworth (1965). "Aminoacetone Semicarbazone Hydrochloride". Organic Syntheses. 45: 1. doi:10.15227/orgsyn.045.0001.
3. Bechara, Etelvino J.H.; Dutra, Fernando; Cardoso, Vanessa E.S.; Sartori, Adriano; Olympio, Kelly P.K.; Penatti, Carlos A.A.; Adhikari, Avishek; Assunção, Nilson A. (2007). "The dual face of endogenous α-aminoketones: Pro-oxidizing metabolic weapons". Comparative Biochemistry and Physiology Part C: Toxicology & Pharmacology. 146 (1–2): 88–110. doi:10.1016/j.cbpc.2006.07.004. PMID 16920403.