Aceturic acid

Aceturic acid
Names
Preferred IUPAC name
Acetamidoacetic acid
Other names
Acetylglycine
N-Acetylglycine
2-Acetamidoacetic acid
Acetylglycocoll
Identifiers
3D model (JSmol)
Abbreviations AcGly
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.008.036 Edit this at Wikidata
EC Number
  • 208-839-6
UNII
  • InChI=1S/C4H7NO3/c1-3(6)5-2-4(7)8/h2H2,1H3,(H,5,6)(H,7,8)
    Key: OKJIRPAQVSHGFK-UHFFFAOYSA-N
  • CC(=O)NCC(=O)O
Properties
C4H7NO3
Molar mass 117.104 g·mol−1
Appearance White powder or needles
Melting point 206 to 208 °C (403 to 406 °F; 479 to 481 K)
2.7% at 15 °C
Acidity (pKa) 3.67 (H2O)[1]
Related compounds
Related compounds
 N-Acetylglycinamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Aceturic acid (N-acetylglycine) is a derivative of the amino acid glycine. The conjugate base of this carboxylic acid is called aceturate, a term used for its esters and salts.

Preparation

Aceturic acid can be prepared by warming glycine either with a slight excess of acetic anhydride in benzene,[2] or with an equal molar amount of acetic anhydride in glacial (concentrated) acetic acid.[3]

See also

References

  1. ^ Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 5–88. ISBN 978-1498754286.
  2. ^ Curtius, Th.; Radenhausen, R. (1895). "Hydrazide und Azide organischer Säuren. X Abhandlung. 35. Ueber Hydrazide substituirter Amidosäuren und das Hydrazid der Fumarsäure". J. Prakt. Chem. 52 (1): 433–454. doi:10.1002/prac.18950520134.
  3. ^ Dakin, H. D. (1929). "The Condensation of Aromatic Aldehydes with Glycine and Acetylglycine" (PDF). J. Biol. Chem. 82 (2): 439–446. doi:10.1016/S0021-9258(20)78291-8.
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