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Aceturic acid

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

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, or with an equal molar amount of acetic anhydride in glacial (concentrated) acetic acid.

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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