Aceturic Acid

Aceturic acid
Names
	Preferred IUPAC name Acetamidoacetic acid
	Other names Acetylglycine; N-Acetylglycine; 2-Acetamidoacetic acid; Acetylglycocoll
Identifiers
CAS Number	543-24-8 ;
3D model (JSmol)	Interactive image;
Abbreviations	AcGly
ChEMBL	ChEMBL289004;
ChemSpider	10507;
DrugBank	DB02713;
EC Number	208-839-6;
PubChem CID	10972;
UNII	U2UT4677KR ;
	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−1
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
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).
	Infobox references

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,^[1] or with an equal molar amount of acetic anhydride in glacial (concentrated) acetic acid.^[2]

References

↑ 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. https://zenodo.org/record/1427988.
↑ Dakin, H. D. (1929). "The Condensation of Aromatic Aldehydes with Glycine and Acetylglycine". J. Biol. Chem. 82 (2): 439–446. doi:10.1016/S0021-9258(20)78291-8. http://www.jbc.org/content/82/2/439.full.pdf.

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[1] 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. https://zenodo.org/record/1427988.

[2] Dakin, H. D. (1929). "The Condensation of Aromatic Aldehydes with Glycine and Acetylglycine". J. Biol. Chem. 82 (2): 439–446. doi:10.1016/S0021-9258(20)78291-8. http://www.jbc.org/content/82/2/439.full.pdf.

Names

Preferred IUPAC name Acetamidoacetic acid
Other names Acetylglycine N-Acetylglycine 2-Acetamidoacetic acid Acetylglycocoll
Identifiers
CAS Number	543-24-8^Y
3D model (JSmol)	Interactive image
Abbreviations	AcGly
ChEMBL	ChEMBL289004
ChemSpider	10507
DrugBank	DB02713
EC Number	208-839-6
PubChem CID	10972
UNII	U2UT4677KR^Y
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⁻¹
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
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).
Infobox references

Aceturic Acid

Preparation

See also

References