aceturic acid

{{Chembox

| ImageFile = N-acetylglycine Structural Formula V.1.svg

| ImageClass = skin-invert-image

| ImageSize =

| ImageAlt =

| PIN = Acetamidoacetic acid

| OtherNames = Acetylglycine
N-Acetylglycine
2-Acetamidoacetic acid
Acetylglycocoll

|Section1={{Chembox Identifiers

| Abbreviations = AcGly

| CASNo = 543-24-8

| CASNo_Ref = {{cascite|correct|CAS}}

| UNII = U2UT4677KR

| UNII_Ref = {{fdacite|correct|FDA}}

| PubChem = 10972

| ChemSpiderID = 10507

| EC_number = 208-839-6

| ChEMBL = 289004

| DrugBank = DB02713

| SMILES = CC(=O)NCC(=O)O

| StdInChI =1S/C4H7NO3/c1-3(6)5-2-4(7)8/h2H2,1H3,(H,5,6)(H,7,8)

| StdInChIKey = OKJIRPAQVSHGFK-UHFFFAOYSA-N }}

|Section2={{Chembox Properties

| C=4 | H=7 | N=1 | O=3

| MolarMass =

| Appearance = White powder or needles

| Density =

| MeltingPtC = 206 to 208

| MeltingPt_notes =

| BoilingPt =

| pKa = 3.67 (H2O){{cite book | editor= Haynes, William M. | year = 2016 | title = CRC Handbook of Chemistry and Physics | edition = 97th | publisher = CRC Press | isbn = 978-1498754286 | page=5–88 | title-link = CRC Handbook of Chemistry and Physics }}

| Solubility = 2.7% at 15 °C}}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt =

}}

|Section4={{Chembox Related

| OtherCompounds = N-Acetylglycinamide }}

}}

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,{{cite journal|title = Hydrazide und Azide organischer Säuren. X Abhandlung. 35. Ueber Hydrazide substituirter Amidosäuren und das Hydrazid der Fumarsäure|first1 = Th.|last1 = Curtius|authorlink1 = Theodor Curtius|first2 = R.|last2 = Radenhausen|journal = J. Prakt. Chem.|volume = 52|issue = 1|pages = 433–454|year = 1895|doi = 10.1002/prac.18950520134|url = https://zenodo.org/record/1427988}} or with an equal molar amount of acetic anhydride in glacial (concentrated) acetic acid.{{cite journal|title = The Condensation of Aromatic Aldehydes with Glycine and Acetylglycine|last = Dakin|first = H. D.|journal = J. Biol. Chem.|volume = 82|issue = 2|pages = 439–446|year = 1929|doi = 10.1016/S0021-9258(20)78291-8|url = http://www.jbc.org/content/82/2/439.full.pdf|doi-access = free}}

See also

References

{{Reflist}}

Category:Acetamides

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