N-Acetylglycine

Base Information

• Chemical Name: N-Acetylglycine
• CAS No.: 543-24-8
• Molecular Formula: C4H7NO3
• Molecular Weight: 118.093
• Hs Code.: 29241900
• European Community (EC) Number: 208-839-6
• NSC Number: 7605
• UNII: U2UT4677KR
• DSSTox Substance ID: DTXSID2043793
• Nikkaji Number: J2.645J
• Wikipedia: Aceturic acid,Aceturic_acid
• Wikidata: Q15634040
• Metabolomics Workbench ID: 37295
• ChEMBL ID: CHEMBL289004
• Mol file: 543-24-8.mol

Synonyms:aceturic acid;acetylglycinate;N-acetylglycine

Chemical Property of N-Acetylglycine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 1.07E-07mmHg at 25°C
• Melting Point: 207-209 °C(lit.)
• Refractive Index: 1.4540 (estimate)
• Boiling Point: 405.1 °C at 760 mmHg
• PKA: 3.669(at 25℃)
• Flash Point: 198.8 °C
• PSA: 66.40000
• Density: 1.231 g/cm³
• LogP: -0.40200
• Storage Temp.: 0-6°C
• Solubility.: 26.3g/l
• Water Solubility.: 2.7 g/100 mL (15 ºC)
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 117.042593085
• Heavy Atom Count: 8
• Complexity: 110

Purity/Quality:

99% up ^*data from raw suppliers

N-Acetylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amino Carboxylic Acids
• Canonical SMILES: CC(=O)NCC(=O)O
• Uses: N-Acetyl-glycine is a derivative of Glycine (G615990). It is an intermediate used to synthesize rac 3-O-Methyl DOPA (M303805) which is an impurity of Levodopa.

Technology Process of N-Acetylglycine

There total 75 articles about N-Acetylglycine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

acetic anhydride (108-24-7) + glycine (56-40-6,18875-39-3,25718-94-9) → N-acetylglycine (543-24-8)

Guidance literature:

In methanol; for 6h; Reflux;

DOI:10.1002/ejoc.201200722

Reference yield: 95.0%

acetic acid (64-19-7,77671-22-8) + glycine (56-40-6,18875-39-3,25718-94-9) → N-acetylglycine (543-24-8)

Guidance literature:

at 150 ℃; microwave irradiation;

DOI:10.1080/00397910701860372

Reference yield: 95.0%

2-aminoethanoic acid hydrochloride (6000-43-7) + acetic anhydride (108-24-7) → N-acetylglycine (543-24-8)

Guidance literature:

at 25 ℃; for 1.5h;

DOI:10.1055/s-0035-1561610

upstream raw materials:

2-acetamidoacetamide

N,N'-diacetylpiperazin-2,5-dione

glycine

N-(N-acetyl-glycyl)-glycine anilide

Downstream raw materials:

4-benzo[1,3]dioxol-5-ylmethylene-2-methyl-4H-oxazol-5-one

4-[(N-acetyl-glycyl)-amino]-benzoic acid ethyl ester

4-[(N-acetyl-glycyl)-amino]-benzoic acid

N-acetyl-thioglycine S-phenyl ester

Refernces

• 1、 Kumar, Umesh,Singh, Puja,Sharma, Shivadhar. "Chelation behaviour of aceturic acid with Co(II), Ni(II) and Cu(II)". . p. 1919 - 1922. Retrieved 2015.
• 2、 Kwon, Hongmok,Ha, Hyunsoo,Jeon, Hayoung,Jang, Jaebong,Son, Sang-Hyun,Lee, Kiho,Park, Song-Kyu,Byun, Youngjoo. "Structure-activity relationship studies of dipeptide-based hepsin inhibitors with Arg bioisosteres". supporting information. . Retrieved 2020/12/25.
• 3、 An, Yuhao,Feng, Yuan,Hou, Zhanfeng,Jiang, Chenran,Li, Zigang,Lian, Chenshan,Sun, Jinming,Wan, Chuan,Wang, Rui,Yang, Dongyan,Yin, Feng,Zhang, Liang. "Electrophilic Sulfonium-Promoted Peptide and Protein Amidation in Aqueous Media". supporting information. . Retrieved 2022/01/20.