N-(2-Oxopropyl)acetamide

Base Information

• Chemical Name: N-(2-Oxopropyl)acetamide
• CAS No.: 7737-16-8
• Molecular Formula: C5H9NO2
• Molecular Weight: 115.132
• Hs Code.: 2924199090
• European Community (EC) Number: 231-797-5
• UNII: O0WW0JE7ZJ
• DSSTox Substance ID: DTXSID20228087
• Nikkaji Number: J326.539K
• Wikidata: Q27285179
• Mol file: 7737-16-8.mol

Synonyms:N-(2-Oxopropyl)acetamide;7737-16-8;1-ACETAMIDO-ACETONE;Acetamidoacetone;Acetamide, N-(2-oxopropyl)-;UNII-O0WW0JE7ZJ;O0WW0JE7ZJ;AI3-62736;EINECS 231-797-5;Acetamide,N-(2-oxopropyl)-;1-(Acetylamino)-2-propanone;N-ACETONYLACETAMIDE;(ACETYLAMINO)ACETONE;N-(2-Oxopropyl)-acetamide;SCHEMBL889022;ACETAMIDE, N-ACETONYL-;DTXSID20228087;AMY32031;MFCD00060626;AKOS004120781;AB02398;A9793;CS-0154040;FT-0694938;EN300-186793;A1-00631;Q27285179

Chemical Property of N-(2-Oxopropyl)acetamide

Chemical Property:

• Vapor Pressure: 0.00307mmHg at 25°C
• Melting Point: 38-41oC
• Refractive Index: 1.419
• Boiling Point: 283.9 °C at 760 mmHg
• PKA: 14.75±0.46(Predicted)
• Flash Point: 144 °C
• PSA: 46.17000
• Density: 1.008 g/cm³
• LogP: 0.10240
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 115.063328530
• Heavy Atom Count: 8
• Complexity: 109

Purity/Quality:

99%, ^*data from raw suppliers

N-(2-Oxopropyl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CNC(=O)C

Technology Process of N-(2-Oxopropyl)acetamide

There total 14 articles about N-(2-Oxopropyl)acetamide 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: 89.0%

N-aceteyl-2-oxopropylamine ethylenedithioacetal (139370-62-0) → N-acetamidoacetone (7737-16-8)

Guidance literature:

With sulfuryl dichloride; silica gel; In dichloromethane; water; for 1h;

Reference yield: 78.0%

acetic anhydride (108-24-7) + glycine (56-40-6,18875-39-3,25718-94-9) → N-acetamidoacetone (7737-16-8)

Guidance literature:

With pyridine; for 6h; Heating;

DOI:10.1016/j.bmcl.2006.04.036

Reference yield: 62.0%

C10H18N2O2 → N-acetamidoacetone (7737-16-8)

Guidance literature:

C₁₀H₁₈N₂O₂; With ozone; In methanol; dichloromethane; at -98 ℃; for 0.25h;

With dimethylsulfide; In methanol; dichloromethane; for 1h; Inert atmosphere;

DOI:10.1246/cl.170970

upstream raw materials:

pyridine

N-acetylsarcosine

acetic anhydride

glycine

Downstream raw materials:

N-[2-(4-bromo-phenyl)-2-hydroxy-propyl]-acetamide

2,5-dimethyloxazole

2,5-dimethyl-pyrazine

1-bromo-1-acetamidoacetone

Refernces

• 1、 Sakurai, Masayoshi,Kihara, Nobuhiro,Watanabe, Nobuhiro,Ikari, Yoshihiro,Takata, Toshikazu. "Synthesis of α-aminocarbonyl compounds via hetero dielsalder reaction". . p. 144 - 147. Retrieved 2018/01/01.
• 2、 Ibrahim, Houssein,Defrmont, Pierre,Braunstein, Pierre,Thry, Vincent,Nauton, Lionel,Cisnetti, Federico,Gautier, Arnaud. "Water-Soluble Gold-N-Heterocyclic Carbene Complexes for the Catalytic Homogeneous Acid- and Silver-Free Hydration of Hydrophilic Alkynes". . p. 3893 - 3900. Retrieved 2016/01/25.