2-Oxazolidinone

Base Information

• Chemical Name: 2-Oxazolidinone
• CAS No.: 497-25-6
• Molecular Formula: C3H5NO2
• Molecular Weight: 87.0782
• Hs Code.: 29322980
• European Community (EC) Number: 207-840-9
• NSC Number: 38240,35382
• UNII: Z4D49W92PP
• DSSTox Substance ID: DTXSID2074326
• Nikkaji Number: J36.850D
• Wikipedia: 2-Oxazolidone
• Wikidata: Q425555
• Metabolomics Workbench ID: 67931
• ChEMBL ID: CHEMBL1867161
• Mol file: 497-25-6.mol

Synonyms:1,3 Oxazolidin 2 one;1,3 Oxazolidine 2 one;1,3-Oxazolidin-2-one;1,3-Oxazolidine-2-one;2 oxazolidinone;2 Oxazolidone;2-oxazolidinone;2-Oxazolidone;Oxazolidin 2 one;Oxazolidin-2-one;Oxazolidinone;Oxazolidinones

Chemical Property of 2-Oxazolidinone

Chemical Property:

• Appearance/Colour: off-white to yellow-beige crystals or powder
• Vapor Pressure: 0.000252mmHg at 25°C
• Melting Point: 83-87 °C(lit.)
• Refractive Index: 1.436
• Boiling Point: 324.043 °C at 760 mmHg
• PKA: 12.78±0.20(Predicted)
• Flash Point: 165.8 °C
• PSA: 38.33000
• Density: 1.205 g/cm³
• LogP: 0.05500
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly, Heated), Methanol (Slightly)
• Water Solubility.: Soluble in water.
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 87.032028402
• Heavy Atom Count: 6
• Complexity: 71.2

Purity/Quality:

99% ^*data from raw suppliers

2-Oxazolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36-43-40-36/37/38
• Safety Statements: 26-36/37-37-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: C1COC(=O)N1
• Uses: As an oxazole derivative used as an antibiotic, 2-Oxazolidone is also used in the preparation of compounds with antitumor activity and as a metabolite of Furazolidone (F864100). An oxazole derivative used as an antibiotic. It is also used in the preparation of compounds with antitumor activity. A metabolite of Furazolidone (F864100).

Technology Process of 2-Oxazolidinone

There total 151 articles about 2-Oxazolidinone 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: 99.0%

2-bromoethylamine (107-09-5) + carbon dioxide (124-38-9,18923-20-1) → dimethylenecyclourethane (497-25-6)

Guidance literature:

With potassium hydroxide; In ethanol; at 65 ℃; for 1h; under 26252.6 Torr; Autoclave; Green chemistry;

DOI:10.1002/chem.201402368

Reference yield: 99.0%

carbon dioxide (124-38-9,18923-20-1) + chloroethylamine (689-98-5) → dimethylenecyclourethane (497-25-6)

Guidance literature:

With potassium hydroxide; In ethanol; at 65 ℃; for 1h; under 26252.6 Torr; Autoclave; Green chemistry;

DOI:10.1002/chem.201402368

Reference yield: 98.0%

3-benzoyl-1,3-oxazolidin-2-one (7007-15-0) + N-benzyloxyamine (622-33-3) → dimethylenecyclourethane (497-25-6) + N-benzyloxy benzamide (3532-25-0)

Guidance literature:

With samarium(III) trifluoromethanesulfonate; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/ol0263301

upstream raw materials:

oxirane

urea

[1,3]-dioxolan-2-one

ethanolamine

Downstream raw materials:

N-vinyl-2-oxazolidone

3-acetyl-1,3-oxazolidin-2-one

1-(4-methylphenyl)-2-imidazolidinone

1-(4-chlorophenyl)-2-imidazolidinone

Refernces

• 1、 Sadeghzadeh, Seyed Mohsen,Zhiani, Rahele,Emrani, Shokufe. "Ni@Pd nanoparticles supported on ionic liquid-functionalized KCC-1 as robust and recyclable nanocatalysts for cycloaddition of propargylic amines and CO2". . . Retrieved 2018.
• 2、 Anthony, Maria L.,Holmes, Elaine,McDowell, Peter C. R.,Gray, Tim J. B.,Blackmore, Melanie,Nicholson, Jeremy K.. "1H NMR Spectroscopic Studies on the Reactions of Haloalkylamines with Bicarbonate Ions: Formation of N-Carbamates and 2-Oxazolidones in Cell Culture Media and Blood Plasma". . p. 1046 - 1053. Retrieved 1995.
• 3、 Liu, Jinghan,Ma, Jianjun,Miao, Penghua,Min, Qingwang,Qi, Meijuan,Shamsa, Farzaneh. "SBA-15 Supported Dendritic ILs as a Green Catalysts for Synthesis of 2-Imidazolidinone from Ethylenediamine and Carbon Dioxide". . . Retrieved 2021/07/26.
• 4、 John, Crowny,Kulal, Nagendra,Shanbhag, Ganapati V.. "Rational design of bifunctional catalyst from KF and ZnO combination on alumina for cyclic urea synthesis from CO2 and diamine". . . Retrieved 2020/04/22.