4,5-Dimethyl-2-oxazolidinone

Base Information

• Chemical Name: 4,5-Dimethyl-2-oxazolidinone
• CAS No.: 58628-98-1
• Molecular Formula: C5H9NO2
• Molecular Weight: 115.1305
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID30974169
• Nikkaji Number: J3.605.630D
• Mol file: 58628-98-1.mol

Synonyms:58628-98-1;4,5-DIMETHYL-2-OXAZOLIDINONE;4,5-dimethyl-1,3-oxazolidin-2-one;4,5-dimethyloxazolidin-2-one;2-Oxazolidinone, 4,5-dimethyl-;2-Oxazolidinone,4,5-dimethyl-;starbld0004839;SCHEMBL4026362;DTXSID30974169;AKOS006358653;FT-0724330;4,5-Dimethyl-4,5-dihydro-1,3-oxazol-2-ol;4,5-Dimethyl-4,5-dihydrooxazole-2(3H)-one;J3.605.630D

Chemical Property of 4,5-Dimethyl-2-oxazolidinone

Chemical Property:

• Vapor Pressure: 0.00329mmHg at 25°C
• Boiling Point: 282.8°C at 760 mmHg
• Flash Point: 124.8°C
• PSA: 41.82000
• Density: 1.025g/cm³
• LogP: 0.14320
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 115.063328530
• Heavy Atom Count: 8
• Complexity: 113

Purity/Quality:

99% ^*data from raw suppliers

4,5-Dimethyl-2-oxazolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(OC(=O)N1)C
• Uses: 4,5-Dimethyl-2-oxazolidinone is derived from Acetlaldehyde (A132600), which is used as a general solvent in organic and polymer chemical reactions. It also plays a role in fruit and food quality, ripening and deterioration.

Technology Process of 4,5-Dimethyl-2-oxazolidinone

There total 13 articles about 4,5-Dimethyl-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: 77.0%

carbamic acid phenyl ester (622-46-8) + 2,3-trans-epoxybutane (21490-63-1) → 4r,5t-dimethyl-oxazolidin-2-one (19190-96-6,19190-97-7,58628-98-1,87782-30-7)

Guidance literature:

With C₂₅H₂₀AlCl₆NO₄; In acetonitrile; at 50 ℃; for 18h; regioselective reaction;

DOI:10.1002/adsc.201500635

Reference yield: 72.0%

carbamic acid phenyl ester (622-46-8) + 2,3-cis-epoxybutane (925669-95-0) → cis-4.5-dimethyloxazolidin-2-one (19190-96-6,19190-97-7,58628-98-1,87782-30-7)

Guidance literature:

With C₂₅H₂₀AlCl₆NO₄; In acetonitrile; at 50 ℃; for 66h; regioselective reaction;

DOI:10.1002/adsc.201500635

Reference yield: 65.0%

urea (57-13-6) + 2.3-butanediol (513-85-9) → 4,5-dimethyl-imidazolidin-2-one (3169-20-8) + 4,5-dimethyloxazolidin-2-one (58628-98-1)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; dodecacarbonyl-triangulo-triruthenium; In 1,4-dioxane; at 150 ℃; for 22h; Inert atmosphere;

DOI:10.1002/anie.201600698

upstream raw materials:

3-aminobutan-2-ol

carbon dioxide

urea

2.3-butanediol

Refernces

• 1、 Laserna, Victor,Guo, Wusheng,Kleij, Arjan W.. "Aluminium-Catalysed Oxazolidinone Synthesis and their Conversion into Functional Non-Symmetrical Ureas". . p. 2849 - 2854. Retrieved 2015/09/28.
• 2、 Enders,Kallfass,Nolte. "A short diastereo- and enantioselective synthesis of cis-4,5-disubstituted oxazolidin-2-ones". . p. 33 - 36. Retrieved 2007/10/03.