5-Methyl-1,3-oxazolidin-2-one

Base Information

• Chemical Name: 5-Methyl-1,3-oxazolidin-2-one
• CAS No.: 1072-70-4
• Molecular Formula: C4H7 N O2
• Molecular Weight: 101.105
• Hs Code.: 2934999090
• European Community (EC) Number: 810-292-9
• NSC Number: 169461,37750
• DSSTox Substance ID: DTXSID401030688
• Nikkaji Number: J357.490C
• Mol file: 1072-70-4.mol

Synonyms:5-methyl-1,3-oxazolidin-2-one;1072-70-4;5-methyloxazolidin-2-one;5-METHYL-2-OXAZOLIDINONE;2-Oxazolidinone, 5-methyl-;MFCD00068871;5-methyl-oxazolidin-2-one;2-Oxazolidinone,5-methyl-;NSC37750;2-Oxazolanone, 5-methyl-;SCHEMBL1063161;AMY3772;DTXSID401030688;NSC 37750;NSC-37750;NSC169461;AKOS006271551;NSC 169461;NSC-169461;SB46790;NS-01000;CS-0308136;FT-0759521;EN300-109031;A921485;Z1198149952

Chemical Property of 5-Methyl-1,3-oxazolidin-2-one

Chemical Property:

• Vapor Pressure: 0.000981mmHg at 25°C
• Melting Point: 20-22 °C
• Boiling Point: 302.6°Cat760mmHg
• PKA: 12.82±0.40(Predicted)
• Flash Point: 136.8°C
• PSA: 38.33000
• Density: 1.095g/cm³
• LogP: 0.44350
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 101.047678466
• Heavy Atom Count: 7
• Complexity: 91.7

Purity/Quality:

99.9% ^*data from raw suppliers

5-Methyl-1,3-oxazolidin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CNC(=O)O1

Technology Process of 5-Methyl-1,3-oxazolidin-2-one

There total 37 articles about 5-Methyl-1,3-oxazolidin-2-one 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: 96.0%

carbon dioxide (124-38-9,18923-20-1) + 3-amino-2-propanol (78-96-6,1674-56-2) → 5-methyl-1,3-oxazolidin-2-one (1072-70-4)

Guidance literature:

With dentritic zwitterionic imidazolium ionic liquid immobilized on mesoporous silica nanoparticles; at 70 ℃; for 8h; Autoclave;

DOI:10.1007/s10562-021-03728-z

Reference yield: 96.0%

carbon monoxide (201230-82-2) + 3-amino-2-propanol (78-96-6,1674-56-2) → 5-methyl-1,3-oxazolidin-2-one (1072-70-4)

Guidance literature:

With oxygen; copper-(N-heterocyclic carbene) complex; In 1,4-dioxane; at 100 ℃; for 3h; under 37503.8 Torr;

DOI:10.1016/j.tetlet.2007.06.049

Reference yield: 95.0%

urethane (51-79-6) + methyloxirane (75-56-9,16033-71-9) → 4-methyl-2-oxazolidone (16112-59-7) + 5-methyl-1,3-oxazolidin-2-one (1072-70-4) + butan-1-ol (71-36-3)

Guidance literature:

With basic molar 1:1 Mg-Fe oxide calcined at 400 °C; at 140 ℃; for 8h; Reagent/catalyst; Temperature; Autoclave;

DOI:10.1016/j.catcom.2012.08.006

upstream raw materials:

(2-hydroxypropyl)-carbamic acid ethyl ester

3-amino-2-propanol

Diethyl carbonate

phosgene

Downstream raw materials:

5-methyl-3-vinyloxazolidin-2-one

4-(5-methyl-2-oxo-oxazolidin-3-yl)-benzoic acid ethyl ester

3-benzoyl-5-methyl-1,3-oxazolidin-2-one

5-methyl-3-phenoxycarbonyl-2-oxazolidone

Refernces

• 1、 Peng, Xingao,Li, Fuwei,Xia, Chungu. "A highly efficient sulfur-catalyzed oxidative carbonylation of primary amines and β-amino alcohols". . p. 1161 - 1164. Retrieved 2006.
• 2、 Gabriele, Bartolo,Salerno, Giuseppe,Brindisi, Donatella,Costa, Mirco,Paolo Chiusoli, Gian. "Synthesis of 2-oxazolidinones by direct palladium-catalyzed oxidative carbonylation of 2-amino-1-alkanols". . p. 625 - 626. Retrieved 2000.
• 3、 Ihata, Osamu,Kayaki, Yoshihito,Ikariya, Takao. "Aliphatic poly(urethane-amine)s synthesized by copolymerization of aziridines and supercritical carbon dioxide". . p. 6429 - 6434. Retrieved 2005.
• 4、 Wang, Peixue,Li, Qinghe,Liu, Shimin,Deng, Youquan. "Converting urea into high value-added 2-oxazolidinones under solvent-free conditions". . p. 94382 - 94386. Retrieved 2016.
• 5、 Mizuno, Takumi,Takahashi, Junko,Ogawa, Akiya. "Synthesis of 2-oxazolidones by sulfur-assisted thiocarboxylation with carbon monoxide and oxidative cyclization with molecular oxygen under mild conditions". . p. 7805 - 7808. Retrieved 2002.
• 6、 Li, Peng,Yuan, Xiaohua,Wang, Shudong,Lu, Shiwei. "A novel way to chiral 2-oxazolidinones: selenium-catalyzed cyclocarbonylation of 2-aminoethanols". . p. 12419 - 12423. Retrieved 2007.
• 7、 Huffman jr.,Sears. "-". . p. 187. Retrieved 1972.
• 8、 Willer, Rodney L.,Campbell, Christopher G.,Storey, Robson F.. "Synthesis of cyclic N-nitrourethanes by the simultaneous oxidative desulfurization and nitration of cyclic thiourethanes". . p. 421 - 423. Retrieved 2012.
• 9、 Kaminski et al.. "-". . p. 145,146,149. Retrieved 1977.
• 10、 Shang, Jianpeng,Li, Zuopeng,Su, Caina,Guo, Yong,Deng, Youquan. "Efficient synthesis of 2-oxazolidinones from epoxides and carbamates catalyzed by amine-functionalized ionic liquids". . p. 71765 - 71769. Retrieved 2015/09/08.