Methyl 2-methyloxirane-2-carboxylate

Base Information

• Chemical Name: Methyl 2-methyloxirane-2-carboxylate
• CAS No.: 58653-97-7
• Molecular Formula: C5H8O3
• Molecular Weight: 116.117
• European Community (EC) Number: 627-566-7
• DSSTox Substance ID: DTXSID80393306
• Nikkaji Number: J801.479E
• ChEMBL ID: CHEMBL421296
• Mol file: 58653-97-7.mol

Synonyms:methyl 2-methyloxirane-2-carboxylate;58653-97-7;Methyl 2-methylglycidate;METHYL2-METHYLGLYCIDATE;Oxiranecarboxylic acid, 2-methyl-, methyl ester;2-Methyoxirane-2-carboxylic acid, methyl ester;SCHEMBL757258;CHEMBL421296;Methyl 2-methylglycidate, 99%;DTXSID80393306;ZB1088;AKOS015906009;CS-16849;2-Methyloxiranecarboxylic acid methyl ester;CS-0109314;FT-0735823;D76861;EN300-135028;2-Methyl-oxirane-2-carboxylic acid methyl ester;Z1255365078;1,3,4,5-tetrahydropyrido[4,3-b]indole-2,8-dicarboxylicacid2-tert-butylester

Chemical Property of Methyl 2-methyloxirane-2-carboxylate

Chemical Property:

• Vapor Pressure: 29.2mmHg at 25°C
• Refractive Index: n20/D 1.418(lit.)
• Boiling Point: 62-65 °C32 mm Hg(lit.)
• Flash Point: 130 °F
• PSA: 38.83000
• Density: 1.097 g/mL at 25 °C(lit.)
• LogP: -0.05170
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 116.047344113
• Heavy Atom Count: 8
• Complexity: 121

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 2-methylglycidate 99% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(CO1)C(=O)OC
• Uses: Methyl 2-methylglycidate may be used in the synthesis of:2-methyl-2-hydroxy-1-propanol2,3-dihydroxy-2-methyl propionic acidmethyl 2-hydroxy-3-((4-methoxyphenyl)sulfonyl)-2-methylpropanoate

Technology Process of Methyl 2-methyloxirane-2-carboxylate

There total 6 articles about Methyl 2-methyloxirane-2-carboxylate 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: 86.0%

methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) → methyl 2-methyl-2-oxiranecarboxylate (58653-97-7)

Guidance literature:

With peracetic acid; N,N’-dimethyl-N,N’-bis(2-pyridylmethyl)cyclohexane-1,2-diamine; acetic acid; Mn(CF₃SO₃)2; In acetonitrile; for 0.0833333h; cooling;

DOI:10.1021/ja029962r

Reference yield: 50.3%

methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) → methyl 2-methyl-2-oxiranecarboxylate (58653-97-7)

Guidance literature:

With 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 48h; Heating / reflux;

Reference yield:

methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) → methyl 2-methyl-2-oxiranecarboxylate (58653-97-7) + pyruvic acid methyl ester (600-22-6)

Guidance literature:

With Nitrogen dioxide; ozone; at 250 ℃; for 4.44444E-06h; gas phase;

DOI:10.1246/cl.2005.584

upstream raw materials:

diazomethane

pyruvic acid methyl ester

methacrylic acid methyl ester

6,6'-di-tert-butyl-4,4'-thiodi-o-cresol

Downstream raw materials:

2-Hydroxy-2-methyl-3-(p-toluidino)-propionsaeure-methylester

2-Hydroxy-2-methyl-3-anilino-propionsaeuremethylester

2-Hydroxy-2-methyl-3-(2,4,6-trimethyl-anilino)-propionsaeure-methylester

2-Hydroxy-2-methyl-3-(o-toluidino)-propionsaeure-methylester

Refernces

• 1、 -. "SYSTEMS AND METHODS FOR REGIOSELECTIVE CARBONYLATION OF 2,2-DISUBSTITUTED EPOXIDES". Paragraph 0147; 0165. . Retrieved 2020/06/05.
• 2、 Khatik, Gopal L.,Kaur, Jasmine,Kumar, Varun,Tikoo, Kulbhushan,Nair, Vipin A.. "1,2,4-Oxadiazoles: A new class of anti-prostate cancer agents". scheme or table. p. 1912 - 1916. Retrieved 2012/04/04.