Methyl glyoxylate

Base Information

• Chemical Name: Methyl glyoxylate
• CAS No.: 922-68-9
• Molecular Formula: C3H4O3
• Molecular Weight: 88.063
• Hs Code.: 2918300090
• European Community (EC) Number: 213-084-0
• DSSTox Substance ID: DTXSID1052614
• Nikkaji Number: J298.481D,J606.149D
• Wikidata: Q72494123
• Mol file: 922-68-9.mol

Synonyms:Methyl glyoxylate;methyl 2-oxoacetate;922-68-9;Methyl oxoacetate;Acetic acid, oxo-, methyl ester;Methyl oxoethanoate;Glyoxylic acid, methyl ester;EINECS 213-084-0;Acetic acid, 2-oxo-, methyl ester;Methyl2-oxoacetate;Oxoacetic Acid Methyl Ester;methyl glyoxalate;2-Oxo-acetic Acid Methyl Ester;Methoxyhydroxyketene;Methyl oxoacetate #;Glyoxylic acid methyl ester;oxo-acetic acid methyl ester;DTXSID1052614;AMY1633;AC-591;MFCD00044008;AKOS006280938;AT27069;FT-0601063;EN300-83820;6X-0313;A844185

Chemical Property of Methyl glyoxylate

Chemical Property:

• Appearance/Colour: colorless transparent liquid
• Vapor Pressure: 33.5mmHg at 25°C
• Melting Point: 40-42 °C
• Refractive Index: 1.371
• Boiling Point: 102.6 °C at 760 mmHg
• Flash Point: 31 °C
• PSA: 43.37000
• Density: 1.116 g/cm³
• LogP: -0.64170
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 88.016043985
• Heavy Atom Count: 6
• Complexity: 66.4

Purity/Quality:

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

MethylGlyoxylate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C=O
• Uses: Methyl Glyoxylate is a useful compound for preparation of pyridine and quinoline derivatives.

Technology Process of Methyl glyoxylate

There total 33 articles about Methyl glyoxylate 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: 91.81%

glycolic acid methyl ester (96-35-5) → Methyl glyoxylate (922-68-9)

Guidance literature:

With nitrogen(II) oxide; at 120 ℃; under 1500.15 Torr; Reagent/catalyst; Temperature; Pressure;

Reference yield: 90.0%

Methyl dimethoxyacetate (89-91-8) + Glyoxilic acid (298-12-4) → Methyl glyoxylate (922-68-9)

Guidance literature:

Reference yield: 83.0%

dimethyl tartrate (405897-14-5) → Methyl glyoxylate (922-68-9)

Guidance literature:

With periodic acid; In tetrahydrofuran; diethyl ether; at 0 ℃; for 1h;

DOI:10.1016/S0040-4039(01)91067-6

upstream raw materials:

Dimethyl oxalate

dimethyl cis-but-2-ene-1,4-dioate

dimethyl tartrate

C₉H₁₉N₂O₅P

Downstream raw materials:

methyl bismethoxycarbonylaminoacetate

methyl glyoxylate methyl hemi-acetal

(±)-methyl 2-(dimethoxyphosphinyl)-2-hydroxyacetate

ethyl 3,4,4a,5,6,7-hexahydro-4a-(3-methoxyphenyl)-7-methyl-1H-pyrano<3,4-c>pyridine-1-carboxylate

Refernces

• 1、 Chang, Yu-Lun,Huang, Sheng-Hua,Kudale, Vishal Suresh,Wang, Jeh-Jeng,Zheng, Sheng. "A metal-free strategy for the cross-dehydrogenative coupling of 1,3-dicarbonyl compounds with 2-methoxyethanol". . p. 1226 - 1230. Retrieved 2022/02/21.
• 2、 Kawagoe, Fumihiro,Mototani, Sayuri,Yasuda, Kaori,Nagasawa, Kazuo,Uesugi, Motonari,Sakaki, Toshiyuki,Kittaka, Atsushi. "Introduction of fluorine atoms to vitamin D3 side-chain and synthesis of 24,24-difluoro-25-hydroxyvitamin D3 　". . . Retrieved 2019/10/02.