Methyl glycolate

Base Information

• Chemical Name: Methyl glycolate
• CAS No.: 96-35-5
• Molecular Formula: C3H6O3
• Molecular Weight: 90.0788
• Hs Code.: 29181990
• European Community (EC) Number: 202-502-7
• NSC Number: 27786
• UNII: 7G7R729EJ0
• DSSTox Substance ID: DTXSID3059131
• Nikkaji Number: J3.969A
• Wikidata: Q27894348
• Mol file: 96-35-5.mol

Synonyms:methyl glycolate

Chemical Property of Methyl glycolate

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 17 mm Hg ( 52 °C)
• Melting Point: 149-151 °C
• Refractive Index: 1.417
• Boiling Point: 151.099 °C at 760 mmHg
• PKA: 13.00±0.10(Predicted)
• Flash Point: 67.222 °C
• PSA: 46.53000
• Density: 1.14 g/cm³
• LogP: -0.84830
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform, Methanol
• Water Solubility.: Miscible with water.
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 90.031694049
• Heavy Atom Count: 6
• Complexity: 50

Purity/Quality:

99% ^*data from raw suppliers

2-HydroxyaceticAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: COC(=O)CO
• Uses: Methyl glycolate is a chemical reagent used in the synthesis of taxol and rapamycin. It is used in leather tanning and textile dyeing. It acts as a flavoring agent, preservative in food processing, in water treatment industries and as chemical intermediates. Further, it is used in emulsion polymers, ink and paint additive to improve flow properties and impart gloss. It plays an important role in producing triisopropylsilanyloxy-acetic acid methyl ester using imidazole as reagent.

Technology Process of Methyl glycolate

There total 87 articles about Methyl glycolate 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: 87.2%

methanol (67-56-1) + glycolic Acid (79-14-1) → glycolide (502-97-6) + glycolic acid methyl ester (96-35-5)

Guidance literature:

With toluene-4-sulfonic acid; for 10h; Reflux;

DOI:10.14233/ajchem.2013.14775

Reference yield: 23.9%

1,3,5-Trioxan (110-88-3) + methanol (67-56-1) + carbon monoxide (201230-82-2) → glycolic acid methyl ester (96-35-5) + Methyl formate (107-31-3) + methyl methoxyacetate (6290-49-9)

Guidance literature:

1,3,5-Trioxan; carbon monoxide; With 1-methyl-3-(4-sulfonylbutyl)-1H-imidazol-3-ium trifluoromethanesulfonate; water; In toluene; at 170 ℃; for 8h; under 37503.8 Torr; Autoclave;

methanol; In toluene; at 80 ℃; for 2h; Autoclave;

DOI:10.1007/s10562-011-0708-x

Reference yield: 11.0%

methanol (67-56-1) + Glyoxal (131543-46-9,107-22-2) → glycolic Acid (79-14-1) + 1,2-dimethoxy 1,2-dimethoxy-ethane (2517-44-4) + glycolic acid methyl ester (96-35-5) + dimethoxyacetaldehyde (51673-84-8)

Guidance literature:

KA-3; for 4h;

upstream raw materials:

C₆H₁₁ClN₂O₄

ethylene glycol

methanol

formaldehyd

Downstream raw materials:

acetoxyacetic acid

methyl 2-acetoxy acetate

2-hydroxy-N,N-dimethylacetamide

glycolanilide

Refernces

• 1、 Cao, Yueqiang,Dong, Guilin,Li, Wei,Zaera, Francisco,Zheng, Sainan,Zhou, Jinghong,Zhou, Xinggui. "Catalyst consisting of Ag nanoparticles anchored on amine-derivatized mesoporous silica nanospheres for the selective hydrogenation of dimethyl oxalate to methyl glycolate". . p. 155 - 162. Retrieved 2020.
• 2、 Kong, Xiangpeng,Ma, Cailian,Zhang, Juan,Sun, Jiaqiang,Chen, Jiangang,Liu, Kefeng. "Effect of leaching temperature on structure and performance of Raney Cu catalysts for hydrogenation of dimethyl oxalate". . p. 153 - 160. Retrieved 2016.
• 3、 Murillo, Beatriz,de la Iglesia, óscar,Rubio, César,Coronas, Joaquín,Téllez, Carlos. "Conversion of sugars to methyl lactate with exfoliated layered stannosilicate UZAR-S4". . p. 90 - 96. Retrieved 2020/04/27.
• 4、 Ding, Jian,Guo, Xiaohui,Liu, Huimin,Wang, Meihui,Wang, Yaxiong,Wang, Zhenfeng,Yu, Gewen. "Influence of La-doping on the CuO/ZrO2catalysts with different Cu contents for hydrogenation of dimethyl oxalate to ethylene glycol". . p. 18102 - 18113. Retrieved 2021/10/12.