Methyl methoxyacetate

Base Information

• Chemical Name: Methyl methoxyacetate
• CAS No.: 6290-49-9
• Molecular Formula: C4H8O3
• Molecular Weight: 104.106
• Hs Code.: 29189090
• European Community (EC) Number: 228-539-9
• NSC Number: 61447,6701
• UNII: N960NQ69LF
• DSSTox Substance ID: DTXSID3074608
• Nikkaji Number: J39.927B
• Wikidata: Q27116293
• Mol file: 6290-49-9.mol

Synonyms:methyl ester of methoxyacetic acid;methyl methoxyacetate

Chemical Property of Methyl methoxyacetate

Chemical Property:

• Appearance/Colour: Clear colorless to slightly brown liquid
• Vapor Pressure: 9.47mmHg at 25°C
• Refractive Index: n20/D 1.396(lit.)
• Boiling Point: 131 °C at 760 mmHg
• Flash Point: 34.1 °C
• PSA: 35.53000
• Density: 0.997 g/cm³
• LogP: -0.19420
• Storage Temp.: Flammables area
• Solubility.: Chloroform, Methanol
• Water Solubility.: soluble
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 104.047344113
• Heavy Atom Count: 7
• Complexity: 60

Purity/Quality:

99% , ^*data from raw suppliers

Methyl Methoxyacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 16-29-33

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: COCC(=O)OC
• Uses: Methyl methoxyacetate is used in the preparation of 4-hydroxy-2-mercapto-5-methoxypyrimidine (II).

Technology Process of Methyl methoxyacetate

There total 46 articles about Methyl methoxyacetate 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: 98.0%

methanol (67-56-1) + methyl diazoacetate (6832-16-2) → methyl methoxyacetate (6290-49-9)

Guidance literature:

With [(palladium₎₄]_0.5 supported Na_3[nickel(II)₄[(copper(II))₂₍N,N'-2,4,6-trimethyl-1,3-phenylenebis(oxamate))₂]]*56H₂O; In toluene; at 80 ℃;

DOI:10.1038/nmat4910

Reference yield: 93.0%

Methoxy-acetic acid 12-acetoxy-dodecyl ester → 1,12-dodecandiol (5675-51-4) + methyl methoxyacetate (6290-49-9) + 12-hydroxydodecyl acetate (72156-96-8)

Guidance literature:

With ytterbium(III) triflate; In methanol; at 0 ℃; for 2h; Product distribution; other temperature, reaction time;

DOI:10.1021/jo960095g

Reference yield: 90.9%

methanol (67-56-1) + sodium methylate (124-41-4) + methyl chloroacetate (96-34-4) → methyl methoxyacetate (6290-49-9)

Guidance literature:

at 40 ℃; for 4h; Cooling with ice; Reflux;

upstream raw materials:

glycolic acid methyl ester

Dimethyl ether

sodium methylate

methyl chloroacetate

Downstream raw materials:

α-methoxy-trans-cinnamic acid methyl ester

α,3,4-trimethoxy-trans-cinnamic acid methyl ester

methoxy-acetic acid-(2-hydroxy-ethyl ester)

4-methoxyacetoacetic acid methylester

Refernces

• 1、 Wang, Junpeng,Liu, Jianhua,Song, Heyuan,Chen, Jing. "Heteropolyacids as efficient catalysts for the synthesis of precursors to ethylene glycol by the liquid-phase carbonylation of dimethoxymethane". . p. 806 - 808. Retrieved 2015.
• 2、 Liu, Shiping,Zhu, Wenliang,Shi, Lei,Liu, Hongchao,Liu, Yong,Ni, Youming,Li, Lina,Zhou, Hui,Xu, Shutao,He, Yanli,Liu, Zhongmin. "Activity enhancement of Nafion resin: Vapor-phase carbonylation of dimethoxymethane over Nafion-silica composite". . p. 153 - 159. Retrieved 2015.
• 3、 Chen, Fei,Shi, Lei,Bello, SuleimanSabo,Fan, Jiaqi,Wang, Yan,Zhang, Dongxi,Yao, Jie. "Excellent prospects in methyl methoxyacetate synthesis with a highly active and reusable sulfonic acid resin catalyst". . p. 1346 - 1353. Retrieved 2020/02/04.
• 4、 -. "METHOD FOR PREPARING ACETAL CARBONYL COMPOUND". Paragraph 0065; 0066; 0067; 0068; 0069; 0070; 0071-0073. . Retrieved 2018/08/03.