Dimethyl methoxymalonate

Base Information

• Chemical Name: Dimethyl methoxymalonate
• CAS No.: 5018-30-4
• Molecular Formula: C6H10O5
• Molecular Weight: 162.142
• Hs Code.: 29189990
• European Community (EC) Number: 225-697-0
• DSSTox Substance ID: DTXSID70198226
• Nikkaji Number: J150.096A
• Wikidata: Q83071006
• Mol file: 5018-30-4.mol

Synonyms:Dimethyl methoxymalonate;5018-30-4;Dimethyl 2-methoxymalonate;Methoxymalonic acid dimethyl ester;1,3-dimethyl 2-methoxypropanedioate;dimethyl 2-methoxypropanedioate;C6H10O5;Propanedioic acid, methoxy-, dimethyl ester;EINECS 225-697-0;MFCD00009847;dimethyl methoxypropanedioate;Dimethyl=methoxymalonate;Dimethyl 2-methoxymalonate #;SCHEMBL275279;DTXSID70198226;STR03015;BBL025802;STK802335;2-Methoxy-malonic acid dimethyl ester;AKOS005622590;SY048618;CS-0107641;FT-0625041;M0836;EN300-82635;D70238;A871648;Dimethyltartronate;Methoxymalonsalphauredimethylester

Chemical Property of Dimethyl methoxymalonate

Chemical Property:

• Appearance/Colour: clear colourless liquid after melting
• Vapor Pressure: 0.145mmHg at 25°C
• Melting Point: 11-12 °C
• Refractive Index: 1.4225-1.4245
• Boiling Point: 215.8 °C at 760 mmHg
• PKA: 13.05±0.46(Predicted)
• Flash Point: 107.8 °C
• PSA: 61.83000
• Density: 1.147 g/cm³
• LogP: -0.65260
• Storage Temp.: 0-6°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 162.05282342
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

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

Dimethyl2-Methoxymalonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(C(=O)OC)C(=O)OC

Technology Process of Dimethyl methoxymalonate

There total 45 articles about Dimethyl methoxymalonate 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: 85.0%

chloropentamethoxycyclopropane (84212-88-4) → dimethyl methoxymalonate (5018-30-4)

Guidance literature:

With silver perchlorate; In methanol;

DOI:10.1039/c39820001102

Reference yield: 70.0%

methanol (67-56-1) + dimethyl diazomalonate (6773-29-1) → dimethyl methoxymalonate (5018-30-4)

Guidance literature:

dirhodium tetraacetate; In dichloromethane; at 18 - 20 ℃; for 48h;

DOI:10.1134/S1070428006110273

Reference yield: 60.0%

C8H16O5(1+)*AlBr3Cl(1-) → dimethyl methoxymalonate (5018-30-4)

Guidance literature:

With sodium methylate; In methanol; dichloromethane-d2;

DOI:10.1039/c39820001102

upstream raw materials:

dimethyl 3-methoxy-2-oxo-1,4-butanedioate

diazomethane

dimethyl diazomalonate

diethyl methoxymalonate

Downstream raw materials:

(-)-methoxy benzyl methyl malonate

dibenzyl 2-methoxymalonate

(S)-(-)-benzyl,methyl 2-methoxymalonate

dimethyl O-methylphenyltartronate

Refernces

• 1、 Jenks, William S.,Heying, Melanie J.,Rockafellow, Erin M.. "Modulation of carbene spin state population through precursor photophysics". supporting information; experimental part. p. 955 - 958. Retrieved 2009/07/11.
• 2、 Stoffregen, Stacey A.,Heying, Melanie,Jenks, William S.. "S,C-sulfonium ylides from thiophenes: Potential carbene precursors". . p. 15746 - 15747. Retrieved 2008/09/19.