Dimethyl dimethoxymalonate

Base Information

• Chemical Name: Dimethyl dimethoxymalonate
• CAS No.: 29340-86-1
• Molecular Formula: C7H12O6
• Molecular Weight: 192.169
• DSSTox Substance ID: DTXSID30481560
• Wikidata: Q82317037
• Mol file: 29340-86-1.mol

Synonyms:dimethyl dimethoxymalonate;29340-86-1;Propanedioic acid, dimethoxy-, dimethyl ester;SCHEMBL9416764;DTXSID30481560;DDOKOCSCHTUTIA-UHFFFAOYSA-N

Chemical Property of Dimethyl dimethoxymalonate

Chemical Property:

• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 192.06338810
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Dimethyl dimethoxymalonate

There total 6 articles about Dimethyl dimethoxymalonate 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: 60.0%

malonic acid dimethyl ester (108-59-8) → tetramethyl ethane-1,1,2,2-tetracarboxylate (5464-22-2) + Dimethoxymalonic acid dimethyl ester (29340-86-1) + hexanethyl ester of cyclopropanehexacarboxylic acid (109777-05-1)

Guidance literature:

With potassium bromide; at 50 ℃; electrolysis, a platinum anode, iron cathode, 220 mA/cm² current density;

DOI:10.1007/BF00954639

Reference yield:

methanol (67-56-1) + malonic acid dimethyl ester (108-59-8) → tetramethyl ethane-1,1,2,2-tetracarboxylate (5464-22-2) + propane-1,1,2,2,3,3-hexacarboxylic acid hexamethyl ester (28781-91-1) + Dimethoxymalonic acid dimethyl ester (29340-86-1) + tetramethyl ester of 1-methoxyethane-1,1,2,2-tetracarboxylic acid (110622-29-2)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; at 60 ℃; Further byproducts given. Title compound not separated from byproducts; electrolysis;

DOI:10.1007/BF00959879

Reference yield:

malonic acid dimethyl ester (108-59-8) → Tetramethyl ethylenetetracarboxylate (1733-15-9) + tetramethyl ethane-1,1,2,2-tetracarboxylate (5464-22-2) + propane-1,1,2,2,3,3-hexacarboxylic acid hexamethyl ester (28781-91-1) + Dimethoxymalonic acid dimethyl ester (29340-86-1) + tetramethyl ester of 1-methoxyethane-1,1,2,2-tetracarboxylic acid (110622-29-2)

Guidance literature:

In methanol; at 30 ℃; Product distribution; electrochemical reaction: electrolyte: NaBr; anode: Pt; cathode: Fe; also reaction at other temperatures and with other electrolytes;

DOI:10.1007/BF00953617

upstream raw materials:

methanol

malonic acid dimethyl ester

methyl-malonic acid dimethylester

2-chlorodimethylmalonate

Downstream raw materials:

4,6-Dihydroxy-5,5-dimethoxy-cyclohexa-3,6-diene-1,2,3-tricarboxylic acid trimethyl ester

Refernces

• 1、 Elinson, M. N.,Fedukovich, S. K.,Nikishin, G. I.. "ELECTROCHEMICAL OXIDATION OF MALONIC ESTERS IN THE PRESENCE OF CATALYST CARRIERS - SALTS OF HYDRIODIC ACID". . p. 2285 - 2289. Retrieved 2007/10/02.