Dimethyl methylmalonate

Base Information

• Chemical Name: Dimethyl methylmalonate
• CAS No.: 609-02-9
• Molecular Formula: C6H10O4
• Molecular Weight: 146.143
• Hs Code.: 2917190090
• European Community (EC) Number: 210-173-6
• NSC Number: 143779
• UNII: ZG8ZA68IB3
• DSSTox Substance ID: DTXSID5060564
• Nikkaji Number: J45.105C
• Wikidata: Q63409509
• Mol file: 609-02-9.mol

Synonyms:Dimethyl methylmalonate;609-02-9;Dimethyl 2-methylmalonate;dimethyl 2-methylpropanedioate;Propanedioic acid, methyl-, dimethyl ester;Malonic acid, methyl-, dimethyl ester;1,3-dimethyl 2-methylpropanedioate;ZG8ZA68IB3;methylmalonic acid dimethyl ester;Propanedioic acid, 2-methyl-, 1,3-dimethyl ester;EINECS 210-173-6;MFCD00075185;NSC 143779;NSC-143779;Dimethyl2-methylmalonate;UNII-ZG8ZA68IB3;Dimethyl 2-methylmalonate #;2-Methylmalonic acid dimethyl;Dimethyl methylmalonate, 99%;SCHEMBL275280;DTXSID5060564;methyl-malonic acid dimethyl ester;2-methyl-malonic acid dimethyl ester;NSC143779;AKOS015960569;CS-W010994;2-methyl-propanedioic acid dimethyl ester;AS-50283;BP-12798;SY026360;FT-0743587;METHYLPROPANEDIOIC ACID DIMETHYL ESTER;EN300-97075;Propanedioic acid, 2-methyl-, dimethyl ester;O11726;A832944;Q63409509

Chemical Property of Dimethyl methylmalonate

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 0.2 mm Hg ( 20 °C)
• Melting Point: -46oC
• Refractive Index: n20/D 1.414(lit.)
• Boiling Point: 173.6 °C at 760 mmHg
• PKA: 13.08±0.46(Predicted)
• Flash Point: 76.1 °C
• PSA: 52.60000
• Density: 1.083 g/cm³
• LogP: -0.03150
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl 2-methylmalonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Dimethyl methylmalonate

There total 33 articles about Dimethyl methylmalonate 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: 94.79%

methanol (67-56-1) + 2-methylmalononitrile (3696-36-4) → methyl-malonic acid dimethylester (609-02-9)

Guidance literature:

With sulfuric acid; In toluene; at 110 - 120 ℃;

Reference yield: 85.0%

methanol (67-56-1) + methyl-propanedioic acid (516-05-2) → methyl-malonic acid dimethylester (609-02-9)

Guidance literature:

With hydrogenchloride; for 2h; Reflux;

Reference yield: 75.0%

malonic acid dimethyl ester (108-59-8) + methyl iodide (74-88-4) → methyl-malonic acid dimethylester (609-02-9)

Guidance literature:

With sodium methylate; In methanol; at 55 ℃; for 2.5h;

DOI:10.1021/jo00124a032

upstream raw materials:

methanol

sodium methylate

1,3-dimethyl-2,4-dioxo-cyclobutane-1,3-dicarboxylic acid dimethyl ester

dimethylsulfonioacetate

Downstream raw materials:

2-methyl-2-n-propylpropanedioic acid dimethyl ester

2-<1,1-Dimethoxycarbonyl-aethyl>-1,4-dinitro-1,4-diphenyl-but-2-en

ethylmethylpropanedioic acid dimethyl ester

dimethyl (2'-methyl-3'-oxocyclohexyl)methylmalonate

Refernces

• 1、 -. "FLOW CHEMISTRY SYNTHESIS OF ISOCYANATES". Paragraph 0175; 0185-0186; 0292-0294. . Retrieved 2021/06/22.
• 2、 Santra, Surojit,Maji, Ujjwal,Guin, Joyram. "Enantioselective α-Amination of Acyclic 1,3-Dicarbonyls Catalyzed by N-Heterocyclic Carbene". supporting information. p. 468 - 473. Retrieved 2020/02/04.