Dimethyl ethylmalonate

Base Information

• Chemical Name: Dimethyl ethylmalonate
• CAS No.: 26717-67-9
• Molecular Formula: C7H12O4
• Molecular Weight: 160.17
• Hs Code.: 2917190090
• European Community (EC) Number: 247-914-8
• UNII: 5WVV6D2TKP
• DSSTox Substance ID: DTXSID70181214
• Nikkaji Number: J142.922A
• Wikidata: Q72470400
• Mol file: 26717-67-9.mol

Synonyms:Dimethyl ethylmalonate;26717-67-9;Dimethyl 2-ethylmalonate;dimethyl 2-ethylpropanedioate;Propanedioic acid, ethyl-, dimethyl ester;dimethylethylmalonate;Malonic acid, ethyl-, dimethyl ester;2-ethyl-propanedioic acid dimethyl ester;1,3-dimethyl 2-ethylpropanedioate;EINECS 247-914-8;Dimethyl ethyl malonate;5WVV6D2TKP;Dimethyl 2-ethylmalonate #;SCHEMBL2097237;Ethylmalonic acid dimethyl ester;DTXSID70181214;Dimethyl ethylmalonate, >=97.0%;MFCD00042839;AKOS006230754;AB10374;BS-48952;CS-0204711;FT-0659550;EN300-213081;A818565;Propanedioic acid, 2-ethyl-, 1,3-dimethyl ester;J-016525

Chemical Property of Dimethyl ethylmalonate

Chemical Property:

• Vapor Pressure: 0.581mmHg at 25°C
• Refractive Index: n20/D 1.418
• Boiling Point: 189.1 °C at 760 mmHg
• PKA: 13.12±0.46(Predicted)
• Flash Point: 84.3 °C
• PSA: 52.60000
• Density: 1.058 g/cm³
• LogP: 0.35860
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 160.07355886
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl2-Ethylmalonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C(=O)OC)C(=O)OC
• Uses: Dimethyl 2-Ethylmalonate is a useful chemical in organic synthesis.

Technology Process of Dimethyl ethylmalonate

There total 21 articles about Dimethyl ethylmalonate 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: 92.0%

dimethyl 1,1-cyclopropanedicarboxylate (6914-71-2,151444-20-1) → dimethyl ethylmalonate (26717-67-9)

Guidance literature:

With samarium diiodide; tris(dibenzoylmethano)iron(III); tert-butyl alcohol; In tetrahydrofuran; for 0.166667h; Ambient temperature;

DOI:10.1016/0040-4039(94)80123-1

Reference yield: 79.0%

ethyl iodide (75-03-6) → dimethyl ethylmalonate (26717-67-9)

Guidance literature:

With sodium; In methanol; Heating;

DOI:10.1016/0040-4020(80)80061-5

Reference yield: 78.0%

methanol (67-56-1) + dimethyl ethylidenemalonate (17041-60-0) → dimethyl ethylmalonate (26717-67-9) + dimethyl 2-(2,2-dimethoxyethyl)-1,3-propanedioate (51534-81-7) + 3,4-dimethyl-cyclobutane-1,1,2,2-tetracarboxylic acid tetramethyl ester

Guidance literature:

With sodium iodide; at 60 ℃; 2.0 F/mol of the electricity;

DOI:10.1016/S0040-4020(98)00912-0

upstream raw materials:

ethyl iodide

malonic acid dimethyl ester

methanol

ethylmalonic acid

Downstream raw materials:

2-Ethyl-2-(3-hydroxy-5,5-dimethyl-cyclohex-1-enylmethyl)-malonic acid dimethyl ester

5-ethyl-5-(2-hydroxy-ethyl)-barbituric acid

2-Methylbutanoic acid

2-methylenebutyric acid

Refernces

• 1、 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.
• 2、 Brenna, Elisabetta,Cannavale, Flavia,Crotti, Michele,De Vitis, Valerio,Gatti, Francesco G.,Migliazza, Gaia,Molinari, Francesco,Parmeggiani, Fabio,Romano, Diego,Santangelo, Sara. "Synthesis of Enantiomerically Enriched 2-Hydroxymethylalkanoic Acids by Oxidative Desymmetrisation of Achiral 1,3-Diols Mediated by Acetobacter aceti". . p. 3796 - 3803. Retrieved 2016/12/24.