2-Methylfumaric acid diethyl ester

Base Information

• Chemical Name: 2-Methylfumaric acid diethyl ester
• CAS No.: 2418-31-7
• Molecular Formula: C9H14O4
• Molecular Weight: 186.208
• Hs Code.: 2917190090
• Mol file: 2418-31-7.mol

Synonyms:(E)-2-Methyl-2-butenedioic acid diethyl ester;2-Methylfumaric acid diethyl ester;Diethyl mesaconate;Diethyl trans-1-propene-1,2-dicarboxylate

Chemical Property of 2-Methylfumaric acid diethyl ester

Chemical Property:

• Vapor Pressure: 0.042mmHg at 25°C
• Refractive Index: 1.4488 (estimate)
• Boiling Point: 238.642°C at 760 mmHg
• Flash Point: 110.11°C
• PSA: 52.60000
• Density: 1.049g/cm³
• LogP: 1.05890

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Methylfumaric acid diethyl ester

There total 11 articles about 2-Methylfumaric acid diethyl ester 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: 50.0%

glyoxylic acid ethyl ester (924-44-7) + monoethyl methylmalonate (2985-33-3) → (E)-2-methyl-but-2-enedioic acid diethyl ester (2418-31-7)

Guidance literature:

With morpholine; In toluene; for 17h; stereoselective reaction; Reflux; Green chemistry;

DOI:10.1021/acs.orglett.9b02291

Reference yield:

ethanol (64-17-5) + diethyl citraconate (691-83-8) + sodium ethanolate (141-52-6) + diethyl malonate (105-53-3) → diethylitaconate (2409-52-1) + butane-1,1,2,3-tetracarboxylic acid tetraethyl ester (7500-72-3) + diethyl 2,4-bis(ethoxycarbonyl)adipate (89317-80-6) + (E)-2-methyl-but-2-enedioic acid diethyl ester (2418-31-7)

Guidance literature:

at 80 ℃; Prod_.5:Cyclopentanon-⁽³⁾-tricarbonsaeure-(1.2.4)-triaethylester,Prod_.6:Cyclopentanon-⁽¹⁾-dicarbonsaeure-(2.3 oder 2.4)-diaethylester usw.;

Reference yield:

diethyl citraconate (691-83-8) + sodium ethanolate (141-52-6) → ethoxymethyl-succinic acid diethyl ester (27995-29-5) + diethylitaconate (2409-52-1) + (E)-2-methyl-but-2-enedioic acid diethyl ester (2418-31-7)

Guidance literature:

upstream raw materials:

ethoxymethyl-succinic acid diethyl ester

sodium ethanolate

ethanol

diethylitaconate

Downstream raw materials:

butane-1,1,2,3-tetracarboxylic acid tetraethyl ester

ethoxymethyl-succinic acid diethyl ester

diethyl citraconate

diethylitaconate

Refernces

• 1、 Harris, Roger L. N.,McFadden, Helen G.. "Acylphosphonates as Substrates for Wittig and Horner-Wittig Reactions. Unusual Stereoselectivity in the Synthesis of β-Phosphinoylacrylates". . p. 417 - 424. Retrieved 2007/10/02.