Monoethyl Fumaric Acid

Base Information

• Chemical Name: Monoethyl Fumaric Acid
• CAS No.: 5469-25-0
• Molecular Formula: C6H8 O4
• Molecular Weight: 144.127
• NSC Number: 25305
• Mol file: 5469-25-0.mol

Synonyms:2-ethylbut-2-enedioic acid;Athylfumarsaure;13074-60-7;NSC25305;2-Ethylfumaric acid;Monoethyl Fumaric Acid;2-ethylbut-2-enedioicacid;SCHEMBL106219;NSC-25305;AKOS006377021;(2E)-2-ETHYLBUT-2-ENEDIOIC ACID;EN300-7640590

Chemical Property of Monoethyl Fumaric Acid

Chemical Property:

• Vapor Pressure: 2.12E-05mmHg at 25°C
• Boiling Point: 503.3°Cat760mmHg
• Flash Point: 258.2°C
• Density: 1.456g/cm³
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 144.04225873
• Heavy Atom Count: 10
• Complexity: 180

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=CC(=O)O)C(=O)O
• Isomeric SMILES: CC/C(=C\C(=O)O)/C(=O)O

Technology Process of Monoethyl Fumaric Acid

There total 16 articles about Monoethyl Fumaric Acid 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: 90.6%

monoethylmaleic acid (13074-60-7) → ethylfumaric acid (5469-25-0)

Guidance literature:

Irradiation;

DOI:10.1016/S0040-4020(01)85677-5

Reference yield: 81.0%

diethyl 2-ethylidenesuccinate (141331-33-1) → ethylfumaric acid (5469-25-0)

Guidance literature:

diethyl 2-ethylidenesuccinate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; Heating;

With hydrogenchloride; for 3h; Heating;

DOI:10.1002/ejoc.200300410

Reference yield: 65.0%

ethyl 2-ethyl-3-oxobutanoate (607-97-6) → ethylfumaric acid (5469-25-0)

Guidance literature:

With sodium hydroxide; bromine;

DOI:10.1039/c39870001371

upstream raw materials:

2-ethyl-3-hydroxy-succinic acid

(2S,3R)-3-ethylmalic acid

ethyl 2-ethyl-3-oxobutanoate

diethoxyphosphoryl-acetic acid ethyl ester

Downstream raw materials:

2-Oxobutyric acid

monoethylsuccinic acid

(2S,3S)-3-ethylaspartic acid

formic acid