(E)-2-Pentenedioic acid diethyl ester

Base Information

• Chemical Name: (E)-2-Pentenedioic acid diethyl ester
• CAS No.: 73178-43-5
• Molecular Formula: C9H14O4
• Molecular Weight: 186.208
• Mol file: 73178-43-5.mol

Synonyms:2-Pentenedioic acid, diethyl ester, (E)-;trans-diethyl glutaconate;diethyl 2-pentenedioate;diethyl (E)-glutaconate;(E)-diethyl pent-2-ene-dioate;diethyl glutaconate;(E)-diethyl glutaconate;

Chemical Property of (E)-2-Pentenedioic acid diethyl ester

Chemical Property:

• Refractive Index: 1.4411 (estimate)
• Boiling Point: 237°C (estimate)
• PSA: 52.60000
• Density: 1.0496
• LogP: 1.05890

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-2-Pentenedioic acid diethyl ester

There total 21 articles about (E)-2-Pentenedioic 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: 90.0%

ethanol (64-17-5) + glutaconic acid (628-48-8) → (E)-diethyl glutaconate (73178-43-5)

Guidance literature:

sulfuric acid; for 12h; Heating / reflux;

Reference yield:

diazoacetic acid ethyl ester (623-73-4) + ethyl acrylate (140-88-5,9003-32-1) → (Z)-diethyl pent-2-enedioate (73192-75-3) + (E)-diethyl glutaconate (73178-43-5) + diethyl (cis,trans)-1,2-cyclopropanedicarboxylate (20561-09-5)

Guidance literature:

molybdenum hexacarbonyl; at 65 ℃; Yield given. Further byproducts given. Yields of byproduct given;

DOI:10.1021/jo01296a047

Reference yield:

diethyl 3-hydroxyglutarate (32328-03-3) → (E)-diethyl glutaconate (73178-43-5)

Guidance literature:

With pyridine; thionyl chloride;

DOI:10.1039/jr9320002666 DOI:10.1021/ja01208a509

upstream raw materials:

diethyl 3-hydroxyglutarate

sodium cyanoacetic acid ethyl ester

ethanol

glutaconic acid

Downstream raw materials:

4-phenylhydrazono-pentenedioic acid

Refernces

• 1、 Tsuji et al.. "". . p. 4491. Retrieved 1964.
• 2、 Liu, Jie,Liu, Qiang,Franke, Robert,Jackstell, Ralf,Beller, Matthias. "Ligand-Controlled Palladium-Catalyzed Alkoxycarbonylation of Allenes: Regioselective Synthesis of α,β- and β,γ-Unsaturated Esters". supporting information. p. 8556 - 8563. Retrieved 2015/07/15.
• 3、 -. "NOVEL CHROMEN-2-ONE BASED HYDROXAMIC ACID DERIVATIVES HAVING ANTI-INFLAMMATORY ACTIVITY, THE PREPARATION THEREOF AND A COMPOSITION CONTAINING THE SAME FOR TREATING INFLAMMATORY DISEASE". Page/Page column 87. . Retrieved 2010/11/25.