Diethyl furan-2,3-dicarboxylate

Base Information

• Chemical Name: Diethyl furan-2,3-dicarboxylate
• CAS No.: 80047-41-2
• Molecular Formula: C₁₀H₁₂O₅
• Molecular Weight: 212.202
• DSSTox Substance ID: DTXSID20507384
• Nikkaji Number: J331.914H
• Wikidata: Q82363580
• Mol file: 80047-41-2.mol

Synonyms:Diethyl furan-2,3-dicarboxylate;80047-41-2;diethyl 2,3-furan dicarboxylate;SCHEMBL17223287;DTXSID20507384

Chemical Property of Diethyl furan-2,3-dicarboxylate

Chemical Property:

• Boiling Point: 103-105 °C(Press: 3 Torr)
• PSA: 65.74000
• Density: 1.172±0.06 g/cm3(Predicted)
• LogP: 1.63300
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 212.06847348
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

diethylfuran-2,3-dicarboxylate 95%-98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(OC=C1)C(=O)OCC

Technology Process of Diethyl furan-2,3-dicarboxylate

There total 5 articles about Diethyl furan-2,3-dicarboxylate 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: 83.0%

oxalic acid 3-ethoxycarbonyl-prop-2-ynyl ester ethyl ester → 2,3-dicarbethoxyfuran (80047-41-2)

Guidance literature:

With triphenylphosphine; In ethyl acetate; at 110 ℃;

DOI:10.1021/ja049377l

Reference yield: 42.0%

diethyl 5-n-butoxy-4,5-dihydrofuran-2,3-dicarboxylate (128780-06-3) → 2,3-dicarbethoxyfuran (80047-41-2)

Guidance literature:

With sulfuric acid; In tetrachloromethane; for 0.25h; Heating;

DOI:10.1021/jo00303a048

Reference yield:

diethyl 3-diazo-2-oxosuccinate (70609-31-3) → 2,3-dicarbethoxyfuran (80047-41-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / dirhodium tetraacetate / 0.75 h / Heating

2: 42 percent / conc. H₂SO₄ / CCl₄ / 0.25 h / Heating

With sulfuric acid; dirhodium tetraacetate; In tetrachloromethane;

DOI:10.1021/jo00303a048

upstream raw materials:

furan-2,3-dicarboxylic acid

ethanol

diethyl 5-n-butoxy-4,5-dihydrofuran-2,3-dicarboxylate

ethyl 4-methyloxazole-5-carboxylate

Refernces

• 1、 Wenkert, Ernest,Ananthanarayan, T. P.,Ferreira, Vitor F.,Hoffmann, Michael G.,Kim, HongSeok. "Simple Syntheses of β-Furoic Esters and γ-Pyrones". . p. 4975 - 4976. Retrieved 2007/10/02.