Triethyl furan-2,3,4-tricarboxylate

Base Information

• Chemical Name: Triethyl furan-2,3,4-tricarboxylate
• CAS No.: 7251-41-4
• Molecular Formula: C₁₃H₁₆O₇
• Molecular Weight: 284.266
• NSC Number: 66195
• DSSTox Substance ID: DTXSID50290030
• Nikkaji Number: J308.094C
• Wikidata: Q82027605
• ChEMBL ID: CHEMBL1884943
• Mol file: 7251-41-4.mol

Synonyms:triethyl furan-2,3,4-tricarboxylate;7251-41-4;MLS002693556;NSC66195;2,3,4-Furantricarboxylic acid triethyl ester;CHEMBL1884943;DTXSID50290030;HMS3085L18;triethyl 2,3,4-furantricarboxylate;NSC-66195;AKOS024323762;SMR001559506

Chemical Property of Triethyl furan-2,3,4-tricarboxylate

Chemical Property:

• Vapor Pressure: 0.000144mmHg at 25°C
• Boiling Point: 332.7°C at 760 mmHg
• Flash Point: 155°C
• PSA: 92.04000
• Density: 1.207g/cm³
• LogP: 1.80970
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 284.08960285
• Heavy Atom Count: 20
• Complexity: 366

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=COC(=C1C(=O)OCC)C(=O)OCC

Technology Process of Triethyl furan-2,3,4-tricarboxylate

There total 5 articles about Triethyl furan-2,3,4-tricarboxylate 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: 80.0%

ethyl Bromopyruvate (70-23-5) + acetylenedicarboxylic acid diethyl ester (762-21-0) → triethyl furan-2,3,4-tricarboxylate (7251-41-4)

Guidance literature:

ethyl Bromopyruvate; With 1,4-diaza-bicyclo[2.2.2]octane; In diethyl ether; water; at 20 ℃; for 0.5h; Green chemistry;

acetylenedicarboxylic acid diethyl ester; With potassium carbonate; In diethyl ether; water; at 20 ℃; for 1h; regioselective reaction; Green chemistry;

DOI:10.1007/s10593-015-1778-2

Reference yield: 78.0%

2-ethyl 3,4-diethyl 4-bromo-4,5-dihydro-2,3,4-furantricarboxylate (1134970-83-4) → triethyl furan-2,3,4-tricarboxylate (7251-41-4)

Guidance literature:

With dmap; In dichloromethane; for 12h;

DOI:10.1007/s00706-008-0858-8

Reference yield:

→ triethyl furan-2,3,4-tricarboxylate (7251-41-4)

Guidance literature:

With sulfuric acid;

DOI:10.1021/jo01375a017 DOI:10.1002/hlca.19330160138

upstream raw materials:

2-ethyl 3,4-diethyl 4-bromo-4,5-dihydro-2,3,4-furantricarboxylate

ethyl Bromopyruvate

acetylenedicarboxylic acid diethyl ester

Refernces

• 1、 Yavari, Issa,Hossaini, Zinatossadat,Sabbaghan, Maryam. "Efficient synthesis of 2,3,4-trisubstituted furans from the reaction of activated acetylenes with ethyl bromopyruvate in the presence of enaminones". experimental part. p. 945 - 948. Retrieved 2009/09/28.