Diethyl thiophene-2,5-dicarboxylate

Base Information

• Chemical Name: Diethyl thiophene-2,5-dicarboxylate
• CAS No.: 61755-85-9
• Molecular Formula: C10H12O4S
• Molecular Weight: 228.269
• DSSTox Substance ID: DTXSID601282702
• Nikkaji Number: J2.019.185F
• Mol file: 61755-85-9.mol

Synonyms:diethyl thiophene-2,5-dicarboxylate;61755-85-9;2,5-DIETHYL THIOPHENE-2,5-DICARBOXYLATE;Diethyl 2,5-thiophenedicarboxylate;2,5-Thiophenedicarboxylic acid, diethyl ester;SCHEMBL7018973;FOLYMTHZDUYMGS-UHFFFAOYSA-N;diethylthiophene-2,5-dicarboxylate;DTXSID601282702;MFCD00454258;AKOS015998468;AT39706;2,5-Diethyl 2,5-thiophenedicarboxylate;LS-08941;CS-0322808

Chemical Property of Diethyl thiophene-2,5-dicarboxylate

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 228.04563003
• Heavy Atom Count: 15
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

Diethyl thiophene-2,5-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(S1)C(=O)OCC

Technology Process of Diethyl thiophene-2,5-dicarboxylate

There total 2 articles about Diethyl thiophene-2,5-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: 78.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + tetrachloromethane (56-23-5) + ethanol (64-17-5) → Ethyl thiophene-2-carboxylate (2810-04-0) + 2,5‐diethyl thiophene‐2,5‐dicarboxylate (61755-85-9)

Guidance literature:

With iron(III)-acetylacetonate; at 140 ℃; for 6h; Inert atmosphere; Autoclave;

DOI:10.1134/S0965544108060121

Reference yield: 63.0%

2,5-dibromothiophen (3141-27-3) + diethyl dicarbonate (1609-47-8) → ethyl 5-bromothiophene-2-carboxylate (5751-83-7) + 2,5‐diethyl thiophene‐2,5‐dicarboxylate (61755-85-9)

Guidance literature:

2,5-dibromothiophen; With magnesium; ethylene dibromide; In tetrahydrofuran; for 1.5h; sonification;

diethyl dicarbonate; With aluminium trichloride; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1055/s-2004-815944

Reference yield: 70.0%

2,5‐diethyl thiophene‐2,5‐dicarboxylate (61755-85-9) → Thiophene-2,5-dicarboxylic acid (4282-31-9)

Guidance literature:

With potassium hydroxide; In ethanol; for 2h; Heating;

DOI:10.1055/s-2004-815944

upstream raw materials:

2,5-dibromothiophen

diethyl dicarbonate

thiophene

tetrachloromethane

Downstream raw materials:

Thiophene-2,5-dicarboxylic acid

5-carbethoxythiophene-2-carboxylic acid

thiophene-2,5-dicarbonyl dichloride

di-(hydroxymethyl)-2,5 thiophene

Refernces

• 1、 Lee, Adam Shih-Yuan,Wu, Chih-Chiang,Lin, Li-Shin,Hsu, Hsiu-Fu. "A simple and facile carboxylation method and its application for synthesis of liquid crystals". . p. 568 - 572. Retrieved 2007/10/03.