1H,3H-Thieno[3,4-c]furan-1,3-dione

Base Information

• Chemical Name: 1H,3H-Thieno[3,4-c]furan-1,3-dione
• CAS No.: 6007-85-8
• Molecular Formula: C6H2O3S
• Molecular Weight: 154.146
• Hs Code.: 2934999090
• European Community (EC) Number: 805-915-6
• NSC Number: 241105
• DSSTox Substance ID: DTXSID30311297
• Nikkaji Number: J2.090.997H
• Wikidata: Q72508394
• Mol file: 6007-85-8.mol

Synonyms:6007-85-8;thieno[3,4-c]furan-1,3-dione;1H,3H-Thieno[3,4-c]furan-1,3-dione;3,4-thiophenedicarboxylic anhydride;thiophene-3,4-dicarboxylic anhydride;MFCD27976700;thieno(3,4-c)furan-1,3-dione;1H,3H-Thieno(3,4-c)furan-1,3-dione;3,4-ThiophenedicarboxylicAnhydride;NSC241105;C6H2O3S;SCHEMBL632920;AMY7293;DTXSID30311297;3H-Thieno[3,4-c] furan-1,3-dione;NSC 241105;NSC-241105;AS-47230;SY106216;thiophene-3,4-dicarboxylic acid anhydride;CS-0157287;FT-0691049;T2897;EN300-106867;F12746

Chemical Property of 1H,3H-Thieno[3,4-c]furan-1,3-dione

Chemical Property:

• Vapor Pressure: 0.000772mmHg at 25°C
• Melting Point: 144.5-146.5℃ (toluene )
• Refractive Index: 1.662
• Boiling Point: 306.4 °C at 760 mmHg
• Flash Point: 139.1 °C
• PSA: 71.61000
• Density: 1.674 g/cm³
• LogP: 1.05870
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: slightly sol. in Toluene
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 153.97246510
• Heavy Atom Count: 10
• Complexity: 181

Purity/Quality:

99.0% ^*data from raw suppliers

3,4-Thiophenedicarboxylic Anhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C(=CS1)C(=O)OC2=O

Technology Process of 1H,3H-Thieno[3,4-c]furan-1,3-dione

There total 6 articles about 1H,3H-Thieno[3,4-c]furan-1,3-dione 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: 100.0%

thiophene-3,4-dicarboxylic acid (4282-29-5) → 1H,3H-thieno[3,4-c]furan-1,3-dione (6007-85-8)

Guidance literature:

With acetic anhydride; at 110 ℃;

DOI:10.1039/c7tc01999h

Reference yield:

3,4-dicyanothiophene (18853-32-2) → 1H,3H-thieno[3,4-c]furan-1,3-dione (6007-85-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / KOH / ethane-1,2-diol / Heating

2: 86 percent / Ac₂O / 140 °C

With potassium hydroxide; acetic anhydride; In ethylene glycol;

DOI:10.1021/ol048659n

Reference yield:

4-oxa-10-thia-tricyclo[5.2.1.02,6]deca-2(6),8-diene-3,5-dione → 1H,3H-thieno[3,4-c]furan-1,3-dione (6007-85-8)

Guidance literature:

under 0.00375 Torr; Pyrolysis;

DOI:10.1016/j.tet.2007.03.009

upstream raw materials:

thiophene-3,4-dicarboxylic acid

thiophene-2,3,4,5-tetracarboxylic acid

3,4-dicyanothiophene

Downstream raw materials:

4-(4-fluorobenzoyl)thiophene-3-carboxylic acid

4-(3-fluoro-3'-methoxy-biphenyl-4-ylcarbamoyl)-thiophene-3-carboxylic acid

5-octyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

1,3-dibromo-5-octylthieno[3,4-c]pyrrole-4,6-dione

Refernces

• 1、 Solanke, Parmeshwar,Achelle, Sylvain,Cabon, Nolwenn,Pytela, Old?ich,Barsella, Alberto,Caro, Bertrand,Robin-le Guen, Fran?oise,Podlesny, Jan,Klikar, Milan,Bure?, Filip. "Proaromatic pyranylidene chalcogen analogues and cyclopenta[c]thiophen-4,6-dione as electron donors and acceptor in efficient charge-transfer chromophores". . p. 129 - 138. Retrieved 2016.
• 2、 Kim, Yong Seol,Inui, Hiroshi,McMahon, Robert J.. "Ring opening of 2,5-didehydrothiophene: Matrix photochemistry of C 4H2S isomers". . p. 9602 - 9608. Retrieved 2006.
• 3、 Baran, Phil S.,Carlson, Ethan,Edwards, Jacob T.,Hayashi, Kyohei,Kawamata, Yu,Saito, Masato,Shaji, Shobin,Simmons, Bryan J.,Waldmann, Dirk,Zapf, Christoph W.. "Chemoselective Electrosynthesis Using Rapid Alternating Polarity". supporting information. p. 16580 - 16588. Retrieved 2021/10/20.
• 4、 -. "PDE4 INHIBITORS, PHARMACEUTICAL COMPOSITIONS, AND THERAPEUTIC APPLICATIONS". Paragraph 0235. . Retrieved 2021/06/22.