Thiophene-3,4-dicarboxylic acid

Base Information

• Chemical Name: Thiophene-3,4-dicarboxylic acid
• CAS No.: 4282-29-5
• Molecular Formula: C6H4O4S
• Molecular Weight: 172.161
• Hs Code.: 29349990
• European Community (EC) Number: 808-190-4
• NSC Number: 672208,81793
• UNII: J7P9TPY3Y5
• DSSTox Substance ID: DTXSID30292335
• Nikkaji Number: J802.996B
• Wikidata: Q72508845
• Mol file: 4282-29-5.mol

Synonyms:Thiophene-3,4-dicarboxylic acid;4282-29-5;3,4-Thiophenedicarboxylic acid;MFCD00067079;J7P9TPY3Y5;NSC-81793;NSC672208;NSC-672208;UNII-J7P9TPY3Y5;SCHEMBL68448;Thiophene-3,4dicarboxylic acid;DTXSID30292335;BCP03909;NSC81793;AM9914;BBL101552;CCG-40467;NSC 81793;STL555348;AKOS000282577;AB02724;AC-2780;CS-W002309;Thiophene-3 pound not4-dicarboxylic acid;DS-13381;SY002890;3,4-Thiophenedicarboxylic acid, AldrichCPR;FT-0635203;T2280;EN300-98508;A22264;J-524962

Chemical Property of Thiophene-3,4-dicarboxylic acid

Chemical Property:

• Appearance/Colour: yellow to beige-pinkish or light brown crystalline
• Vapor Pressure: 2.57E-07mmHg at 25°C
• Melting Point: 227-231 °C
• Refractive Index: 1.662
• Boiling Point: 405.9 °C at 760 mmHg
• PKA: 3.36±0.20(Predicted)
• Flash Point: 199.3 °C
• PSA: 102.84000
• Density: 1.655 g/cm³
• LogP: 1.14450
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 171.98302978
• Heavy Atom Count: 11
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

Thiophene-3,4-dicarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CS1)C(=O)O)C(=O)O
• Uses: Thiophene-3,4-dicarboxylic Acid is used in preparation of dibromo thienofuran dione. Synthetic precursor for organic electronics materials.

Technology Process of Thiophene-3,4-dicarboxylic acid

There total 17 articles about Thiophene-3,4-dicarboxylic acid 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%

3,4-dicyanothiophene (18853-32-2) → thiophene-3,4-dicarboxylic acid (4282-29-5)

Guidance literature:

With potassium hydroxide; In ethylene glycol; for 4h; Heating;

Reference yield: 90.0%

3-ethyl 4-methyl thiophene-3,4-dicarboxylate → thiophene-3,4-dicarboxylic acid (4282-29-5)

Guidance literature:

With triethylamine; at 80 ℃; Reagent/catalyst;

Reference yield: 80.0%

dimethyl thiophene-3,4-dicarboxylate (4282-35-3) → thiophene-3,4-dicarboxylic acid (4282-29-5)

Guidance literature:

With sodium hydroxide; In water; at 80 ℃;

DOI:10.1016/j.tetlet.2016.04.114

upstream raw materials:

3,4-diiodothiophene

diethyl 2-formyl-3-(diethoxymethyl)succinate

3,4-dicyanothiophene

3,4-thiophenedicarboxylic acid monomethyl ester

Downstream raw materials:

dimethyl thiophene-3,4-dicarboxylate

diethyl thiophene-3,4-dicarboxylate

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

thiophene-3,4-dicarboxylic acid chloride

Refernces

• 1、 Zhu,Wang. "Solvent evaporation synthesis and crystal structure of tetra(thiophene-3,4-dicarboxylate)tetrahydrate". . p. 1547 - 1548. Retrieved 2015.
• 2、 -. "Preparation process 2-5 - thiophene dicarboxylic acid". Paragraph 0030-0031; 0036-0038; 0043-0045; 0050-0051. . Retrieved 2021/12/07.
• 3、 Kadam, Vinay S.,Patel, Arun L.,Zade, Sanjio S.. "Single precursor for the synthesis of donor and acceptor units of the low band gap polymers: Synthesis of benzodithiophene and thienopyrroledione from maleic anhydride". . p. 2608 - 2611. Retrieved 2016/06/01.