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| | Thiophene-3,4-dicarboxylic acid Basic information |
| Product Name: | Thiophene-3,4-dicarboxylic acid | | Synonyms: | 3,4-THIOPHENEDICARBOXYLIC ACID;THIOPHENE-3,4-DICARBOXYLIC ACID;3,4-Thiophenedicarboxylic acid,97%;3,4-Dicarboxythiophene;3,4-Thiophenedicarboxylic acid ,98%;THIOPHENE-3,4-DICARBOXYLATE;100G,500G,1KG,10KG;THIOPHENE-3,4-DICARBOXY | | CAS: | 4282-29-5 | | MF: | C6H4O4S | | MW: | 172.16 | | EINECS: | | | Product Categories: | Building Blocks;Carboxy;Thiophene;API intermediates;Acids and Derivatives;Heterocycles | | Mol File: | 4282-29-5.mol |  |
| | Thiophene-3,4-dicarboxylic acid Chemical Properties |
| Melting point | 227-231 °C | | Boiling point | 272.46°C (rough estimate) | | density | 1.473 (estimate) | | refractive index | 1.5500 (estimate) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | form | Crystalline Powder | | pka | 3.36±0.20(Predicted) | | color | Yellow to beige-pinkish or light brown | | λmax | 240nm(H2O)(lit.) | | InChI | InChI=1S/C6H4O4S/c7-5(8)3-1-11-2-4(3)6(9)10/h1-2H,(H,7,8)(H,9,10) | | InChIKey | ZWWLLYJRPKYTDF-UHFFFAOYSA-N | | SMILES | C1SC=C(C(O)=O)C=1C(O)=O |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 24/25 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29349990 | | Storage Class | 11 - Combustible Solids |
| Provider | Language |
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ACROS
| English |
| | Thiophene-3,4-dicarboxylic acid Usage And Synthesis |
| Chemical Properties | yellow to beige-pinkish or light brown crystalline | | Uses | Thiophene-3,4-dicarboxylic Acid is used in preparation of dibromo thienofuran dione. | | Uses | Synthetic precursor for organic electronics materials. | | Synthesis | Thiophene-3,4-dicarbonitrile (13.4 g, 100 mmol) and KOH (56.1 g, 1 mol) were dissolved in ethylene glycol (167 ml), and heated under stirring overnight. The solution was cooled, put into distilled water, and washed with diethyl ether. The aqueous layer was oxidized with saturated hydrochloric acid, and organic materials were extracted with ethyl acetate. The organic layer was dried over MgSO and the4, solvent was evaporated Then, recrystallization was performed in distilled water to obtain thiophene-3,4-dicarboxylic acid (15.2 g, 88percent). | | References | [1] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1993, # 9, p. 1589 - 1596
[2] Patent: WO2008/127029, 2008, A1. Location in patent: Page/Page column 18
[3] Patent: US2010/99840, 2010, A1
[4] Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 1103 - 1108
[5] Journal of the American Chemical Society, 2012, vol. 134, # 46, p. 19035 - 19042 |
| | Thiophene-3,4-dicarboxylic acid Preparation Products And Raw materials |
| Raw materials | N,N-Dimethylformamide-->Ferric chloride-->Copper(I) Cyanide-->3,4-Dibromothiophene-->2-Butenedioic acid, 2,3-dimethyl-, dimethyl ester, (2Z)--->diethyl 2-(diethoxymethyl)butanedioate-->2-(Diethoxymethyl)-3-formylbutanedioic acid diethyl ester-->3,4-Diiodothiophene-->3,4-Thiophenedicarboxylic acid, diMethyl ester-->DIETHYL FORMYLSUCCINATE-->2,3-Dimethylmaleic anhydride-->3,4-DICYANOTHIOPHENE,-->3,4-Thiophenedicarboxylic acid, diethyl ester-->3,4-Thiophenedicarboxylic acid, 2,5-dihydro-, dimethyl ester-->Carbon dioxide | | Preparation Products | 1,3-Dibromo-5-octyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione-->4-BROMOTHIOPHENE-3-CARBOXYLIC ACID |
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