Introduction：Basic information about 2-Thiophenecarboxylic acid CAS 527-72-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2-Thiophenecarboxylic acid Basic information
| Product Name: | 2-Thiophenecarboxylic acid |
| Synonyms: | 2-Thenoic Acid2-Thiophenic Acid Thiophene-2-carboxylic acid;LABOTEST-BB LT02016392;AKOS B022791;AKOS BBS-00003739;ALPHA-THENOIC ACID;2-THENOIC ACID;2-THIOPHENIC ACID;2-THIOPHENECARBOXYLIC ACID |
| CAS: | 527-72-0 |
| MF: | C5H4O2S |
| MW: | 128.15 |
| EINECS: | 208-423-4 |
| Product Categories: | Building Blocks;C4 to C6;Heterocyclic Compounds;Miscellaneous;Chemical Synthesis;Heterocyclic Building Blocks;Thiophenes;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Thiophene&Benzothiophene;Organic acids;Building Blocks;Heterocyclic Building Blocks;DCP |
| Mol File: | 527-72-0.mol |
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2-Thiophenecarboxylic acid Chemical Properties
| Melting point | 125-127 °C(lit.) |
| Boiling point | 260 °C(lit.) |
| density | 1.42 |
| refractive index | 1.5160 (estimate) |
| Fp | 259-261°C |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Acetone (Slightly), Chloroform (Slightly) |
| pka | 3.49(at 25℃) |
| form | solid |
| color | White to Off-White |
| Water Solubility | 80 g/L (20 ºC) |
| Merck | 14,9354 |
| BRN | 110150 |
| InChI | 1S/C5H4O2S/c6-5(7)4-2-1-3-8-4/h1-3H,(H,6,7) |
| InChIKey | QERYCTSHXKAMIS-UHFFFAOYSA-N |
| SMILES | OC(=O)c1cccs1 |
| LogP | 1.570 |
| CAS DataBase Reference | 527-72-0(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Thiophenecarboxylic acid(527-72-0) |
| EPA Substance Registry System | 2-Thiophenecarboxylic acid (527-72-0) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36-37/39 |
| WGK Germany | 3 |
| RTECS | XM8330200 |
| Hazard Note | Irritant |
| TSCA | TSCA listed |
| HS Code | 29349990 |
| Storage Class | 11 - Combustible Solids |
2-Thiophenecarboxylic acid Usage And Synthesis
| Chemical Properties | The substance is a light yellow crystal powder. It dissolves in hot water, ethanol, and ether, and is only slightly soluble in chloroform. |
| Uses | 2-Thenoic Acid, is a sulfur-containing heterocyclic compound, used in the synthesis of pharmaceutical and biologically active compounds. It is also shown to be utilized by presumptive Rhodococcus bacterium in soil, as a sole source of carbon. |
| Production Methods | Thiophene 2-Carboxylic Acid, T2CA, is prepared via oxidation of 2-acetylthiophene using hypochlorite, because oxidation of alkylthiophenes leads to general breakdown of the thiophene ring. |
| Application | The sodium salt of 2-Thiophenecarboxylic acid(T2CA) is used to treat influenza (trophires). Other salts, e.g., the Li salt, have minor medicinal uses and the free acid is a mucolytic. A US Patent describes the use of the Na salt as a lubricating oil thickener.?Suprofen, a nonsteroidal anti-inflammatory (NSAI), and tienilic acid (ticrynafen), a potent diuretic, were both very large prospective markets for T2CA or its acid chloride, but were almost completely withdrawn in the 1980s. Sanofi Aventis'NSAI tiaprofenic acid was comparatively successful in this market, but although it is still marketed it has subsequently been superceded by alternative products.The 5-nitro derivative of T2CA is used to produce nifurzide, an intestinal antibacterial.Pfizer's anti-inflammatory tenidap is a developing drug which uses the acid chloride of T2CA as the starting intermediate. |
| Definition | ChEBI: Thiophene-2-carboxylic acid is a thiophenecarboxylic acid in which the carboxy group is located at position 2. It is a conjugate acid of a thiophene-2-carboxylate. |
| Synthesis Reference(s) | The Journal of Organic Chemistry, 30, p. 3520, 1965 DOI: 10.1021/jo01021a055 |
| Purification Methods | Crystallise the acid from water and dry it in a vacuum. The amide has m 181o(from H2O) and pK2 5 10.54(50% aqueous dioxane). [Beilstein 18 H 289, 18 I 438, 18 II 269, 18 III/IV 4011, 18/6 V 158.] |
2-Thiophenecarboxylic acid Preparation Products And Raw materials
| Raw materials | 2-Bromothiophene-->Carbon dioxide |
| Preparation Products | 3-(THIOPHEN-2-YL)ISOXAZOL-5-AMINE-->3-BROMOTHIOPHENE-2-CARBOXAMIDE-->7-DIETHYLAMINO-3-THENOYLCOUMARIN-->BIS(2-THIENYL) KETONE-->5-BROMOTHIOPHENE-2-CARBONITRILE-->2-THIOPHENAMINE-->5-TERT-BUTYL-THIOPHENE-2-CARBOXYLIC ACID-->5-Nitrothiophene-2-carboxylic acid-->2-(Chloromethyl)thiophene-->5-Bromo-2-thiophenecarboxylic acid-->2-THIOPHENECARBOXYLIC ACID SODIUM SALT-->CIS-3-PENTEN-1-OL-->Methyl 4,5-dichlorothiophene-2-carboxylate-->2-Thiophenemethanethiol-->5-Amino-thiophene-2-carboxylic acid methyl ester-->TRANS-2-PENTEN-1-OL |
