| Identification | More | [Name]
2-Thiophenecarboxylic acid | [CAS]
527-72-0 | [Synonyms]
2-THENOIC ACID
2-THIOPHENECARBOXYLIC ACID
2-THIOPHENIC ACID
AKOS B022791
AKOS BBS-00003739
ALPHA-THENOIC ACID
LABOTEST-BB LT02016392
RARECHEM AL BO 0213
THENOIC ACID
THIOPHENE-2-CARBOXYLIC ACID
TIMTEC-BB SBB004241
2-Carboxythiophene
2-TCA
2-thienylcarboxylicacid
alpha-Thiophenecarboxylic acid
alpha-thiophenecarboxylicacid
thiophene-2-carboxylate
α-thiophenecarboxylicacid
2-Thiophenecaroxylic Acid
Thiophen-2-carboxylic acid | [EINECS(EC#)]
208-423-4 | [Molecular Formula]
C5H4O2S | [MDL Number]
MFCD00005437 | [Molecular Weight]
128.15 | [MOL File]
527-72-0.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [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) | [form ]
solid | [pka]
3.49(at 25℃) | [color ]
White to Off-White | [Water Solubility ]
80 g/L (20 ºC) | [Detection Methods]
HPLC,NMR | [Merck ]
14,9354 | [BRN ]
110150 | [InChIKey]
QERYCTSHXKAMIS-UHFFFAOYSA-N | [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]
527-72-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
XM8330200
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29349900 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [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. | [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: A thiophenecarboxylic acid in which the carboxy group is located at position 2. | [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. | [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.] |
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