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2-Thiophenecarboxylic acid

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CAS:527-72-0
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2-Thiophenecarboxylic acid manufacturers

  • 2-Thiophenic acid
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  • $6.00 / 100g
  • 2024-11-01
  • CAS:527-72-0
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  • Purity: 0.98
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2-Thiophenecarboxylic acid Basic information
Product Name:2-Thiophenecarboxylic acid
Synonyms:2-Thenoic Acid 2-Thiophenic Acid Thiophene-2-carboxylic acid;LABOTEST-BB LT02016392;AKOS B022791;AKOS BBS-00003739;ALPHA-THENOIC ACID;2-THIOPHENIC ACID;2-THIOPHENECARBOXYLIC ACID;RARECHEM AL BO 0213
CAS:527-72-0
MF:C5H4O2S
MW:128.15
EINECS:208-423-4
Product Categories:Miscellaneous;Building Blocks;Heterocyclic Building Blocks;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Thiophene&Benzothiophene;Organic acids;Thiophenes;Building Blocks;C4 to C6;Chemical Synthesis;Heterocyclic Building Blocks;Heterocyclic Compounds
Mol File:527-72-0.mol
2-Thiophenecarboxylic acid Structure
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)
form solid
pka3.49(at 25℃)
color White to Off-White
Water Solubility 80 g/L (20 ºC)
Merck 14,9354
BRN 110150
InChIKeyQERYCTSHXKAMIS-UHFFFAOYSA-N
LogP1.570
CAS DataBase Reference527-72-0(CAS DataBase Reference)
NIST Chemistry Reference2-Thiophenecarboxylic acid(527-72-0)
EPA Substance Registry System2-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 Yes
HS Code 29349990
MSDS Information
ProviderLanguage
Thiophene-2-carboxylic acid English
SigmaAldrich English
ACROS English
ALFA English
2-Thiophenecarboxylic acid Usage And Synthesis
Chemical PropertiesThe substance is a light yellow crystal powder. It dissolves in hot water, ethanol, and ether, and is only slightly soluble in chloroform.
Uses2-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 MethodsThiophene 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.
DefinitionChEBI: 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.
ApplicationThe 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.
Synthesis Reference(s)The Journal of Organic Chemistry, 30, p. 3520, 1965 DOI: 10.1021/jo01021a055
Purification MethodsCrystallise 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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