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2-Thiophenecarboxylic acid

CAS No.
527-72-0
Chemical Name:
2-Thiophenecarboxylic acid
Synonyms
THIOPHENE-2-CARBOXYLIC ACID;thiophene-2-carboxylate;2-THENOIC ACID;2-TCA;THENOIC ACID;AKOS B022791;2-Thenoesure;2-THIOPHENIC ACID;AKOS BBS-00003739;2-Carboxythiophene
CBNumber:
CB1778926
Molecular Formula:
C5H4O2S
Molecular Weight:
128.15
MDL Number:
MFCD00005437
MOL File:
527-72-0.mol
MSDS File:
SDS
Last updated:2024-12-18 14:07:02

2-Thiophenecarboxylic acid Properties

Melting point 125-127 °C(lit.)
Boiling point 260 °C(lit.)
Density 1.42
refractive index 1.5160 (estimate)
Flash point 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)
Merck 14,9354
BRN 110150
InChIKey QERYCTSHXKAMIS-UHFFFAOYSA-N
LogP 1.570
CAS DataBase Reference 527-72-0(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 3FD00JX53J
NIST Chemistry Reference 2-Thiophenecarboxylic acid(527-72-0)
EPA Substance Registry System 2-Thiophenecarboxylic acid (527-72-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
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
NFPA 704
0
2 0

2-Thiophenecarboxylic acid price More Price(45)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T32603 2-Thiophenecarboxylic acid ReagentPlus , 99% 527-72-0 25g $38.5 2024-03-01 Buy
Sigma-Aldrich T32603 2-Thiophenecarboxylic acid ReagentPlus , 99% 527-72-0 100g $81.6 2024-03-01 Buy
TCI Chemical T0218 2-Thiophenecarboxylic Acid >98.0%(T) 527-72-0 25g $53 2024-03-01 Buy
TCI Chemical T0218 2-Thiophenecarboxylic Acid >98.0%(T) 527-72-0 100g $159 2024-03-01 Buy
Alfa Aesar A12514 Thiophene-2-carboxylic acid, 99% 527-72-0 25g $21.65 2024-03-01 Buy
Product number Packaging Price Buy
T32603 25g $38.5 Buy
T32603 100g $81.6 Buy
T0218 25g $53 Buy
T0218 100g $159 Buy
A12514 25g $21.65 Buy

2-Thiophenecarboxylic acid Chemical Properties,Uses,Production

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.

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.

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.

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.]

88-15-3
527-72-0
Synthesis of 2-Thiophenecarboxylic acid from 2-Acetylthiophene
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View Lastest Price from 2-Thiophenecarboxylic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Thiophenecarboxylic acid pictures 2024-12-23 2-Thiophenecarboxylic acid
527-72-0
US $10.00 / kg 1kg 99% 20 ton Hebei Zhuanglai Chemical Trading Co Ltd
2-Thiophenic acid pictures 2024-11-01 2-Thiophenic acid
527-72-0
US $6.00-49.00 / g 1000g 0.98 1000kg Shanghai UCHEM Inc.
2-Thiophenecarboxylic acid pictures 2024-10-30 2-Thiophenecarboxylic acid
527-72-0
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Weibang Biotechnology Co., Ltd
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 TIMTEC-BB SBB004241 THENOIC ACID 2-Carboxythiophene 2-TCA 2-thienylcarboxylicacid alpha-Thiophenecarboxylic acid alpha-thiophenecarboxylicacid α-thiophenecarboxylicacid Thiophene-2-carboxylicacid,99% 2-Thiophenecarboxylic 2-thiophenezoic acid Thiophene-2-carboxylic acid 97% 2 - Thiophene Carboxilic Acid Thiophene-2-carboxylic acid ,98% 2-Thiophenecarboxylic acid,99% 2-Thiophenecarboxylic acid, 99% 100GR 2-Thiophenecarboxyli 2-Thiophenecarboxylic Acid 2-Thiophenic Acid Thiophenecarboxylic aci 2-Carboxythiophene, 2-Thenoic acid 2-Thiophenecarboxylic acid ReagentPlus(R), 99% 2 - thiophene forMic acid 2-Thiophenecarboxylic acid Vetec(TM) reagent grade, 98% Rivaroxaban Impurity 33 2-Thiophenecaroxylic Acid Thiophen-2-carboxylic acid Rivaroxaban Impurity O Thiophene-2-carboxyL 2-Thiophenecarboxylic acid  Rivaroxaban Impurity 17 2-Thenoic Acid > 2-Thenoesure 2-thiophenoic acid 2-Thiophenecarboxylic acid ISO 9001:2015 REACH 2-Thiophencarboxylic acid Thiophene-2-Carboxylic Acid pure, 98% 2-THENOIC ACID THIOPHENE-2-CARBOXYLIC ACID thiophene-2-carboxylate hiophene-2-carboxylicaci 2-Thiophenecarboxylic acid (6CI, 7CI, 8CI, 9CI, ACI) 527-72-0 C4H3SCOOH ARYL ACID Heterocyclic Building Blocks Building Blocks Thiophenes Miscellaneous Building Blocks Heterocyclic Building Blocks