ChemicalBook > CAS DataBase List > 2-Thiophenecarboxylic acid

2-Thiophenecarboxylic acid

Product Name
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;ALPHA-THENOIC ACID
CBNumber
CB1778926
Molecular Formula
C5H4O2S
Formula Weight
128.15
MOL File
527-72-0.mol
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2-Thiophenecarboxylic acid Property

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)
NIST Chemistry Reference
2-Thiophenecarboxylic acid(527-72-0)
EPA Substance Registry System
2-Thiophenecarboxylic acid (527-72-0)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T32603
Product name
2-Thiophenecarboxylic acid
Purity
ReagentPlus , 99%
Packaging
25g
Price
$38.5
Updated
2024/03/01
Sigma-Aldrich
Product number
T32603
Product name
2-Thiophenecarboxylic acid
Purity
ReagentPlus , 99%
Packaging
100g
Price
$81.6
Updated
2024/03/01
TCI Chemical
Product number
T0218
Product name
2-Thiophenecarboxylic Acid
Purity
>98.0%(T)
Packaging
25g
Price
$53
Updated
2024/03/01
TCI Chemical
Product number
T0218
Product name
2-Thiophenecarboxylic Acid
Purity
>98.0%(T)
Packaging
100g
Price
$159
Updated
2024/03/01
Alfa Aesar
Product number
A12514
Product name
Thiophene-2-carboxylic acid, 99%
Packaging
25g
Price
$21.65
Updated
2024/03/01
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2-Thiophenecarboxylic acid Chemical Properties,Usage,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.]

2-Thiophenecarboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

BIS(2-THIENYL) KETONE 5-Nitrothiophene-2-carboxylic acid 2-THIOPHENECARBOXYLIC ACID SODIUM SALT 7-DIETHYLAMINO-3-THENOYLCOUMARIN 5-BROMOTHIOPHENE-2-CARBONITRILE 5-TERT-BUTYL-THIOPHENE-2-CARBOXYLIC ACID 5-Bromo-2-thiophenecarboxylic acid 2-THIOPHENAMINE 3-BROMOTHIOPHENE-2-CARBOXAMIDE 3-(THIOPHEN-2-YL)ISOXAZOL-5-AMINE
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View Lastest Price from 2-Thiophenecarboxylic acid manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
2-Thiophenecarboxylic acid 527-72-0
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-12-03
Shanghai UCHEM Inc.
Product
2-Thiophenic acid 527-72-0
Price
US $6.00-49.00/g
Min. Order
1000g
Purity
0.98
Supply Ability
1000kg
Release date
2024-08-23
Hebei Weibang Biotechnology Co., Ltd
Product
2-Thiophenecarboxylic acid 527-72-0
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-30

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