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247766

Sigma-Aldrich

3-Thiophenecarboxylic acid

99%

Synonym(s):

β-Thiophenecarboxylic acid, β-Thiophenic acid, 3-Carboxythiophene, 3-Thenoic acid, 3-Thienylcarboxylic acid, Thiophene-3-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C5H4O2S
CAS Number:
88-13-1
Molecular Weight:
128.15
Beilstein:
1994
EC Number:
201-802-5
MDL number:
MFCD00005467
UNSPSC Code:
12352100
PubChem Substance ID:
24854891
NACRES:
NA.22

Assay

99%

mp

136-141 °C (lit.)

solubility

water: soluble 0.2 g/10 mL, clear to almost clear, colorless to slightly brownish-yellow

SMILES string

OC(=O)c1ccsc1

InChI

1S/C5H4O2S/c6-5(7)4-1-2-8-3-4/h1-3H,(H,6,7)

InChI key

YNVOMSDITJMNET-UHFFFAOYSA-N

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General description

Mechanism of photopolymerization of 3-thiophenecarboxylic acid catalyzed by potassium dichromate has been reported.

Application

3-Thiophenecarboxylic acid has been used in the preparation of:
  • novel acetylene monomer, required for the synthesis of poly(2-methylbut-2-enyl thiophene-3-carboxylate)
  • oxazolines and oxazoles

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sergey A Piletsky et al.
Chemical communications (Cambridge, England), (19)(19), 2222-2223 (2004-10-07)
A novel method of photochemical polymerization of thiophene derivatives in aqueous solution catalyzed by potassium dichromate and initiated by illumination is described.
Katherine L Wozniak et al.
The Journal of general physiology, 150(9), 1239-1248 (2018-07-18)
The prevention of polyspermy is essential for the successful progression of normal embryonic development in most sexually reproducing species. In external fertilizers, the process of fertilization induces a depolarization of the egg's membrane within seconds, which inhibits supernumerary sperm from
D A Heerding et al.
Bioorganic & medicinal chemistry letters, 11(16), 2061-2065 (2001-08-22)
1,4-Disubstituted imidazole inhibitors of Staphylococcus aureus and Escherichia coli enoyl acyl carrier protein reductase (FabI) have been identified. Crystal structure data shows the inhibitor 1 bound in the enzyme active site of E. coli FabI.
H Zejli et al.
Talanta, 185, 513-519 (2018-05-16)
This work demonstrates the development of electrochemical aptasensor using ochratoxin A (OTA) aptamers. Different aptamer coupling strategies were tested using polythiophene-carboxylic acid (PT3C) and polypyrrole-3-carboxylic acid (PP3C). The best sensitivity was recorded by polythiophene-3-carboxylic acid (PT3C) on screen-printed carbon electrode
Banu Koz et al.
International journal of molecular sciences, 9(3), 383-393 (2009-03-28)
A new polyacetylene derivative with electroactive thiophene substituent, namely poly(2-methylbut-2-enyl thiophene-3-carboxylate) was synthesized and characterized. For this purpose, novel acetylene monomer was synthesized by the reaction of 3-thiophenecarboxylic acid with propargyl bromide and polymerized with a Rh catalyst to give

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