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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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBK4767
STBK2860
STBH5043
STBH3840
STBH1515

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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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