ChemicalBook--->CAS DataBase List--->5118-07-0

5118-07-0

5118-07-0 Structure

5118-07-0 Structure
IdentificationBack Directory
[Name]

3-Hydroxythiophene-2-carboxylic acid
[CAS]

5118-07-0
[Synonyms]

3-Hydroxythiophene-2-carboxylic acid
3-Hydroxy-2-thiophenecarboxylic acid
2-(dihydroxymethylidene)-3-thiophenone
2-Thiophenecarboxylic acid, 3-hydroxy-
3-Hydroxythiophene-2-carboxylic acid 97%
2-Carboxy-3-hydroxythiophene, 3-Hydroxy-2-thenoic acid
3-Hydroxythiophene-2-carboxylic acid ISO 9001:2015 REACH
[Molecular Formula]

C5H4O3S
[MDL Number]

MFCD09414719
[MOL File]

5118-07-0.mol
[Molecular Weight]

144.148
Chemical PropertiesBack Directory
[Melting point ]

108 °C(Solv: acetone (67-64-1))
[Boiling point ]

326.4±27.0 °C(Predicted)
[density ]

1.603±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[form ]

crystalline powder
[pka]

3.79±0.10(Predicted)
[color ]

Brown/grey
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[HS Code ]

2934999090
Hazard InformationBack Directory
[Uses]

3-Hydroxythiophene-2-carboxylic acid (cas# 5118-07-0) is a useful research chemical. This compound is useful because furoates and thenoates inhibit pyruvate dehydrogenase kinase 2 allosterically by binding to its pyruvate regulatory site.
[Synthesis]

3-(BENZYLOXY)-2-THIOPHENECARBOXYLIC ACID

186588-88-5

3-Hydroxythiophene-2-carboxylic acid

5118-07-0

General procedure for the synthesis of 3-hydroxythiophene-2-carboxylic acid from 3-benzyloxythiophene-2-carboxylic acid: a) 3-benzyloxythiophene-2-carboxylic acid (1.0 g) was hydrogenated with 10% palladium-carbon catalyst (1.8 g) in a mixture of ethanol (150 mL) and 2N hydrochloric acid (4.5 mL) for 2 hours at 45 psi hydrogen pressure. Upon completion of the reaction, the mixture was filtered through a layer of diatomaceous earth and the filtrate was concentrated under vacuum to afford 3-hydroxythiophene-2-carboxylic acid (600 mg, 98% yield) as an off-white solid product. The product was characterized by 1H NMR (300 MHz, CDCl3): δ 6.78 (d, 1H), 7.49 (d, 1H). Mass spectrometry (APCI) showed m/z=145 (M+1).LC/MS analysis showed a retention time of 1.15 min.

[References]

[1] Patent: WO2007/1225, 2007, A1. Location in patent: Page/Page column 16
Spectrum DetailBack Directory
[Spectrum Detail]

3-Hydroxythiophene-2-carboxylic acid(5118-07-0)1HNMR
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