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5751-80-4

5751-80-4 Structure

5751-80-4 Structure
IdentificationBack Directory
[Name]

Ethyl thiophene-3-carboxylate
[CAS]

5751-80-4
[Synonyms]

THOO2
3-thenoate
ethyl 3-thenoate
RARECHEM AL BI 0549
ETHYL 3-THIENYLACETATE
ETHYL 3-THIOPHENEACETATE
ETHYL THIOPHENE-3-ACETATE
Thiophene -3-ethyl forMate
ETHYL THIOPHENE-3-CARBOXYLATE
Ethylthiophene-3-carboxylate,98%
Thiophene -3- formic acid ethyl ester
3-Thiophenecarboxylic acid ethyl ester
thiophene-3-carboxylic acid ethyl ester
Ethyl thiophene-3-carboxylate ISO 9001:2015 REACH
7-[3,4-dihydroxy-5-(hydroxymethyl)-2-oxolanyl]-4-(prop-2-enylthio)-5-pyrrolo[2,3-d]pyrimidinecarbonitrile
[EINECS(EC#)]

227-275-1
[Molecular Formula]

C7H8O2S
[MDL Number]

MFCD00005472
[MOL File]

5751-80-4.mol
[Molecular Weight]

156.2
Chemical PropertiesBack Directory
[Boiling point ]

97-98 °C (8 mmHg)
[density ]

1.12
[refractive index ]

1.509-1.511
[Fp ]

103 °C
[storage temp. ]

0-6°C
[form ]

clear liquid
[color ]

Colorless to Light yellow to Light orange
[Water Solubility ]

Soluble in water.
Safety DataBack Directory
[Safety Statements ]

24/25-23
[HS Code ]

29349990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Tetrahydrofuran-->n-Butyllithium-->Nitrogen-->Ethyl chloroformate-->3-Bromothiophene-->Ethanol-->3-Thiophenezoic acid
[Preparation Products]

3-THIOPHENECARBOXYLIC ACID HYDRAZIDE
Hazard InformationBack Directory
[Chemical Properties]

Colorless liquid
[Uses]

Ethyl thiophene-3-carboxylate is used as an intermediate in organic syntheses
[Synthesis]

Ethanol

64-17-5

3-Thiophenezoic acid

88-13-1

Ethyl thiophene-3-carboxylate

5751-80-4

Thirteen mL (200 mmol) of thionyl chloride was added slowly and dropwise at 0 °C to a 100 mL ethanol solution containing 9 g (70 mmol) of 3-thiophenecarboxylic acid and 86 mg (0.7 mmol) of 4-dimethylaminopyridine. The reaction mixture was gradually warmed from 0 °C to room temperature over 48 h with continuous stirring. Subsequently, the reaction solution was evaporated to dryness. The resulting residue was purified by silica column chromatography with the eluent being a 1:1 heptane/dichloromethane solvent mixture. Finally 10 g (91% yield) of ethyl thiophene-3-carboxylate was obtained.

[References]

[1] Patent: WO2004/113331, 2004, A1. Location in patent: Page 38-39
[2] Organic Process Research and Development, 2017, vol. 21, # 7, p. 947 - 955
[3] Organic Letters, 2008, vol. 10, # 9, p. 1851 - 1854
[4] Angewandte Chemie - International Edition, 2017, vol. 56, # 33, p. 9924 - 9929
[5] Angew. Chem., 2017, vol. 129, p. 10056 - 10061,6
Spectrum DetailBack Directory
[Spectrum Detail]

Ethyl thiophene-3-carboxylate(5751-80-4)1HNMR
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