| Identification | Back Directory | [Name]
Ethyl 5-bromothiophene-3-carboxylate | [CAS]
170355-38-1 | [Synonyms]
Ethyl 5-bromothiophene-3-carboxylate
Ethyl 5-bromothiophene-4-carboxylate
Ethyl 5-bromothiophene-3-carboxylate 97+%
PI-35048 ethyl 5-bromothiophene-3-carboxylate
5-bromo-3-Thiophenecarboxylic acid ethyl ester
5-BroMo-thiophene-3-carboxylic acid ethyl ester
3-Thiophenecarboxylic acid, 5-bromo-, ethyl ester
5-Bromothiophene-3-carboxylic acid ethyl ester, >=98% | [Molecular Formula]
C7H7BrO2S | [MDL Number]
MFCD14155650 | [MOL File]
170355-38-1.mol | [Molecular Weight]
235.1 |
| Chemical Properties | Back Directory | [Boiling point ]
65-66 °C | [density ]
1.572±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
liquid | [color ]
Colourless to yellow | [InChI]
InChI=1S/C7H7BrO2S/c1-2-10-7(9)5-3-6(8)11-4-5/h3-4H,2H2,1H3 | [InChIKey]
LUYMKCLOYODOEI-UHFFFAOYSA-N | [SMILES]
C1SC(Br)=CC=1C(OCC)=O |
| Hazard Information | Back Directory | [Synthesis]
20 g (147 mmol) of aluminum chloride are added portion-wise to a solution of 10 g (67 mmol) of ethyl thiophene-3-carboxylate in 160 ml of dichloro-methane, cooled to 0oC. The reaction medium is warmed to room temperature, and a solution of 4 ml (73 mmol) of bromine in 10 ml of dichloromethane is added. After reaction for 50 minutes at room temperature, the reaction medium is poured into a water + ice mixture and extracted with dichloromethane. The organic phase is dried over magnesium sulfate, filtered, and evaporated under vacuum. The residue obtained is purified by chromatography on a column of silica eluted with a 9/1 HEPTANE/ETHYL acetate mixture. 9 g (57percent) of ethyl 5-bromothiophene-3-carboxylate are obtained.
| [Uses]
Ethyl 5-bromothiophene-3-carboxylate is an important organic reagent that can be used as a building block for the synthesis of many organic compounds. After hydrolysis, it can synthesize 5-Bromothiophene-3-carboxylic acid. | [References]
[1] Patent: WO2004/113331, 2004, A1. Location in patent: Page 39
[2] Patent: WO2007/145921, 2007, A1. Location in patent: Page/Page column 83-84 |
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