| Identification | Back Directory | [Name]
4-broMo-5-chlorothiophene-2-carboxylic acid | [CAS]
60729-37-5 | [Synonyms]
2-Chloro-3-bromo-5-thiophenecarobylic acid
4-bromo-5-chloro-2-Thiophenecarboxylic acid
4-broMo-5-chlorothiophene-2-carboxylic acid
2-Thiophenecarboxylic acid, 4-bromo-5-chloro- | [Molecular Formula]
C5H2BrClO2S | [MDL Number]
MFCD00847582 | [MOL File]
60729-37-5.mol | [Molecular Weight]
241.49 |
| Chemical Properties | Back Directory | [Melting point ]
>200 °C | [Boiling point ]
342.3±42.0 °C(Predicted) | [density ]
2.019±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
powder | [pka]
3.31±0.10(Predicted) | [color ]
White |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 4-bromo-5-chlorothiophene-2-carboxylic acid from 2-chlorothiophene-5-carboxylic acid was as follows: a solution of bromine (634 μL, 12.3 mmol) in acetic acid (2.5 mL) was added slowly and dropwise to an acetic acid solution (25 mL) containing 5-chloro-2-thiophenecarboxylic acid (2 g, 12.3 mmol) and ferric chloride (399 mg, 2.50 mmol). mL) at 25 °C. Subsequently, the reaction mixture was heated to reflux during which bromine (634 μL, 12.3 mmol) and ferric chloride (399 mg, 2.50 mmol) were added in portions. After the reaction lasted for 7 days, the reaction solution was poured into ice water, the precipitate precipitated was filtered and washed with cold water to finally obtain 4-bromo-5-chlorothiophene-2-carboxylic acid (3 g, quantitative yield) as a yellow powder. The product was analyzed by liquid chromatography-mass spectrometry (LC-MS) and showed m/z 242 ([M+H]+). | [References]
[1] Patent: WO2008/98104, 2008, A1. Location in patent: Page/Page column 81-82 |
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