| Identification | Back Directory | [Name]
2-Bromo-3-chlorothiophene | [CAS]
77893-68-6 | [Synonyms]
Thiophene, 2-bromo-3-chloro-
2-Bromo-3-chlorothiophene ISO 9001：2015 REACH | [Molecular Formula]
C4H2BrClS | [MDL Number]
MFCD00043882 | [MOL File]
77893-68-6.mol | [Molecular Weight]
197.48 |
| Chemical Properties | Back Directory | [Boiling point ]
73-75 °C(Press: 12 Torr) | [density ]
1.844±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [Appearance]
Light yellow to brown Liquid |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2-bromo-3-chlorothiophene (compound 28-1) from 3-chlorothiophene: N-bromosuccinimide (NBS, 9.80 g, 55 mmol) was added to a mixture of chloroform (30 mL) and acetic acid (30 mL) of 3-chlorothiophene (6.52 g, 55 mmol). The reaction mixture was heated under reflux conditions for 1.5 h and subsequently cooled to room temperature. After addition of water (70 mL), the mixture was extracted with chloroform (30 mL x 2). The organic layers were combined and washed sequentially with saturated sodium bicarbonate solution (40 mL) and brine (30 mL), dried over anhydrous sodium sulfate, filtered and concentrated to give the brown oily material 28-1 (10.02 g, quantitative yield), which was used directly in the subsequent reaction without further purification. | [References]
[1] Patent: US9138427, 2015, B2. Location in patent: Page/Page column 304
[2] Patent: JP2015/227295, 2015, A. Location in patent: Paragraph 0047
[3] Synthetic Communications, 1994, vol. 24, # 1, p. 95 - 101
[4] Journal of Medicinal Chemistry, 1981, vol. 24, # 8, p. 959 - 964
[5] Patent: WO2007/84451, 2007, A1. Location in patent: Page/Page column 154 |
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