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2-BROMO-5-PHENYLTHIOPHENE

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2-BROMO-5-PHENYLTHIOPHENE Basic information

Product Name:
2-BROMO-5-PHENYLTHIOPHENE
Synonyms:
  • 2-Bromo-5-phenylthiophene, 95+%
  • 5-Bromo-2-phenylthiophene
  • 2-BROMO-5-PHENYLTHIOPHENE
  • 2-Bromo-5-phenylthiophene >
  • Thiophene, 2-bromo-5-phenyl-
  • 2-BROMO-5-PHENYLTHIOPHENE ISO 9001:2015 REACH
CAS:
29488-24-2
MF:
C10H7BrS
MW:
239.13
Mol File:
29488-24-2.mol
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2-BROMO-5-PHENYLTHIOPHENE Chemical Properties

Melting point:
83 °C
Boiling point:
289℃
Density 
1.490
Flash point:
129℃
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
powder to crystal
color 
White to Light yellow
InChI
InChI=1S/C10H7BrS/c11-10-7-6-9(12-10)8-4-2-1-3-5-8/h1-7H
InChIKey
RVCTZBRMQZWVDA-UHFFFAOYSA-N
SMILES
C1(Br)SC(C2=CC=CC=C2)=CC=1
CAS DataBase Reference
29488-24-2
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Safety Information

Hazard Codes 
T
Risk Statements 
20/21/22-36/37/38-41-25
Safety Statements 
22-26-36/37/39-45-39
RIDADR 
2811
HS Code 
2934999090
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2-BROMO-5-PHENYLTHIOPHENE Usage And Synthesis

Synthesis

825-55-8

29488-24-2

General procedure for the synthesis of 2-bromo-5-phenylthiophene from 2-phenylthiophene: 2-phenylthiophene (1.5 g, 9.4 mmol) was completely dissolved in chloroform (100 mL), followed by slow addition of N-bromosuccinimide (1.7 g, 9.4 mmol). The reaction mixture was stirred at room temperature for 30 min. Upon completion of the reaction, the solvent was completely removed by distillation under reduced pressure. Subsequently, ethanol was added to the residue at 0 °C and stirred for 20 min. The resulting precipitate was collected by filtration and the filtrate was dried under vacuum at room temperature to afford 2-bromo-5-phenylthiophene (2.2 g) in 100% yield.

References

[1] Patent: WO2008/153338, 2008, A2. Location in patent: Page/Page column 30-31
[2] Chemistry - An Asian Journal, 2014, vol. 9, # 9, p. 2542 - 2547,6
[3] Tetrahedron Letters, 2004, vol. 45, # 38, p. 7157 - 7161
[4] New Journal of Chemistry, 2009, vol. 33, # 6, p. 1362 - 1367
[5] Tetrahedron, 1997, vol. 53, # 30, p. 10357 - 10400

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