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4-Bromothiophene-2-carbonitrile

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4-Bromothiophene-2-carbonitrile Basic information

Product Name:
4-Bromothiophene-2-carbonitrile
Synonyms:
  • 4-Bromo-2-cyanothiophene
  • 4-Bromothiophene-2-carbonitrile
  • 4-Bromothiophene-2-carbonitrile 98%
  • 2-Thiophenecarbonitrile,4-broMo-
  • 4-Bromothiophene-2-carbonitrile98%
  • 4-Bromo-2-cyanothiophene >
  • 4-Bromothiophene-2-carbonitrile ISO 9001:2015 REACH
CAS:
18791-99-6
MF:
C5H2BrNS
MW:
188.05
Product Categories:
  • blocks
  • Bromides
  • Carboxes
  • Heterocycles
Mol File:
18791-99-6.mol
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4-Bromothiophene-2-carbonitrile Chemical Properties

Melting point:
47.0 to 51.0 °C
Boiling point:
230.4±20.0 °C(Predicted)
Density 
1.82±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
powder to crystal
color 
White to Light yellow
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
22-37/38-41
Safety Statements 
26-39
HazardClass 
IRRITANT
HS Code 
2934999090
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4-Bromothiophene-2-carbonitrile Usage And Synthesis

Synthesis

18791-75-8

18791-99-6

The general procedure for the synthesis of 4-bromothiophene-2-carbonitrile from 4-bromo-2-thiophenecarboxaldehyde was as follows: 4-bromothiophene-2-carboxaldehyde (600 g, 3.14 mmol) and hydroxylamine hydrochloride (438 g, 6.30 mmol) were dissolved in pyridine (5 L). After the reaction mixture was cooled to room temperature, it was heated to 90 °C and maintained for 10 min. Subsequently, acetic anhydride (1940 g, 19.0 mmol) was slowly added dropwise and the reaction system was heated to 80°C for 1 hour. After completion of the reaction, the mixture was poured into water (20 L) and stirred for 30 min. After filtration and drying, the target product 4-bromothiophene-2-carbonitrile (564 g, 95% yield) was obtained.

References

[1] Patent: CN104230960, 2017, B. Location in patent: Paragraph 0449; 0450; 0451
[2] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 5, p. 415 - 418
[3] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 11, p. 2870 - 2875
[4] Patent: US2017/151225, 2017, A1. Location in patent: Paragraph 0926; 0927

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