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2,3-Dibromobenzo[b]thiophene

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2,3-Dibromobenzo[b]thiophene Basic information

Product Name:
2,3-Dibromobenzo[b]thiophene
Synonyms:
  • 2,3-Dibromobenzothiophene
  • 2 3-DIBROMOBENZO(B)THIOPHENE 97
  • Benzo[b]thiophene, 2,3-dibromo-
  • 2 3-DIBROMOBENZO(B)THIOPHENE 97 ISO 9001:2015 REACH
  • 2,3-dibromo-1-benzothiophene
  • 2,3-DIBROMOBENZO[B]THIOPHENE
  • 2,3-Dibromobenzo[b]thiophene
CAS:
6287-82-7
MF:
C8H4Br2S
MW:
291.99
Mol File:
6287-82-7.mol
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2,3-Dibromobenzo[b]thiophene Chemical Properties

Melting point:
58-62 °C(lit.)
Boiling point:
345.1±22.0 °C(Predicted)
Density 
2.008±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
powder to crystal
color 
White to Light yellow to Dark green
InChI
InChI=1S/C8H4Br2S/c9-7-5-3-1-2-4-6(5)11-8(7)10/h1-4H
InChIKey
TWZSIAFEFBKCNN-UHFFFAOYSA-N
SMILES
C12=CC=CC=C1C(Br)=C(Br)S2
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Safety Information

Hazard Codes 
T
Risk Statements 
25-36
Safety Statements 
26-45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
HS Code 
29349990
Storage Class
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications
Acute Tox. 3 Oral
Aquatic Chronic 4
Eye Irrit. 2
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2,3-Dibromobenzo[b]thiophene Usage And Synthesis

Uses

2,3-Dibromothioindene is an organic intermediate that can be obtained by brominating benzothiophene and is used to prepare luminescent materials.

Chemical Properties

White to yellow solid

Synthesis

95-15-8

6287-82-7

Using benzothiophene as starting material in dichloromethane (DCM) solvent, potassium acetate was added as a base, followed by bromination reaction with dropwise addition of bromine to give 2,3-dibromothiophene (compound 12) as a white solid in 100% yield. In addition, the target compound X can be synthesized by replacing compound (11) in formula (1).

References

[1] Patent: JP2017/160159, 2017, A. Location in patent: Paragraph 0049
[2] Patent: US2014/256936, 2014, A1. Location in patent: Paragraph 0229
[3] Organic Letters, 2017, vol. 19, # 10, p. 2564 - 2567
[4] Chemistry - A European Journal, 2014, vol. 20, # 49, p. 16266 - 16272
[5] Chemistry - An Asian Journal, 2015, vol. 10, # 8, p. 1725 - 1730

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