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1-Bromo-2,3-dichlorobenzene

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1-Bromo-2,3-dichlorobenzene Basic information

Product Name:
1-Bromo-2,3-dichlorobenzene
Synonyms:
  • 2,3-DICHLOROBROMOBENZENE
  • 2,3-DICHLORO-1-BROMOBENZENE
  • 1-BROMO-2,3-DICHLOROBENZENE
  • Benzene, 1-bromo-2,3-dichloro-
  • 1-BROMO-2,3-DICHLOROBENZENE 98%
  • 1-Bromo-2,3-Dichlorobenzene,>98%
  • 1,2-Dichloro-3-bromobenzene
  • 1-Bromo-2,3-dichlorobenzene,99%
CAS:
56961-77-4
MF:
C6H3BrCl2
MW:
225.9
EINECS:
260-476-2
Product Categories:
  • Aryl
  • Halogenated Hydrocarbons
  • Bromine Compounds
  • Chlorine Compounds
  • Aromatic Hydrocarbons (substituted) & Derivatives
  • C6
Mol File:
56961-77-4.mol
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1-Bromo-2,3-dichlorobenzene Chemical Properties

Melting point:
58-61 °C(lit.)
Boiling point:
243 °C765 mm Hg(lit.)
Density 
1.6351 (rough estimate)
refractive index 
1.5700 (estimate)
Flash point:
243°C
storage temp. 
2-8°C
form 
powder to crystal
color 
White to Light yellow to Light orange
Water Solubility 
insoluble
BRN 
2246806
InChIKey
HVKCZUVMQPUWSX-UHFFFAOYSA-N
CAS DataBase Reference
56961-77-4(CAS DataBase Reference)
NIST Chemistry Reference
1-Bromo-2,3-dichlorobenzene(56961-77-4)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-28A-24/25
WGK Germany 
3
HS Code 
29039990

MSDS

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1-Bromo-2,3-dichlorobenzene Usage And Synthesis

Chemical Properties

LIGHT YELLOW CRYSTALLINE FLAKES

Uses

1-Bromo-2,3-dichlorobenzene is a reagent used in the preparation of selective nonpeptidic inhibitors of striatal-enriched protein tryosine phosphatase.

Synthesis

608-27-5

56961-77-4

Example P4: Preparation of 1-bromo-2,3-dichlorobenzene (compound AD). 163 g of 2,3-dichloroaniline (1.0 mol) was added to a mixture of 3250 g of 30% HBr aqueous solution (12.0 mol) with 25.4 g of copper powder. The mixture was stirred at 35-37 °C for 15 min, followed by the slow addition of 766 g of 40% NaNO2 aqueous solution (4.44 mol) by subsurface addition, which was maintained for 3 hours. Simultaneously with the addition of NaNO2, 489 g of 2,3-dichloroaniline (3.0 mol) was added over 2.5 hours at the same temperature. Fifteen minutes after the start of NaNO2 addition, the addition of dichloroquinoline was started. After all additions were completed, the reaction mixture was continued to be stirred at 35°C for 30 minutes. Subsequently, the reaction mixture was heated to 60-65°C and the organic phase containing the reaction product was separated from the aqueous phase. The aqueous phase was discarded and the crude product was washed twice with 200 ml of water. 792.2 g of crude 1-bromo-2,3-dichlorobenzene was finally obtained (yield 87.7% of the theoretical value, purity 86.2%).

References

[1] Patent: WO2008/49507, 2008, A1. Location in patent: Page/Page column 8
[2] Patent: WO2008/49507, 2008, A1. Location in patent: Page/Page column 7
[3] Patent: WO2008/49507, 2008, A1. Location in patent: Page/Page column 7-8
[4] Patent: WO2008/49507, 2008, A1. Location in patent: Page/Page column 7

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