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1-Bromo-3,4-dichlorobenzene

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1-Bromo-3,4-dichlorobenzene Basic information

Product Name:
1-Bromo-3,4-dichlorobenzene
Synonyms:
  • 4-bromo-1,2-dichloro-benzen
  • Benzene, 1-bromo-3,4-dichloro-
  • Benzene,4-bromo-1,2-dichloro-
  • 3,4-DICHLOROBROMOBENZENE
  • 4-BROMO-1,2-DICHLOROBENZENE
  • 1-BROMO-3,4-DICHLOROBENZENE
  • 3,4-Dichloro-1-bromobenzene
  • 4-Bromo-1,2-dichlorobenzene, 98+%
CAS:
18282-59-2
MF:
C6H3BrCl2
MW:
225.9
EINECS:
242-160-6
Product Categories:
  • Aryl
  • Halogenated Hydrocarbons
  • Aromatic Halides (substituted)
  • Benzene derivates
  • API intermediates
  • Bromine Compounds
  • Chlorine Compounds
  • bc0001
  • C6
Mol File:
18282-59-2.mol
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1-Bromo-3,4-dichlorobenzene Chemical Properties

Melting point:
24-25 °C(lit.)
Boiling point:
124 °C33 mm Hg(lit.)
Density 
1.761 g/mL at 25 °C(lit.)
vapor pressure 
0.6-25Pa at 20-50℃
refractive index 
n20/D 1.599(lit.)
Flash point:
189 °F
storage temp. 
Sealed in dry,Room Temperature
form 
Liquid After Melting
color 
Clear slightly yellow
Water Solubility 
insoluble
BRN 
1635735
LogP
4.3 at 25℃ and pH7
CAS DataBase Reference
18282-59-2(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 4-bromo-1,2-dichloro-(18282-59-2)
EPA Substance Registry System
Benzene, 4-bromo-1,2-dichloro- (18282-59-2)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-28A
WGK Germany 
3
TSCA 
T
HazardClass 
IRRITANT
HS Code 
29039990

MSDS

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1-Bromo-3,4-dichlorobenzene Usage And Synthesis

Chemical Properties

colorless to light yellow liqui

General Description

4-Bromo-1,2-dichlorobenzene participates in the synthesis of N-arylated sultams.

Synthesis

95-50-1

18282-59-2

General procedure for the synthesis of 4-bromo-1,2-dichlorobenzene from o-dichlorobenzene: 26.2 g of 1,2-dichlorobenzene was mixed with 2.75 g of iron powder, heated to 45 °C and 26 g of bromine was added slowly and dropwise at a rate of 0.2 mL/min. The reaction was completed after the dropwise addition process lasted for 2 hours. At the end of the reaction, the reaction was quenched by the addition of sodium sulfite solution and the reaction mixture was extracted with dichloromethane and the solvent was subsequently removed to give 41.6 g of crude product. Compositional analysis of the crude product showed the presence of 5.5% of 1,2-dichlorobenzene, 2.1% of 2,3-dichlorobromobenzene isomers and 0.6% of high-boiling substances (mainly dibrominated or polybrominated products). The unreacted 1,2-dichlorobenzene was recovered by distillation purification by first collecting the 100-110 °C fraction at pressures of -0.09 to -0.1 MPa, followed by collecting the 160-165 °C fraction at the same pressures to give 33.2 g of 4-bromo-1,2-dichlorobenzene with a purity of 98.5% and a molar yield of 90.3%.

References

[1] Patent: CN107915659, 2018, A. Location in patent: Paragraph 0032-0034; 0037-0039; 0042-0044; 0047-0054
[2] Organic and Biomolecular Chemistry, 2003, vol. 1, # 14, p. 2506 - 2511

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