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589-87-7

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Identification

Name
1-Bromo-4-iodobenzene
CAS
589-87-7
Synonyms
1-BROMO-4-IODOBENZENE
4-BROMO-1-IODOBENZENE
4-BROMOIODOBENZENE
4-IODOBROMOBENZENE
P-BROMOIODOBENZENE
1-bromo-4-iodo-benzen
p-Bromophenyl iodide
p-Iodobromobenzene
1-bromo-4-oiodobenzene
p-Bromoiodobenzene 1-Bromo-4-Iodo Benzene
p-Bromiodobenzene
1-BROMO-IODOBENZENE
1-Bromo-4-Iodobenzene>99%
1-Bromo-4-iodobenzene, 97+%
1-Bromo-4-iodobenzene,98%
4-Bromophenyl iodide
4-Iodo-1-bromobenzene
4-Iodophenyl bromide
EINECS(EC#)
209-662-7
Molecular Formula
C6H4BrI
MDL Number
MFCD00001051
Molecular Weight
282.9
MOL File
589-87-7.mol

Chemical Properties

Appearance
white to brown cryst. powder, crystals or needles
Melting point 
89-91 °C(lit.)

mp 
89-91 °C(lit.)

Boiling point 
120-122 °C14 mm Hg(lit.)

bp 
120-122 °C14 mm Hg(lit.)

density 
2.2236 (rough estimate)
refractive index 
1.6618 (estimate)
Fp 
120-122°C/14mm
storage temp. 
Store below +30°C.
solubility 
0.008g/l
form 
Crystalline Powder, Crystals or Needles
color 
White to brown
Water Solubility 
Insoluble in water.
Sensitive 
Light Sensitive
BRN 
1904545
InChIKey
UCCUXODGPMAHRL-UHFFFAOYSA-N
CAS DataBase Reference
589-87-7(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 1-bromo-4-iodo-(589-87-7)
EPA Substance Registry System
589-87-7(EPA Substance)

Safety Data

Hazard Codes 
Xi
Risk Statements 
R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Statements 
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
WGK Germany 
3

Hazard Note 
Harmful/Light Sensitive
TSCA 
T
HazardClass 
IRRITANT, LIGHT SENSITIVE, IRRITANT-HARMFUL
HS Code 
29036990

Raw materials And Preparation Products

Material Safety Data Sheet(MSDS)

Hazard Information

Chemical Properties
white to brown cryst. powder, crystals or needles
General Description
Vapour pressure as a function of temperature for 1-bromo-4-iodobenzene has been studied using a diaphragm manometer and torsion mass-loss effusion.

Questions And Answer

Synthesis methods
Industrial parabromoaniline is as raw material, by diazotization, iodo-synthesis of bromo iodobenzene. Preferred synthesis conditions: firstly 0.02mol parabromoaniline is dissolved in a mass fraction of 20% sulfuric acid medium, then reacts with 0.021molNaNO2 to generate bromophenyl diazonium sulfate at-10℃, and then chloroform and 0.021molKI is added into solution to process iodination reaction, after simple treatment bromo-iodobenzene crude product (which the bromo-iodobenzene HPLC purity 98.4%) is obtained, total yield after purification is 80%, increases by 15% than before improved. The product processes structural characterization by IR and 1HNMR. The improved method can greatly improve the purity of the crude product, this avoids the trouble of going through the column, this method is safe and easy to operate, easy to control the process, cost is lower, it is more suitable for the preparation of 1-Bromo-4-iodobenzene.
Unit: Heilongjiang University of Chemistry and Materials Science
Author: Guo Jing Bai Xuefeng Lvhong Fei
Uses
1. 1-Bromo-4-iodobenzene is used for organic synthesis.
2. Used as substrate for copper-free Sonogashira coupling reaction in aqueous acetone.
3. For the synthesis of β,β-dibromostyrene.

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