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About This Item
Empirical Formula (Hill Notation):
C6H5Br
CAS Number:
Molecular Weight:
157.01
Beilstein:
1236661
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
vapor density
5.41 (vs air)
Quality Level
vapor pressure
10 mmHg ( 40 °C)
product line
ReagentPlus®
Assay
99%
form
liquid
autoignition temp.
1051 °F
expl. lim.
36.5 %
refractive index
n20/D 1.559 (lit.)
bp
156 °C (lit.)
mp
−31 °C (lit.)
density
1.474 g/mL at 25 °C
1.491 g/mL at 25 °C (lit.)
SMILES string
Brc1ccccc1
InChI
1S/C6H5Br/c7-6-4-2-1-3-5-6/h1-5H
InChI key
QARVLSVVCXYDNA-UHFFFAOYSA-N
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General description
Bromobenzene is an aryl chloride. It participates in the optimized palladium/metal oxide systems catalyzed Heck reactions of the non-activated and deactivated aryl chlorides. Heck reaction of bromobenzene with styrene using palladacycle as catalyst has been reported. It induces hepatic necrosis, via the formation of a reactive metabolite.
Application
Bromobenzene can be used as a reactant for the cross-coupling reactions such as Suzuki coupling reaction to synthesize a variety of unsymmetrical biaryls and Mizoroki−Heck reaction to synthesize various substituted alkenes. It is also an effective quencher for the fluorescence quenching of anthracene.
Bromobenzene was used in the synthesis of four-armed star chain transfer agent, required for the preparation of amphiphilic star graft copolymers. It was employed as organic extraction phase in the Ion pair-based dispersive liquid-liquid microextraction of ultratrace levels of gold in water samples, soils and river sediments.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 2 - Flam. Liq. 3 - Skin Irrit. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 2
Flash Point(F)
123.8 °F - closed cup
Flash Point(C)
51.0 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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