B57702
Bromobenzene
ReagentPlus®, 99%
Synonym(s):
1-Bromobenzene, Bromobenzol, Monobromobenzene, Phenyl bromide
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About This Item
Empirical Formula (Hill Notation):
C6H5Br
CAS Number:
Molecular Weight:
157.01
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-623-8
Beilstein/REAXYS Number:
1236661
MDL number:
Assay:
99%
Form:
liquid
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
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
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signalword
Warning
hcodes
Hazard Classifications
Aquatic Chronic 2 - Flam. Liq. 3 - Skin Irrit. 2
Storage Class
3 - Flammable liquids
wgk
WGK 2
flash_point_f
123.8 °F - closed cup
flash_point_c
51.0 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Heterogeneous palladium catalyst constructed with cross-linked hyperbranched poly (phenylacetylene) as polymer support: A reusable highly active ppm-level catalyst for multiple cross-coupling reactions
Dong Z and Ye Z
Applied Catalysis A: General, 489(26), 61-71 (2015)
Fluorescence quenching and external spin-orbit coupling effects
Kearvell A and Wilkinson F
Molecular Catalysis, 4(1-4), 69-81 (1968)
Mechanism of fluorescence quenching in solution. Part 1.?Quenching by bromobenzene
Medinger T and Wilkinson F
Transactions of the Faraday Society, 61(1-4), 620-630 (1965)