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16350

Sigma-Aldrich

Bromobenzene

≥99.5% (GC)

Synonym(s):

1-Bromobenzene, Bromobenzol, Monobromobenzene, Phenyl bromide

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About This Item

Empirical Formula (Hill Notation):
C6H5Br
CAS Number:
108-86-1
Molecular Weight:
157.01
Beilstein/REAXYS Number:
1236661
EC Number:
203-623-8
MDL number:
MFCD00000055
UNSPSC Code:
12352100
PubChem Substance ID:
57647528
NACRES:
NA.22

vapor density

5.41 (vs air)

vapor pressure

10 mmHg ( 40 °C)

assay

≥99.5% (GC)

form

liquid

autoignition temp.

1051 °F

expl. lim.

36.5 %

refractive index

n20/D 1.559 (lit.)
n20/D 1.559

bp

156 °C (lit.)

mp

−31 °C (lit.)

solubility

alcohol: soluble 10.4g/100g at 25 °C
diethyl ether: soluble 71.3g/100g at 25 °C
water: insoluble 0.045g/100g at 30 °C (practically)
benzene: miscible
chloroform: miscible
hydrocarbons: miscible (petr.)

density

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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Application

Bromobenzene was used in the synthesis of four-armed star chain transfer agent required for preparation of amphiphilic star graft copolymers.

Biochem/physiol Actions

Bromobenzene induces hepatic necrosis via the formation of a reactive metabolite that arylates vital cellular macromolecules.

signalword

Warning

Hazard Classifications

Aquatic Chronic 2 - Flam. Liq. 3 - Skin Irrit. 2

Storage Class

3 - Flammable liquids

wgk_germany

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

Certificates of Analysis (COA)

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Star-like PAA-g-PPO well-defined amphiphilic graft copolymer synthesized by ATNRC and SET-NRC reaction.
Li Y, et al.
Journal of Polymer Science: Part A, General Papers, 48(10), 2084-2097 (2010)
Bromobenzene-induced liver necrosis. Protective role of glutathione and evidence for 3,4-bromobenzene oxide as the hepatotoxic metabolite.
D J Jollow et al.
Pharmacology, 11(3), 151-169 (1974-01-01)
Verónica Guilarte et al.
Organic letters, 13(19), 5100-5103 (2011-09-03)
An efficient synthesis of thiophenes and benzo[b]thiophenes has been developed from easily available bromoenynes and o-alkynylbromobenzene derivatives. This novel one-pot procedure involves a Pd-catalyzed C-S bond formation using a hydrogen sulfide surrogate followed by a heterocyclization reaction. Moreover, in situ
Yuning Ma et al.
Environmental science & technology, 46(24), 13112-13117 (2012-11-28)
The 2,4,6-tribromophenoxy moiety is a common structural feature of several brominated flame retardants, and we have previously reported on the environmental concentrations of one such compound, 1,2-bis(2,4,6-tribromophenoxy) ethane (TBE). Here we report the atmospheric concentrations of TBE and three other
Hiroyuki Asakura et al.
The journal of physical chemistry. A, 116(16), 4029-4034 (2012-04-14)
A homocoupling reaction mechanism of bromobenzene mediated by the [Ni(cod)(bpy)] (cod = 1,5-cyclooctadiene; bpy = 2,2'-bipyridine) complex was investigated by means of in situ time-resolved X-ray absorption fine structure (XAFS) and factor analysis. A dimer intermediate [Ni(bpy)(Ph)Br](2) proposed in the
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