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16350

Sigma-Aldrich

Bromobenzene

≥99.5% (GC)

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Synonym(s):
1-Bromobenzene, Bromobenzol, Monobromobenzene, Phenyl bromide
Empirical Formula (Hill Notation):
C6H5Br
CAS Number:
Molecular Weight:
157.01
Beilstein:
1236661
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

5.41 (vs air)

Quality Level

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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1 of 4

This Item
11317440771217640
vibrant-m

16350

Bromobenzene

vibrant-m

113174

Pentylbenzene

vibrant-m

407712

Benzylamine

vibrant-m

17640

1-Bromonaphthalene

solubility

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

solubility

H2O: insoluble, alcohol: soluble, benzene: miscible, diethyl ether: miscible

solubility

alcohol: miscible, diethyl ether: soluble, water: miscible

solubility

H2O: slightly soluble, alcohol: miscible, benzene: miscible, chloroform: miscible, diethyl ether: miscible

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

refractive index

n20/D 1.559 (lit.)

refractive index

n20/D 1.488 (lit.)

refractive index

n20/D 1.543 (lit.)

refractive index

n20/D 1.6570 (lit.)

form

liquid

form

-

form

liquid

form

liquid

density

1.491 g/mL at 25 °C (lit.)

density

0.863 g/mL at 25 °C (lit.)

density

0.981 g/mL at 25 °C (lit.)

density

1.48 g/mL at 20 °C (lit.)

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.

Signal Word

Warning

Hazard 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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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)
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
Lukas Werner et al.
The Journal of organic chemistry, 76(24), 10050-10067 (2011-10-20)
Four generations of chemoenzymatic approaches to oseltamivir are presented. The first two generations relied on the use of cyclohexadiene-cis-diol derived enzymatically from bromobenzene. The third and fourth generation used the corresponding diol obtained from ethyl benzoate by fermentation with E.
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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