Skip to Content
Merck
CN
All Photos(3)

Documents

Safety Information

B57702

Sigma-Aldrich

Bromobenzene

ReagentPlus®, 99%

Synonym(s):

1-Bromobenzene, Bromobenzol, Monobromobenzene, Phenyl bromide

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C6H5Br
CAS Number:
108-86-1
Molecular Weight:
157.01
Beilstein:
1236661
EC Number:
203-623-8
MDL number:
MFCD00000055
UNSPSC Code:
12352100
PubChem Substance ID:
57653944
NACRES:
NA.22

vapor density

5.41 (vs air)

Quality Level

200

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

H226,H315,H411

Hazard Classifications

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

WGK

WGK 2

Flash Point(F)

123.8 °F

Flash Point(C)

51.0 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Fluorescence quenching and external spin-orbit coupling effects
Kearvell A and Wilkinson F
Molecular Catalysis, 4(1-4), 69-81 (1968)
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)
In situ generation of highly active dissolved palladium species from solid catalysts-a concept for the activation of aryl chlorides in the Heck reaction.
Sandra S Pröckl et al.
Angewandte Chemie (International ed. in English), 43(14), 1881-1882 (2004-04-01)
I De La Calle et al.
Talanta, 84(1), 109-115 (2011-02-15)
A new methodology was developed for the determination of ultratrace levels of gold in water samples, soils and river sediments. Dispersive liquid-liquid microextraction was used to preconcentrate the ion pair formed between AuCl(4)(-) and [CH(3)(CH(2))(3)](4)N(+) in a microliter-range volume of
Palladium dendron encapsulated nanoparticles grown from MCM-41 and SBA-15
Lou Y and Shantz DF
Journal of Material Chemistry A, 5(27), 14070-14078 (2017)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service