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B57702

Sigma-Aldrich

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
Beilstein:
1236661
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Pricing and availability is not currently available.

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.)

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1 of 4

This Item
GF30015582GF60837105GF04638326
manufacturer/tradename

Goodfellow 864-214-83

manufacturer/tradename

Goodfellow 300-155-82

manufacturer/tradename

Goodfellow 608-371-05

manufacturer/tradename

Goodfellow 046-383-26

weight

100 g

weight

250 g

weight

10 g

weight

20 g

max. lump size

10 mm

max. lump size

10 mm

max. lump size

25 mm

max. lump size

25 mm

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.[1] Heck reaction of bromobenzene with styrene using palladacycle as catalyst has been reported.[2] It induces hepatic necrosis, via the formation of a reactive metabolite.[3]

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[4] and Mizoroki−Heck reaction to synthesize various substituted alkenes.[5][6] It is also an effective quencher for the fluorescence quenching of anthracene.[7][8]
Bromobenzene was used in the synthesis of four-armed star chain transfer agent, required for the preparation of amphiphilic star graft copolymers.[9] 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.[10]

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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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    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)
    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)
    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)
    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)

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