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Merck
CN

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:
108-86-1
Molecular Weight:
157.01
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57653944
EC Number:
203-623-8
Beilstein/REAXYS Number:
1236661
MDL number:
MFCD00000055

Key Documents

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Product Name

Bromobenzene, ReagentPlus®, 99%

InChI key

QARVLSVVCXYDNA-UHFFFAOYSA-N

InChI

1S/C6H5Br/c7-6-4-2-1-3-5-6/h1-5H

SMILES string

Brc1ccccc1

vapor density

5.41 (vs air)

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.)

Quality Level

200

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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.

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.

Legal Information

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

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Warning

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCV9811
MKCT5773
MKCS9539
MKCT4114
MKCT1977

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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)
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
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)
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)
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