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B57702

Sigma-Aldrich

Bromobenzene

ReagentPlus®, 99%

Sinónimos:

1-Bromobenzene, Bromobenzol, Monobromobenzene, Phenyl bromide

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About This Item

Fórmula empírica (notación de Hill):
C6H5Br
Número de CAS:
108-86-1
Peso molecular:
157.01
Beilstein/REAXYS Number:
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)

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

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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

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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)
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)
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