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B57702

Sigma-Aldrich

Bromobenzene

ReagentPlus®, 99%

Empirical Formula (Hill Notation):
C6H5Br
Número de CAS:
Peso molecular:
157.01
Beilstein:
1236661
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

vapor density

5.41 (vs air)

vapor pressure

10 mmHg ( 40 °C)

product line

ReagentPlus®

assay

99%

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.

Packaging

100, 500 mL in glass bottle
2 L in glass bottle
18 L in steel drum

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

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Warning

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK Germany

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

Certificado de Análisis

Certificado de origen

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...
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)
Star-like PAA-g-PPO well-defined amphiphilic graft copolymer synthesized by ATNRC and SET-NRC reaction.
Li Y, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 48(10), 2084-2097 (2010)
Fluorescence quenching and external spin-orbit coupling effects
Kearvell A and Wilkinson F
Molecular Catalysis, 4(1-4), 69-81 (1968)

Artículos

Heck Reaction

The Heck reaction is the palladium catalyzed cross-coupling reaction between alkenes and aryl or vinyl halides (or triflates) to afford substituted alkenes.

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