B57702

Bromobenzene

ReagentPlus^®, 99%

• Synonym(s): 1-Bromobenzene, Bromobenzol, Monobromobenzene, Phenyl bromide
• Empirical Formula (Hill Notation): C₆H₅Br
• CAS Number: 108-86-1
• Molecular Weight: 157.01
• Beilstein/REAXYS Number: 1236661
• EC Number: 203-623-8
• MDL number: MFCD00000055
• UNSPSC Code: 12352100
• PubChem Substance ID: 57653944
• NACRES: NA.22

Properties

• 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

Description

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

Safety Information

• pictograms: GHS02,GHS07,GHS09
• signalword: Warning
• hcodes: H226,H315,H411
• pcodes: P210 - P233 - P240 - P241 - P273 - P303 + P361 + P353
• 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