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281999

Sigma-Aldrich

4-Bromobiphenyl

98%

Synonym(s):

(4-Bromophenyl)benzene, 1-Bromo-4-phenylbenzene, 4-Biphenyl bromide, 4′-Bromobiphenyl, p-Phenylphenyl bromide

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About This Item

Linear Formula:
C6H5C6H4Br
CAS Number:
92-66-0
Molecular Weight:
233.10
Beilstein:
1907453
EC Number:
202-176-6
MDL number:
MFCD00000100
UNSPSC Code:
12352100
PubChem Substance ID:
24857009
NACRES:
NA.22

Quality Level

100

Assay

98%

form

solid

bp

310 °C (lit.)

mp

82-86 °C (lit.)

SMILES string

Brc1ccc(cc1)-c2ccccc2

InChI

1S/C12H9Br/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H

InChI key

PKJBWOWQJHHAHG-UHFFFAOYSA-N

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General description

In vitro metabolism of 4-bromobiphenyl by cytochrome P-450-dependent monooxygenases in rat hepatic microsomes has been investigated. 4-Bromobiphenyl undergoes reduction to biphenyl in cationic micelles (cetyltrimethyl-ammonium bromide) by electrochemically generated anion radicals of 9-phenylanthracene.

Application

4-Bromobiphenyl was used in the synthesis of 4-biphenylthiolate.

Signal Word

Danger

Hazard Statements

H302,H315,H318,H335,H400

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Structure of 4-biphenylthiolate on Au nanoparticle surfaces studied by UV-Vis absorption spectroscopy, transmission electron microscopy and surface-enhanced Raman scattering.
Jang S, et al.
Surface and Interface Analysis : SIA, 36(1), 43-48 (2004)
Electrocatalytic reactions in organized assemblies: Part I. Reduction of 4-bromobiphenyl in cationic and non-ionic micelles.
Rusling JF, et al.
J. Electroanal. Chem. Interfac. Electrochem., 240(1), 201-216 (1988)
A Parkinson et al.
Biochemical pharmacology, 31(10), 1849-1856 (1982-05-15)
The in vitro metabolism of biphenyl, 4-fluoro-, 4-chloro-, 4-bromo- and 4-iodobiphenyl by cytochrome P-450-dependent monooxygenases was investigated using hepatic microsomes from immature male rats pretreated with phenobarbitone or 3-methylcholanthrene. The major route of metabolism of biphenyl and the 4-halobiphenyls was
A D Davison et al.
Canadian journal of microbiology, 42(1), 66-71 (1996-01-01)
Sphingomonas paucimobilis BPSI-3 was previously isolated from a mixed microbial consortium growing on biphenyl as the sole source of carbon and energy. Transformation of 4-chlorobiphenyl (4CBP) was demonstrated by this strain, although little or no growth was observed. In minimal
Man Wang et al.
Journal of chromatography. A, 1412, 12-21 (2015-08-19)
A new magnetic porous carbon-doped graphitic carbon nitride nanocomposite and experimental strategies were environment-friendly designed for solid phase extraction of brominated flame retardants from water sample. The easily synthesized and low cost nanocomposite was characterized using techniques, including Fourier transform

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