CAS.2113-57-7 3-Bromobiphenyl

CAS No.

2113-57-7

Chemical Name:

3-Bromobiphenyl

Synonyms

pbb 2;3-Bromo-1,1'-biphenyl;PBB NO 2;218-304-9;3-BROMOBIPHNYL;m-Bromobiphenyl;3-bromo-bipheny;3-BROMOBIPHENYL;3-BROMODIPHENYL;3-Xenyl bromide

CBNumber:

CB2218900

Molecular Formula:

C12H9Br

Molecular Weight:

233.1

MDL Number:

MFCD00000082

3-Bromobiphenyl Properties

3-Bromobiphenyl Chemical Properties,Uses,Production

Description

3-Bromobiphenyl is an important industrial raw material, but also a very widely used organic synthesis intermediates, it is widely used in pharmaceutical, liquid crystal industry and other fields. In recent years, the export volume of 3-Bromobiphenyl in our country is increasing day by day, the main export object is some liquid crystal display production enterprises in Japan and South Korea.

synthesis

Add 1-bromo-3-iodobenzene (4.67 g, 16.5mmol), phenylboronic acid (1.83 g, 15.0 mmol), Pd (OAc)2 (101 mg, 0.450 mmol), PPh3 (239 mg, 0.911 mmol), and K2CO3 (6.23 g, 45.1 mmol) to a 200 mL twonecked round-bottom flask. Add toluene (40 mL) and water (40 mL) via syringe and reflux the mixture (bath temp. 100°C) for 24 h. Extract the resulting mixture with ethyl acetate (30 mL x 3). Dry the combined organic layer over Na2SO4 and concentrate in vacuo. Purify the residue to silica gel column chromatography (eluent:hexane).

Chemical Properties

Colorless to pale yellow liquid

Uses

3-Bromobiphenyl is utilized as an electrochemical immunosensor based on poly(dopamine) coated gold nanocluster for brominated flame retardants.

Synthesis Reference(s)

The Journal of Organic Chemistry, 41, p. 24, 1976 DOI: 10.1021/jo00863a005

General Description

Clear yellow viscous liquid. Insoluble in water.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

3-Bromobiphenyl may be sensitive to light. 3-Bromobiphenyl may react with oxidizing materials.

Fire Hazard

Flash point data for 3-Bromobiphenyl are not available. 3-Bromobiphenyl is probably combustible.

Research

3-Bromobiphenyl could be prepared by irradiation of 3,4-dibromobiphenyl (BpBr2) in acetonitrile. At present, a variety of detection methods have been developed to detect its concentration. Such as the electrochemical immunoassay of 3-BBP based on the PDOP/PB/CMK-3 platform and the multi-HRP–DHCNTs–Ab2 signal label. This detection method can detect the concentration of 3-Bromobiphenyl in the environment (This study takes river water from the estuary of the Pearl River as sample solvent)[1-2].

References

[1] Sun Z, et al. Electrochemical immunosensor based on hydrophilic polydopamine-coated prussian blue-mesoporous carbon for the rapid screening of 3-bromobiphenyl. Biosensors and Bioelectronics, 2014; 59: 99-105.
[2] Peter K, et al.The photochemistry of polyhaloarenes XIII. The photohydrodehalogenation of 3,4-dibromobiphenyl. Tetrahedron, 1996; 52: 8397-8406.