3-Bromobiphenyl

Chemical properties

Colorless to pale yellow liquid

The Uses of 3-Bromobiphenyl

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

What are the applications of Application

3-Bromobiphenyl is an electrochemical immunosensor

Definition

T3DB: 3-Monobromobiphenyl is a polybrominated biphenyl. Polybrominated biphenyls (PBBs) are a group of 209 synthetic organic compounds with 1-10 bromine atoms attached to biphenyl. They can be used as flame retardants and may be added to the plastics used to make products like computer monitors, televisions, textiles, and plastic foams to make them difficult to burn. However, the use of PBBs is banned or restricted in most areas due to their toxicity and persistence in the environment.

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.

Toxicology

The exact mechanism of toxicty of PBBs varies depending on the specific congener. The predominant interaction is believed to involve the aryl hydrocarbon receptor (AhR). PBBs bind to and activate the AhR, which in turn initiates the transcriptional upregulation of a number of genes, affecting biochemical and endocrine pathways, cell cycle regulation, morphogenesis, oxidative stress response, and various other processes. This results in the numerous toxic responses characteristic of PBBs. Some of the known induced genes include the cytochrome P-450-dependent monooxygenases CYP1A1 and CYP1A2.

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.