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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;3-bromo-bipheny;m-Bromobiphenyl;3-BROMOBIPHENYL;3-BROMODIPHENYL;3-Xenyl bromide
CBNumber:
CB2218900
Molecular Formula:
C12H9Br
Molecular Weight:
233.1
MDL Number:
MFCD00000082
MOL File:
2113-57-7.mol
MSDS File:
SDS
Last updated:2024-02-06 11:38:43

3-Bromobiphenyl Properties

Melting point 93-94 °C
Boiling point 300 °C
Density 1.398 g/mL at 25 °C(lit.)
refractive index 1.637-1.641
Flash point 110 °C
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Soluble), DMSO (Slightly)
form Liquid
form L
color Light yellow to gray-beige
Water Solubility Insoluble
Merck 14,4188
BRN 2043191
InChIKey USYQKCQEVBFJRP-UHFFFAOYSA-N
CAS DataBase Reference 2113-57-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII O7I53K56S8
NIST Chemistry Reference 1,1'-Biphenyl, 3-bromo-(2113-57-7)
EPA Substance Registry System 3-Bromobiphenyl (2113-57-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  37/39-26-36
WGK Germany  3
RTECS  DV1750000
TSCA  Yes
HS Code  29039990
Toxicity mouse,LDLo,intraperitoneal,500mg/kg (500mg/kg),"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 217, 1954.
NFPA 704
0
2 0

3-Bromobiphenyl price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 255386 3-Bromobiphenyl 97% 2113-57-7 5g $57.2 2024-03-01 Buy
Sigma-Aldrich 255386 3-Bromobiphenyl 97% 2113-57-7 1g $25 2023-06-20 Buy
Alfa Aesar B21726 3-Bromobiphenyl, 99% 2113-57-7 1g $58.8 2023-06-20 Buy
Alfa Aesar B21726 3-Bromobiphenyl, 99% 2113-57-7 5g $160 2023-06-20 Buy
Alfa Aesar B21726 3-Bromobiphenyl, 99% 2113-57-7 25g $638 2023-06-20 Buy
Product number Packaging Price Buy
255386 5g $57.2 Buy
255386 1g $25 Buy
B21726 1g $58.8 Buy
B21726 5g $160 Buy
B21726 25g $638 Buy

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.

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.

591-50-4
591-18-4
2113-57-7
Synthesis of 3-Bromobiphenyl from Iodobenzene and 1-Bromo-3-iodobenzene
Global( 442)Suppliers
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+86-16632316109 xinshengkeji@xsmaterial.com China 1100 58
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Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3-Bromobiphenyl pictures 2024-04-16 3-Bromobiphenyl
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US $0.00-0.00 / kg 1kg 99.9HPLC 20 tons Zhejiang Free Trade Zone Violet Trade Co., Ltd.
3-Bromobiphenyl pictures 2024-04-12 3-Bromobiphenyl
2113-57-7
US $0.00 / kg 1kg 99% 2000ton Shaanxi Haibo Biotechnology Co., Ltd
3-Bromobiphenyl pictures 2024-01-04 3-Bromobiphenyl
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US $0.00-0.00 / kg 1kg 99.9% 30000 Kg Hebei Xinsheng New Material Technology Co., LTD.
  • 3-Bromobiphenyl pictures
  • 3-Bromobiphenyl
    2113-57-7
  • US $0.00-0.00 / kg
  • 99.9HPLC
  • Zhejiang Free Trade Zone Violet Trade Co., Ltd.
  • 3-Bromobiphenyl pictures
  • 3-Bromobiphenyl
    2113-57-7
  • US $0.00 / kg
  • 99%
  • Shaanxi Haibo Biotechnology Co., Ltd
  • 3-Bromobiphenyl pictures
  • 3-Bromobiphenyl
    2113-57-7
  • US $0.00-0.00 / kg
  • 99.9%
  • Hebei Xinsheng New Material Technology Co., LTD.
3-BROMODIPHENYL 3-BROMOBIPHENYL BROMOBIPHENYL(3-) PBB NO 2 1,1’-(biphenyl,3-bromo- 1,1’-biphenyl,3-bromo-(3-bromobiphenyl) 3-bromo-1’-biphenyl 3-bromo-bipheny Biphenyl, 3-bromo- m-Bromobiphenyl 3-BROMOBIPHNYL 3-BROMOBISPHENOLA [1,1'-Biphenyl]-3-yl bromide 1-Bromo-3-phenylbenzene 3-Xenyl bromide Biphenyl-3-yl bromide 3-Bromobiphenyl,97% 218-304-9 3-Bromobiphenyl ISO 9001:2015 REACH 3-Bromobiphenyl > 3-Bromo-1,1'-biphenyl pbb 2 3-Bromobi phenyi 3-Monobromobiphenyl (BB-2) 3-Bromo-1,1'-biphenyl 2113-57-7 2113-57-5 ARYL HALIDE Building Blocks Aryl C9 to C12 Organic Building Blocks Halogenated Hydrocarbons Biphenyl derivatives Biphenyl & Diphenyl ether Aryl C9 to C12 Halogenated Hydrocarbons bc0001