Description synthesis
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3-Bromobiphenyl

Description synthesis
Product Name
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
Formula Weight
233.1
MOL File
2113-57-7.mol
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3-Bromobiphenyl Property

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)
NIST Chemistry Reference
1,1'-Biphenyl, 3-bromo-(2113-57-7)
EPA Substance Registry System
3-Bromobiphenyl (2113-57-7)
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Safety

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.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
255386
Product name
3-Bromobiphenyl
Purity
97%
Packaging
5g
Price
$57.2
Updated
2024/03/01
Sigma-Aldrich
Product number
255386
Product name
3-Bromobiphenyl
Purity
97%
Packaging
1g
Price
$25
Updated
2023/06/20
Alfa Aesar
Product number
B21726
Product name
3-Bromobiphenyl, 99%
Packaging
1g
Price
$58.8
Updated
2023/06/20
Alfa Aesar
Product number
B21726
Product name
3-Bromobiphenyl, 99%
Packaging
5g
Price
$160
Updated
2023/06/20
Alfa Aesar
Product number
B21726
Product name
3-Bromobiphenyl, 99%
Packaging
25g
Price
$638
Updated
2023/06/20
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3-Bromobiphenyl Chemical Properties,Usage,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.

3-Bromobiphenyl Preparation Products And Raw materials

Raw materials

Preparation Products

Biphenyl-3-boronic acid
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3-Bromobiphenyl Suppliers

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View Lastest Price from 3-Bromobiphenyl manufacturers

Zhejiang Free Trade Zone Violet Trade Co., Ltd.
Product
3-Bromobiphenyl 2113-57-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99.9HPLC
Supply Ability
20 tons
Release date
2023-10-30
Hebei Weibang Biotechnology Co., Ltd
Product
3-Bromobiphenyl 2113-57-7
Price
US $30.00-10.00/KG
Min. Order
50KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-29
Qingdao Xinli Technology Development Co., Ltd.
Product
3-Bromobiphenyl 2113-57-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 tons
Release date
2024-07-04

2113-57-7, 3-BromobiphenylRelated Search:

Bifendate trans-Bifenthtin FIREMASTER BP-6 Decabromodiphenyl oxide HEXABROMOBIPHENYL BROMOBIPHENYL(2-),2-BROMOBIPHENYL 98.0+%,o-Bromobiphenyl,2-BROMOBIPHENYL 3,3',5,5'-TETRABROMOBIPHENYL 3,3',4,4',5,5'-HEXABROMOBIPHENYL 2,2',5-TRIBROMOBIPHENYL 2,2',4,5',6-PENTABROMOBIPHENYL 2,4',5-TRIBROMOBIPHENYL DOW FR-250 (OCTABROMOBIPHENYL) 2,2',5',6-TETRABROMOBIPHENYL 2,4,5-TRIBROMOBIPHENYL 2,3',5-TRIBROMOBIPHENYL 2-bromo-1-methoxy-4-phenyl-benzene 2,2',4,4',5,5'-HEXABROMOBIPHENYL 4-Bromophenoxybenzene

  • 3-BROMODIPHENYL
  • 3-BROMOBIPHENYL
  • BROMOBIPHENYL(3-)
  • PBB NO 2
  • 1,1’-(biphenyl,3-bromo-
  • 1,1’-biphenyl,3-bromo-(3-bromobiphenyl)
  • 3-Bromo-1,1'-biphenyl
  • 3-bromo-1’-biphenyl
  • 3-bromo-bipheny
  • Biphenyl, 3-bromo-
  • m-Bromobiphenyl
  • 3-BROMOBIPHNYL
  • pbb 2
  • 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 &gt
  • 3-Bromobiphenyl ISO 9001：2015 REACH
  • 3-Bromobi phenyi
  • 3-Monobromobiphenyl (BB-2)
  • 3-Bromo-1,1'-biphenyl
  • 3-Bromobiphenyl in isooctane
  • C21000200 PBB No. 2
  • 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