2-Bromobiphenyl Chemical Properties

Melting point:

1.5-2 °C(lit.)

Boiling point:

297-298 °C(lit.)

Density 

1.352 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.628(lit.)

Flash point:

113 °C

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Sparingly, Heated), Methanol (Slightly)

form 

Liquid

Specific Gravity

1.352

color 

Clear colorless

Water Solubility 

Insoluble

BRN 

1863156

Stability:

Stable, but light sensitive. Incompatible with strong oxidizing agents.

CAS DataBase Reference

2052-07-5(CAS DataBase Reference)

NIST Chemistry Reference

1,1'-Biphenyl, 2-bromo-(2052-07-5)

EPA Substance Registry System

2-Bromobiphenyl (2052-07-5)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

23-24/25-37/39-26-36

WGK Germany 

3

TSCA 

Yes

HS Code 

29036990

MSDS

• Language:English Provider:2-Bromo-1,1'-biphenyl
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Bromobiphenyl Usage And Synthesis

Description

2-Bromobiphenyl is an important intermediate, which can be used to synthesize 2,2'-dibromo-9,9'-spirobifluorene, 3-bromo-9-(9-phenylfluoren-9-yl)carbazole and phenanthrene compounds.

Uses

2-Bromobiphenyl can be used as reference compound to investigate extraction efficiency of solid-phase microextraction fibers, based on methacrylic acid-trimethylolpropanetrimethacrylate copolymers.

synthesis

Carry out all catalytic reactions in reaction vessels open to the air. Charge a round-bottom flask with the newly purchased or freshly recrystallized aryl boronic acid (2.0 mmol), 1,2-dibromobenzene, powdered K3PO4 (2.2 mmol) and toluene (2.5 mL) of technical quality. Stir the mixture vigorously. Heat the mixture to 80 °C for 10 minutes. Add (0.2 mol%) of catalyst by syringe as a 2.5 ml of toluene solution to the mixture. Take the samples periodically from the reaction mixture. Quench the reaction with water. Extract the mixture with ethyl acetate. Analyze the reaction by GC-MS. At the end of catalytic reaction, cool the reaction mixture to room temperature. Quench the mixture with water (adjusted to an appropriate pH when biaryls with acidic or basic groups has to be extracted). Extract the mixture with ethyl acetate (3×40 mL). Dry the combined extracts (MgSO4). Evaporate the combined extracts to dryness. Purify the crude material by flash chromatography on silica gel.

Physical properties

2-Bromobiphenyl has a melting point of 1.5-2 °C, so it is a colorless liquid at room temperature. It boils at 297-298 °C. Its density at 25℃ is 1.352 g/mL. In general, 2-bromobiphenyls are stable, but they are not compatible with oxidants.

Uses

It is used as an intermediate of organic synthesis and pharmaceutical. It also can react with norborn-2-ene to get 5-phenyl-1,2,3,4,4a,8b-hexahydro-1,4-methanobiphenylene, in synthesis of a novel trispirocyclic hydrocarbon. It is used as a reference compound to investigate extraction efficiency of solid-phase micro extraction fibers, based on methacrylic acid-trimethylolpropanetrimethacrylate copolymers.

Synthesis Reference(s)

The Journal of Organic Chemistry, 44, p. 3037, 1979 DOI: 10.1021/jo01331a016
Tetrahedron Letters, 21, p. 845, 1980 DOI: 10.1016/S0040-4039(00)71521-8

General Description

Clear liquid. Insoluble in water.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2-Bromobiphenyl is sensitive to light. Low reactivity.

Fire Hazard

Flash point data for 2-Bromobiphenyl are not available. 2-Bromobiphenyl is probably combustible.

2-Bromobiphenyl(2052-07-5)Related Product Information

• 2-Bromobenzyl cyanide
• 1-Bromo-2-iodobenzene
• 2-Bromoaniline
• 2-Biphenylcarboxylic acid
• 2-Nitrodiphenyl
• 4-BROMO-P-TERPHENYL
• 4-Bromo-m-terphenyl
• 3-AMINOBIPHENYL
• 3-IODO-BIPHENYL
• 2-Iodobiphenyl
• 3-Bromobiphenyl
• FIREMASTER BP-6
• Decabromodiphenyl oxide
• Bifendate
• Biphenyl
• trans-Bifenthtin
• HEXABROMOBIPHENYL
• Bromine