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2-Bromobiphenyl

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2-Bromobiphenyl Basic information
Description Uses synthesis
Product Name:2-Bromobiphenyl
Synonyms:2-Biphenylyl bromide;2-Phenylbromobenzene;Biphenyl-2-yl bromide;2-Bromobiphenyl,98%;2-BROMOBIPHENYL FOR SYNTHESIS;1-broMo-2-phenylbenzene;2-BroMobiphenyl, 98% 5GR;2-Bromobiphenyl, 35μg /mL in Isooctane
CAS:2052-07-5
MF:C12H9Br
MW:233.1
EINECS:218-141-3
Product Categories:OLED;Aromatic Compounds;Aryl;C9 to C12;Halogenated Hydrocarbons;Biphenyl & Diphenyl ether;Light yellow liquid;bc0001
Mol File:2052-07-5.mol
2-Bromobiphenyl Structure
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.)
Fp 113 °C
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Sparingly, Heated), Methanol (Slightly)
form Liquid
Specific Gravity1.352
color Clear colorless
Water Solubility Insoluble
BRN 1863156
Stability:Stable, but light sensitive. Incompatible with strong oxidizing agents.
CAS DataBase Reference2052-07-5(CAS DataBase Reference)
NIST Chemistry Reference1,1'-Biphenyl, 2-bromo-(2052-07-5)
EPA Substance Registry System2-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 Information
ProviderLanguage
2-Bromo-1,1'-biphenyl English
SigmaAldrich English
ACROS English
ALFA English
2-Bromobiphenyl Usage And Synthesis
Description2-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.

synthesisCarry 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 properties2-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.
UsesIt 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 DescriptionClear liquid. Insoluble in water.
Air & Water ReactionsInsoluble in water.
Reactivity Profile2-Bromobiphenyl is sensitive to light. Low reactivity.
Fire HazardFlash point data for 2-Bromobiphenyl are not available. 2-Bromobiphenyl is probably combustible.
Tag:2-Bromobiphenyl(2052-07-5) Related Product Information
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