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4-Bromobiphenyl

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Name

4-Bromobiphenyl

EINECS 202-176-6
CAS No. 92-66-0 Density 1.363 g/cm3
PSA 0.00000 LogP 4.11610
Solubility insoluble in water Melting Point 82-86 °C(lit.)
Formula C12H9Br Boiling Point 309.8 °C at 760 mmHg
Molecular Weight 233.107 Flash Point 141.8 °C
Transport Information UN 3152 9/PG 2 Appearance white powder
Safety 22-24/25-37/39-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 92-66-0 (4-Bromobiphenyl) Hazard Symbols IrritantXi
Synonyms

Biphenyl,4-bromo- (6CI,8CI);(4-Bromophenyl)benzene;1-Bromo-4-phenylbenzene;4-Biphenylbromide;4-Biphenylyl bromide;4-Bromo-1,1'-biphenyl;4-Bromobiphenyl;4-Bromodiphenyl;4'-Bromobiphenyl;NSC 406933;PBB 3;p-Biphenylyl bromide;p-Bromobiphenyl;p-Bromodiphenyl;p-Phenylbromobenzene;p-Phenylphenyl bromide;

Article Data 321

4-Bromobiphenyl Synthetic route

C68H84N4Ni2

108-90-7

chlorobenzene

A

(μ-Cl)2Ni2(1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene)2

B

613-33-2

(4,4'-dimethyl-1,1'-biphenyl)

C

92-66-0

4-bromo-1,1'-biphenyl

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 21h;A 100%
B n/a
C n/a
589-87-7

1,4-bromoiodobenzene

98-80-6

phenylboronic acid

92-66-0

4-bromo-1,1'-biphenyl

Conditions
ConditionsYield
With sodium carbonate In 1-methyl-pyrrolidin-2-one at 100℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;99%
With potassium carbonate In water at 90℃; for 1h; Suzuki-Miyaura coupling; chemoselective reaction;98%
With potassium carbonate In ethanol; water at 80℃; for 0.583333h; Catalytic behavior; Suzuki-Miyaura Coupling;96%
5122-94-1

4-biphenylboronic acid

92-66-0

4-bromo-1,1'-biphenyl

Conditions
ConditionsYield
With sodium nitrite In acetonitrile at 80℃; for 1h; Sealed tube;99%
With N-Bromosuccinimide In acetonitrile at 80℃; for 12h;98%
With tetrabutylammomium bromide; copper(ll) bromide In water at 100℃; Sealed tube;88%
With N-Bromosuccinimide; potassium acetate In acetonitrile at 50℃; for 4h;85%
143-66-8

sodium tetraphenyl borate

65826-67-7

bis(4-bromophenyl)iodonium bromide

92-66-0

4-bromo-1,1'-biphenyl

Conditions
ConditionsYield
palladium dichloride In water for 0.00555556h; Suzuki coupling; microwave irradiation;97%
for 0.0833333h; Suzuki coupling; microwave irradiation;94%
In water at 100℃; for 0.05h; Suzuki coupling reaction; microwave irradiation;91%
In water at 100℃; for 0.05h; Suzuki coupling; microwave irradiation;91%
106-37-6

1.4-dibromobenzene

98-80-6

phenylboronic acid

92-66-0

4-bromo-1,1'-biphenyl

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 50℃; for 2.5h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;97%
With potassium carbonate In ethanol; water at 100℃; for 1.5h; Suzuki-Miyaura Coupling; Green chemistry;94%
With potassium carbonate In ethanol at 80℃; for 3h; Suzuki-Miyaura Coupling; Schlenk technique;92%
106-39-8

bromochlorobenzene

98-80-6

phenylboronic acid

92-66-0

4-bromo-1,1'-biphenyl

Conditions
ConditionsYield
With C84H60Cl6Fe3N6Pd3; triethylamine at 20℃; for 0.383333h;97%
With sodium carbonate In water at 80℃; for 4.5h; Catalytic behavior; Suzuki Coupling; Green chemistry;90%
With tetrabutylammomium bromide In ethanol; water at 90℃; for 0.666667h; Catalytic behavior; Suzuki Coupling; Inert atmosphere;84%
With potassium carbonate In ethanol; water at 50℃; for 12h; Catalytic behavior; Suzuki-Miyaura Coupling; Green chemistry;65%
106-39-8

bromochlorobenzene

143-66-8

sodium tetraphenyl borate

92-66-0

4-bromo-1,1'-biphenyl

Conditions
ConditionsYield
With sodium carbonate In water at 80℃; for 4.16667h; Catalytic behavior; Suzuki Coupling; Green chemistry;93%
34176-08-4

sodium 4-bromobenzenesulfinate

98-80-6

phenylboronic acid

92-66-0

4-bromo-1,1'-biphenyl

Conditions
ConditionsYield
With copper diacetate; palladium dichloride In dimethyl sulfoxide; acetonitrile at 90℃; for 2h;92%
591-50-4

iodobenzene

5467-74-3

4-Bromophenylboronic acid

92-66-0

4-bromo-1,1'-biphenyl

Conditions
ConditionsYield
With tetrabutylammomium bromide; nickel; sodium carbonate In ethanol at 80℃; for 6h; Suzuki-Miyaura reaction;91%
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 1h; Suzuki Coupling;85%
With aluminum oxide; potassium fluoride; palladium for 0.0333333h; Suzuki reaction; Heating; microwave irradiation;80%
589-87-7

1,4-bromoiodobenzene

24341-81-9

2-phenyl-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

92-66-0

4-bromo-1,1'-biphenyl

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; potassium tert-butylate; triphenylphosphine In tetrahydrofuran; toluene at 70℃; for 24h; Suzuki-Miyaura Coupling;91%

4-Bromobiphenyl Chemical Properties

Empirical Formula: C12H9Br
Molecular Weight: 233.1039 g/mol
EINECS: 202-176-6 
Index of Refraction: 1.6
Density: 1.363 g/cm3
Flash Point: 141.8 °C
Melting point: 82-86 °C(lit.)
Water solubility: Insoluble
Appearance: White powder
Enthalpy of Vaporization: 52.86 kJ/mol
Boiling Point: 309.8 °C at 760 mmHg
Vapour Pressure: 0.00114 mmHg at 25 °C
Structure of 4-Bromobiphenyl (CAS NO.92-66-0):
  
IUPAC Name: 1-Bromo-4-phenylbenzene
Product Category of 4-Bromobiphenyl (CAS NO.92-66-0): Aromatic Compounds;Bromides;Liquid Crystal intermediates;Biphenyl & Diphenyl ether;Alpha Sort;Halogenated;Volatiles/ Semivolatiles

4-Bromobiphenyl Uses

 4-Bromobiphenyl (CAS NO.92-66-0) can be used for materials of liquid crystal  and intermediates.

4-Bromobiphenyl Toxicity Data With Reference

1.    

mma-sat 50 µg/plate

    BCPCA6    Biochemical Pharmacology. 27 (1978),1245.

 4-Bromobiphenyl (CAS NO.92-66-0) hasn't been listed as a carcinogen by NTP, IARC, ACGIH, or CA Prop 65. And the toxicological properties have not been fully investigated. You can see actual entry in RTECS for complete information.

4-Bromobiphenyl Consensus Reports

   Reported in EPA TSCA Inventory.

4-Bromobiphenyl Safety Profile

Mutation data reported. When heated to decomposition it emits toxic vapors of Br.
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-37/39-26 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.

4-Bromobiphenyl Specification

 4-Bromobiphenyl , its cas register number is 92-66-0. It also can be called 1,1'-biphenyl, 4-bromo- . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product : If victim is conscious and alert, give 2-4 cupfuls of milk or water. Get medical aid immediately. Notes to physician: Treat supportively and symptomatically.
In addition, 4-Bromobiphenyl (CAS NO.92-66-0) is not compatible with strong oxidizing agents, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: hydrogen chloride, carbon monoxide, carbon dioxide.

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