2-Bromobiphenyl supplier | CasNO.2052-07-5

Name
2-Bromobiphenyl
EINECS 218-141-3
CAS No. 2052-07-5
Article Data128
CAS DataBase
Density 1.363 g/cm³
Solubility insoluble in water
Melting Point 1.5-2 °C
Formula C₁₂H₉Br
Boiling Point 297 °C at 760 mmHg
Molecular Weight 233.107
Flash Point 133.7 °C
Transport Information
Appearance colourless liquid
Safety 23-24/25-37/39-26-36
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xi, Xn
Synonyms Biphenyl,2-bromo- (6CI,7CI,8CI);1-Bromo-2-phenylbenzene;2-Biphenyl bromide;2-Biphenylyl bromide;2-Bromo-1,1'-biphenyl;2-Phenylbromobenzene;NSC 67353;PBB 1;m-Biphenyl bromide;o-Bromobiphenyl;
PSA 0.00000
LogP 4.11610

Synthetic route

: 694-80-4
2-bromo-1-chlorobenzene

: 98-80-6
phenylboronic acid

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
With C84H60Cl6Fe3N6Pd3; triethylamine at 20℃; for 0.416667h;	96%
With tetra-butylammonium acetate; Pd EnCat-30TM In ethanol at 120℃; for 0.166667h; Suzuki cross-coupling; microwave irradiation;	86%

: 1538-62-1, 34716-94-4
triphenylantimony(V) diacetate

: 244205-40-1
(2-bromophenyl)boronic acid

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 60℃; for 18h; Suzuki-type cross-coupling reaction;	95%

: 583-55-1
1-Bromo-2-iodobenzene

: 98-80-6
phenylboronic acid

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In methanol; toluene Suzuki-Miyaura Coupling; Inert atmosphere; Reflux;	93%
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,2-dimethoxyethane; water at 80℃; for 5h; Inert atmosphere;	90%
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,2-dimethoxyethane; water at 80℃; for 5h; Inert atmosphere;	90%

: 244205-40-1
(2-bromophenyl)boronic acid

: 71-43-2
benzene

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
With manganese triacetate for 0.5h; Heating;	90%
With potassium permanganate; acetic acid Heating;	90%
With manganese triacetate; acetic acid for 0.5h; Microwave irradiation;	81%
With di-tert-butyl peroxide at 80℃; for 24h; Inert atmosphere;	50%
With potassium permanganate; acetic acid at 100℃; for 24h;

: 583-53-9
1,2-dibromobenzene

: 98-80-6
phenylboronic acid

A: 2052-07-5
2-Bromobiphenyl

B: 84-15-1
o-terphenyl

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); potassium phosphate; tricyclohexylphosphine In tetrahydrofuran for 20h; Suzuki Coupling; Inert atmosphere;	A n/a B 90%
With 1-((dimethylamino)(phenyl)methyl)naphthalen-2-ol; tetrabutylammomium bromide; palladium diacetate; potassium carbonate In 1,4-dioxane; water at 40℃; for 5h; Suzuki coupling; Sonication;	A 10% B 87%
With palladium diacetate In ethanol at 20℃; for 0.25h; Suzuki-Miyaura Coupling; chemoselective reaction;	A 74% B 13%
With sodium carbonate In N,N-dimethyl-formamide at 110℃; for 6h; Suzuki-Miyaura coupling reaction; Inert atmosphere;	A 30% B 55%
With disodium[(N,N’-bis(2-hydroxy-5-sulfonatobenzyl)-1,2-diphenyl-1,2-diaminoethano)palladate(II)]; caesium carbonate In water at 80℃; for 1h; Suzuki-Miyaura Coupling;	A 17% B 34%

...Expand

: 3959-05-5
2-bromobenzylamine

: 71-43-2
benzene

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; silver nitrate In acetonitrile at 120℃; for 10h; Inert atmosphere; Sealed tube; Green chemistry;	84%

: 615-36-1
2-bromoaniline

: 71-43-2
benzene

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
Stage #1: 2-bromoaniline With hydrogenchloride; sodium nitrite In water; acetone at 0 - 5℃; for 0.116667h; Stage #2: benzene In water; acetone at 25℃; for 5h; Sonication;	84%

: 10448-07-4
2-bromobenzenediazonium tetrafluoroborate

: 71-43-2
benzene

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
With potassium acetate; 18-crown-6 ether for 1.5h; Ambient temperature;	81%
With potassium acetate; tetra(n-butyl)ammonium hydrogensulfate for 24h; Ambient temperature;	51 % Chromat.

: 71-43-2
benzene

: 88-65-3
2-bromobenzoic-acid

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
With diethyl bromomethylmalonate; [4,4′-di-tert-butyl-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C}iridium(III) hexafluorophosphate; caesium carbonate In acetonitrile at 55℃; for 22h; Reagent/catalyst; Temperature; Irradiation;	81%

: 90-41-5
2-phenylaniline

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
With hydrogen bromide; copper(I) bromide; sodium nitrite In water for 2h; Ambient temperature;	70%
With hydrogen bromide; copper(I) bromide Diazotization;
With hydrogenchloride Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuBr;

: 50709-33-6
2-bromophenylhydrazine hydrochloride

: 71-43-2
benzene

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
With manganese triacetate Heating;	70%

: 108-86-1
bromobenzene

: 244205-40-1
(2-bromophenyl)boronic acid

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride; palladium diacetate In water at 95℃; for 3h; Suzuki coupling;	70%

: C6H4BrN2(1+)*C7H7O3S(1-)

: potassium phenyltrifluoborate

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
With palladium diacetate In water at 20℃; for 12h; Suzuki-Miyaura Coupling;	69%

: 583-55-1
1-Bromo-2-iodobenzene

: 98-80-6
phenylboronic acid

A: 2052-07-5
2-Bromobiphenyl

B: 84-15-1
o-terphenyl

Conditions

Conditions	Yield
With palladium diacetate In ethanol at 20℃; for 0.333333h; Suzuki-Miyaura Coupling;	A 24% B 68%
With dichloro bis(acetonitrile) palladium(II); C10H11N3S; potassium carbonate In water; N,N-dimethyl-formamide at 20℃; for 1h; Suzuki Coupling; Schlenk technique; Inert atmosphere;	A 36% B 62%
With sodium carbonate; palladium diacetate In ethanol; water at 35℃; for 3h; Suzuki; Title compound not separated from byproducts;

...Expand

: C6H4BrN2(1+)*C7H7O3S(1-)

: 98-80-6
phenylboronic acid

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
With palladium diacetate In water at 20℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere;	65%

: 583-53-9
1,2-dibromobenzene

: 98-80-6
phenylboronic acid

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
With sodium carbonate In tetrahydrofuran; water at 80℃; Inert atmosphere;	62%
Stage #1: 2,3-dibromobenzene; phenylboronic acid With potassium carbonate In tetrahydrofuran; toluene for 0.25h; Suzuki coupling; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; toluene at 110℃; for 24h; Suzuki coupling; Inert atmosphere;	41.8%
With sodium carbonate at 30℃; for 16h; Suzuki Coupling; Schlenk technique; Inert atmosphere;
With C36H36Cl2Fe2NPPd; sodium carbonate In N,N-dimethyl-formamide at 100℃; for 18h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;	91 %Chromat.

: 71-43-2
benzene

: 583-53-9
1,2-dibromobenzene

A: 2052-07-5
2-Bromobiphenyl

B: 84-15-1
o-terphenyl

Conditions

Conditions	Yield
With potassium tert-butylate; vasicine at 20 - 110℃; for 72h; Schlenk technique; Inert atmosphere;	A 60% B 6%

...Expand

: 583-55-1
1-Bromo-2-iodobenzene

: 71-43-2
benzene

A: 92-52-4
biphenyl

B: 2052-07-5
2-Bromobiphenyl

C: 84-15-1
o-terphenyl

D: 2113-51-1
2-iodobiphenyl

Conditions

Conditions	Yield
With 6,13,14,21-tetraphenyl-22H-tribenzo[b,g,m]-[14]triphyrin(2.1.1); potassium hydroxide; tert-butyl alcohol at 180℃; for 24h; Darkness;	A 19 %Chromat. B 8% C 60% D 11%

...Expand

: 108-86-1
bromobenzene

: 108-95-2
phenol

A: 2052-07-5
2-Bromobiphenyl

B: 92-66-0
4-bromo-1,1'-biphenyl

C: 2113-57-7
3-bromobiphenyl

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; iodine at 289.9℃; for 0.0272222h; Product distribution;	A 22.7% B 18.4% C 58.9%

...Expand

: 2039-88-5
2-bromostyrene

: 71-43-2
benzene

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; 1,2-Dinitrobenzene In decane at 150℃; for 12h; Inert atmosphere; Sealed tube;	58%

: 129112-25-0
2-(trifluoromethanesulfonyl)oxy-bromobenzene

: 98-80-6
phenylboronic acid

A: 2052-07-5
2-Bromobiphenyl

B: 84-15-1
o-terphenyl

C: 17763-65-4
biphenyl-2-yl trifluoromethanesulfonate

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); sodium carbonate; 1,4-di(diphenylphosphino)-butane In water; toluene for 16h; Suzuki-Miyaura Coupling; Inert atmosphere; Heating;	A 57.1% B 8.8% C 30.9%

...Expand

: 18982-54-2
o-bromobenzyl alcohol

: 71-43-2
benzene

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; 1,2-Dinitrobenzene In decane at 150℃; for 12h; Inert atmosphere; Sealed tube;	54%

: 108-86-1
bromobenzene

: 583-53-9
1,2-dibromobenzene

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
Stage #1: bromobenzene With tert.-butyl lithium In tetrahydrofuran; hexane; pentane for 1h; Inert atmosphere; Cooling; Stage #2: 2,3-dibromobenzene In tetrahydrofuran; hexane; pentane at -50℃; for 2h; Reagent/catalyst; Solvent; Inert atmosphere;	44%
Stage #1: bromobenzene With tert.-butyl lithium In toluene; pentane at -80℃; for 1h; Inert atmosphere; Stage #2: With lithium bromide In 1,2-dimethoxyethane; toluene; pentane at -80℃; for 0.0833333h; Inert atmosphere; Stage #3: 2,3-dibromobenzene In 1,2-dimethoxyethane; toluene; pentane at -50℃; for 0.75h; Solvent; Inert atmosphere;

: 108-86-1
bromobenzene

: 583-53-9
1,2-dibromobenzene

A: 2052-07-5
2-Bromobiphenyl

B: 13029-09-9
2,2'-dibromobiphenyl

Conditions

Conditions	Yield
Stage #1: bromobenzene With tert.-butyl lithium In tetrahydrofuran at -80℃; for 1h; Inert atmosphere; Stage #2: 2,3-dibromobenzene In tetrahydrofuran at -50℃; for 2h; Inert atmosphere;	A 44% B 9%

...Expand

: 583-55-1
1-Bromo-2-iodobenzene

: 143-66-8
sodium tetraphenyl borate

A: 2052-07-5
2-Bromobiphenyl

B: 84-15-1
o-terphenyl

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate In water; acetone at 25℃; for 50h;	A 43% B 17%
With palladium diacetate; sodium carbonate In water; acetone at 25℃; for 0.666667h; Product distribution; other solvent composition, reaction time;	A 77 % Chromat. B 14 % Chromat.

...Expand

: 591-51-5
phenyllithium

: 583-53-9
1,2-dibromobenzene

: 2052-07-5
2-Bromobiphenyl

Conditions

Conditions	Yield
Stage #1: phenyllithium In tetrahydrofuran; dibutyl ether; cyclohexane at -78℃; for 1h; Inert atmosphere; Stage #2: In tetrahydrofuran; dibutyl ether; cyclohexane at -50℃; for 2h; Inert atmosphere; Stage #3: 2,3-dibromobenzene In tetrahydrofuran; dibutyl ether; cyclohexane at -50℃; for 2h; Solvent; Inert atmosphere;	42%

: 583-55-1
1-Bromo-2-iodobenzene

: 71-43-2
benzene

A: 2052-07-5
2-Bromobiphenyl

B: 84-15-1
o-terphenyl

Conditions

Conditions	Yield
With 1-(2-hydroxyethyl)piperazine; potassium tert-butylate at 100℃; for 24h; Sealed tube; Inert atmosphere;	A 34% B 30%

...Expand

: 108-86-1
bromobenzene

: 17420-03-0
N-sulphinylphenylhydrazine

A: 2052-07-5
2-Bromobiphenyl

B: 92-66-0
4-bromo-1,1'-biphenyl

C: 2113-57-7
3-bromobiphenyl

D: 882-33-7
diphenyldisulfane

E S, SO2: S, SO2

Conditions

Conditions	Yield
at 135℃; for 72h; Further byproducts given;	A 20.9% B 6.9% C 12.7% D 1.1% E n/a
at 135℃; for 72h; Further byproducts given;	A 19.5% B 8.1% C 12.9% D 1.1% E n/a

...Expand

: 108-86-1
bromobenzene

: 17420-03-0
N-sulphinylphenylhydrazine

A: 1212-08-4
S-Phenyl benzenethiosulfonate

B: 2052-07-5
2-Bromobiphenyl

C: 92-66-0
4-bromo-1,1'-biphenyl

D: 2113-57-7
3-bromobiphenyl

E S, SO2: S, SO2

Conditions

Conditions	Yield
at 135℃; for 72h; Further byproducts given;	A 0.2% B 20.9% C 6.9% D 12.7% E n/a

...Expand

: 2052-07-5
2-Bromobiphenyl

: 106-95-6
allyl bromide

: 41658-35-9
2-allyl-1,1’-biphenyl

Conditions

Conditions	Yield
Stage #1: 2-Bromobiphenyl With n-butyllithium; butyl magnesium bromide In tetrahydrofuran at 0℃; for 0.5h; Stage #2: allyl bromide With copper(I) cyanide lithium chloride In tetrahydrofuran at -78℃; for 0.5h;	100%
Stage #1: 2-Bromobiphenyl With N,N,N,N,-tetramethylethylenediamine; C4H9Mg(1+)2C8H17O(1-)Li(1+) In toluene at 25℃; for 0.25h; Schlenk technique; Inert atmosphere; Stage #2: With copper(l) iodide In toluene at 0℃; for 1h; Schlenk technique; Inert atmosphere; Stage #3: allyl bromide In toluene at 0℃; for 1h; Inert atmosphere; Schlenk technique;	92%
(i) Mg, (ii) /BRN= 605308/; Multistep reaction;

: 2052-07-5
2-Bromobiphenyl

: 92-52-4
biphenyl

Conditions

Conditions	Yield
With LiCrH42LiCl2THF In tetrahydrofuran at 25℃;	100%
With vanadium monochloride In tetrahydrofuran at 25℃; for 12h; Inert atmosphere;	100%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate; isopropyl alcohol at 100℃; Schlenk technique; Inert atmosphere;	96%

: 2052-07-5
2-Bromobiphenyl

: 201230-82-2
carbon monoxide

: 486-25-9
9-fluorenone

Conditions

Conditions	Yield
With cesium pivalate; palladium(0)bis(tricyclohexylphosphine) In N,N-dimethyl-formamide at 110℃; under 760.051 Torr; for 7h; Carbonylation; cyclization;	100%
With tristricyclohexylphosphine palladium(0); cesium pivalate In N,N-dimethyl-formamide at 110℃; under 760.051 Torr; for 7h;	100%
With palladium diacetate; sodium carbonate; magnesium sulfate; tricyclohexylphosphine tetrafluoroborate; Trimethylacetic acid In toluene at 110℃; under 760.051 Torr; for 25h; Sealed tube; Inert atmosphere;	86%

: 2052-07-5
2-Bromobiphenyl

: 106-95-6
allyl bromide

: tri-n-butyllithium magnesate complex

: 41658-35-9
2-allyl-1,1’-biphenyl

Conditions

Conditions	Yield
Stage #1: 2-Bromobiphenyl; tri-n-butyllithium magnesate complex In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: allyl bromide With CuCN*2LiCl In tetrahydrofuran; hexane at -78℃; for 0.5h; Further stages.;	100%

...Expand

: 2052-07-5
2-Bromobiphenyl

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 1203-68-5
2-Phenylbenzaldehyde

Conditions

Conditions	Yield
Stage #1: 2-Bromobiphenyl With tert.-butyl lithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78 - 20℃;	100%
Stage #1: 2-Bromobiphenyl With n-butyllithium In tetrahydrofuran; hexane at -80℃; for 0.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -80 - 20℃;	96%

: 2052-07-5
2-Bromobiphenyl

: 107035-97-2
2,5-dimethyl-3-(1-methylethyl)-5-hexen-3-ol

: 2-(2-methylallyl)biphenyl

Conditions

Conditions	Yield
With caesium carbonate; Tri(p-tolyl)phosphine; palladium diacetate In N,N-dimethyl-formamide; toluene at 200℃; for 0.25h; microwave irradiation;	100%

: 2052-07-5
2-Bromobiphenyl

: 593-51-1
methylamine hydrochloride

: 14925-09-8
2-(N-methylamino)-1,1'-biphenyl

Conditions

Conditions	Yield
With (R)-(-)-1-[(SP)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; bis(tri-ortho-tolylphosphine)palladium(0); sodium t-butanolate In 1,4-dioxane at 100℃; for 12h; Inert atmosphere; Glovebox;	99%

: 256-96-2
dibenzoazepine

: 2052-07-5
2-Bromobiphenyl

: N-(2-biphenyl)iminostilbene

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;	99%

: 2052-07-5
2-Bromobiphenyl

: 143-33-9
sodium cyanide

: 24973-49-7
biphenyl-2-carbonitrile

Conditions

Conditions	Yield
With copper(l) iodide; potassium iodide; N,N`-dimethylethylenediamine In toluene at 130℃; for 24h; Rosenmund-von Braun reaction;	98%
Stage #1: 2-Bromobiphenyl; sodium cyanide With potassium iodide; N,N`-dimethylethylenediamine; copper(l) iodide In toluene at 110 - 130℃; for 24h; Stage #2: With ammonia In water; ethyl acetate; toluene at 25℃; for 0.166667h;	68%

: 2052-07-5
2-Bromobiphenyl

: 2633-57-0
tri(allyl)phenylsilane

: 84-15-1
o-terphenyl

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride; palladium dichloride; tricyclohexylphosphine In water; dimethyl sulfoxide at 80℃; for 3h;	98%
Stage #1: triallyl(phenyl)silane With tetrabutyl ammonium fluoride In water; dimethyl sulfoxide at 20℃; for 1h; Stage #2: 2-Bromobiphenyl With tricyclohexylphosphine; palladium dichloride In water; dimethyl sulfoxide at 80℃; for 3h;	98%

: 2052-07-5
2-Bromobiphenyl

: 40244-90-4
Chlorodiisopropylphosphane

: [1,1'-biphenyl-2-yl]diisopropylphosphine

Conditions

Conditions	Yield
Stage #1: 2-Bromobiphenyl With n-butyllithium at -78℃; Stage #2: Chlorodiisopropylphosphane at -78 - 20℃; Further stages.;	98%
Stage #1: 2-Bromobiphenyl With n-butyllithium In diethyl ether; hexane at -10℃; for 3h; Schlenk technique; Inert atmosphere; Stage #2: Chlorodiisopropylphosphane In diethyl ether; hexane at -10 - 20℃; Schlenk technique; Inert atmosphere;	68.1%
Stage #1: 2-Bromobiphenyl With n-butyllithium In diethyl ether; hexane at 0℃; for 2h; Stage #2: Chlorodiisopropylphosphane In diethyl ether; hexane at 20℃; for 1h;
Stage #1: 2-Bromobiphenyl With n-butyllithium In diethyl ether; hexane at 0℃; for 2h; Stage #2: Chlorodiisopropylphosphane In diethyl ether; hexane at 20℃; for 1h;

: 2052-07-5
2-Bromobiphenyl

: 90-41-5
2-phenylaniline

: N-[1,1'-biphenyl]-2-yl-[1,1'-biphenyl]-2-amine

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 20℃; for 7h; Inert atmosphere;	98%
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate In toluene at 0 - 20℃; for 7h; Inert atmosphere;	98%
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene for 2h; Buchwald-Hartwig Coupling; Inert atmosphere; Reflux;	92%

: 109-12-6
2-aminopyrimidine

: 2052-07-5
2-Bromobiphenyl

: 1372776-06-1
N-([1,1'-biphenyl]-2-yl)pyrimidin-2-amine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 95℃; for 18h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;	98%

: 2052-07-5
2-Bromobiphenyl

: 84127-04-8
bis(4-methoxyphenyl)phosphine

: biphenyl-2-yl-bis(4-methoxyphenyl)-phosphane

Conditions

Conditions	Yield
Stage #1: bis(4-methoxyphenyl)phosphine With N,N’-dimethyl-2,6-bis(aminomethyl)pyridine; copper(l) iodide In toluene Glovebox; Schlenk technique; Inert atmosphere; Stage #2: 2-Bromobiphenyl With potassium tert-butylate In tetrahydrofuran; toluene at 100℃; for 24h; Schlenk technique; Sealed tube;	98%

: 2052-07-5
2-Bromobiphenyl

: 71075-24-6
(1R,2R,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-diylbis(diphenylphosphane)dioxide

: [(1R,2R,9S,10S,11R,12R)-4-phenyltetracyclo[8.2.1.02,9.03,8]trideca-3,5,7-triene-11,12-diyl]bis(diphenylphosphane) dioxide

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In N,N-dimethyl-formamide at 105℃; for 48h; Schlenk technique; Inert atmosphere; regioselective reaction;	98%

: 2052-07-5
2-Bromobiphenyl

: 4-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-chromen-2-one

: 6-([1,1′-biphenyl]-2-yl)-4-methyl-2H-chromen-2-one

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In ethanol; toluene for 12h; Schlenk technique; Inert atmosphere; Heating;	98%

: 2052-07-5
2-Bromobiphenyl

: 2222-33-5
dibenzosuberenon

: 121472-88-6
spiro-fluorene-dibenzosuberene

Conditions

Conditions	Yield
Stage #1: 2-Bromobiphenyl; dibenzosuberenon With n-butyllithium In tetrahydrofuran at -78 - 20℃; Stage #2: With hydrogenchloride; acetic acid In water for 0.333333h; Heating;	97%
Stage #1: 2-Bromobiphenyl With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: dibenzosuberenon In tetrahydrofuran; hexane for 6h; Stage #3: With hydrogenchloride; acetic acid In water for 12h; Reflux;	94%
Stage #1: 2-Bromobiphenyl; dibenzosuberenon With tert.-butyl lithium In tetrahydrofuran; hexane at -78℃; for 6.5h; Stage #2: With hydrogenchloride; acetic acid In water for 12h; Reflux;	94%
Stage #1: 2-Bromobiphenyl In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: dibenzosuberenon In tetrahydrofuran; hexane for 6h; Stage #3: With hydrogenchloride; acetic acid In water for 12h; Reflux;	94%

: 944129-32-2
3,7-dibromo-5H-dibenzo[a,d][7]annulen-5-one

: 2052-07-5
2-Bromobiphenyl

: 944129-33-3
3,7-dibromo-5,5-spirofluorenyl-5H-dibenzo[a,d]cycloheptene

Conditions

Conditions	Yield
Stage #1: 2-Bromobiphenyl With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 3,7-dibromo-5H-dibenzo[a,d][7]annulen-5-one In tetrahydrofuran; hexane at -78 - 20℃; Stage #3: With acetic acid; hydrogenchloride for 0.5h; Heating; Further stages.;	97%
Stage #1: 2-Bromobiphenyl With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: 3,7-dibromo-5H-dibenzo[a,d][7]annulen-5-one In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;	97%
Stage #1: 3,7-dibromo-5H-dibenzo[a,d][7]annulen-5-one; 2-Bromobiphenyl With n-butyllithium at -78 - 20℃; Stage #2: With hydrogenchloride; acetic acid for 8h; Reflux;	95%
Stage #1: 2-Bromobiphenyl With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: 3,7-dibromo-5H-dibenzo[a,d][7]annulen-5-one In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; Stage #3: With hydrogenchloride; acetic acid In water for 0.5h; Reflux;	90%
Stage #1: 2-Bromobiphenyl With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 3,7-dibromo-5H-dibenzo[a,d][7]annulen-5-one In tetrahydrofuran at -78 - 20℃; Inert atmosphere; Stage #3: With hydrogenchloride; acetic acid In water for 1h; Reflux;	90%

: 686-69-1
diethylchlorophosphine

: 2052-07-5
2-Bromobiphenyl

: 1085850-83-4
[1,1'-biphenyl-2-yl]diethylphosphine

Conditions

Conditions	Yield
Stage #1: 2-Bromobiphenyl With n-butyllithium In diethyl ether at -10 - 0℃; for 3h; Stage #2: diethylchlorophosphine In diethyl ether at 20℃; Further stages.;	97%
Stage #1: 2-Bromobiphenyl With n-butyllithium In diethyl ether; hexane at -10℃; for 3h; Schlenk technique; Inert atmosphere; Stage #2: diethylchlorophosphine In diethyl ether; hexane at -10 - 20℃; Schlenk technique; Inert atmosphere;	70%
Stage #1: 2-Bromobiphenyl With n-butyllithium In diethyl ether; hexane at 0℃; for 2h; Stage #2: diethylchlorophosphine In diethyl ether; hexane at 20℃; for 1h;
Stage #1: 2-Bromobiphenyl With n-butyllithium In diethyl ether; hexane at 0℃; for 2h; Stage #2: diethylchlorophosphine In diethyl ether at 20℃; for 1h;

: 2052-07-5
2-Bromobiphenyl

: 124-41-4
sodium methylate

: 86-26-0
2-methoxy-1,1'-biphenyl

Conditions

Conditions	Yield
With methanol; Methyl formate; copper(l) chloride at 115℃; for 7h; Autoclave; Green chemistry;	97%

: 2052-07-5
2-Bromobiphenyl

: 33384-13-3
3-methyl-4-(2-methylphenyl)aniline

: C26H23N

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium t-butanolate In toluene at 90℃; for 6h; Inert atmosphere;	97%

2-Bromobiphenyl Specification

The IUPAC name of 2-Bromobiphenyl is 1-bromo-2-phenylbenzene. With the CAS registry number 2052-07-5, it is also named as 1,1'-Biphenyl, 2-bromo-. The product's categories are Aromatic Compounds; Biphenyl & Diphenyl Ether; Aryl; C9 to C12; Halogenated Hydrocarbons. It is colourless liquid which is stable, but light sensitive. And it is also incompatible with strong oxidizing agents. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 4.55; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.54; (4)ACD/LogD (pH 7.4): 4.54; (5)ACD/BCF (pH 5.5): 1675.5; (6)ACD/BCF (pH 7.4): 1675.5; (7)ACD/KOC (pH 5.5): 7070.34; (8)ACD/KOC (pH 7.4): 7070.34; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.6; (13)Molar Refractivity: 58.53 cm³; (14)Molar Volume: 170.9 cm³; (15)Polarizability: 23.2×10^-24 cm³; (16)Surface Tension: 40.4 dyne/cm; (17)Enthalpy of Vaporization: 51.53 kJ/mol; (18)Vapour Pressure: 0.00245 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 231.988763; (21)MonoIsotopic Mass: 231.988763; (22)Heavy Atom Count: 13; (23)Complexity: 149.

Preparation of 2-Bromobiphenyl: It can be obtained by the diazotization of biphenyl-2-ylamine. This reaction needs reagents CuBr and aqueous HBr.

Uses of 2-Bromobiphenyl: It is used as 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. This reaction needs reagent PhOK and catalytic agent Pd(PPh₃)₄ at temperature of 105 °C. The reaction time is 24 hours. The yield is 91%.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. So people should not breathe vapour and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:Brc2ccccc2c1ccccc1
2. InChI:InChI=1/C12H9Br/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9H
3. InChIKey:KTADSLDAUJLZGL-UHFFFAOYAT

Product Name

2-Bromobiphenyl

Synthetic route

2-Bromobiphenyl Specification

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