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2-Bromobiphenyl
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2052-07-5 Usage

Reactivity Profile

2-Bromobiphenyl is sensitive to light. Low reactivity.

Air & Water Reactions

Insoluble in water.

Chemical Properties

Liquid

Fire Hazard

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

General Description

Clear liquid. Insoluble in water.
InChI:InChI=1/C12H9Br/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9H

2052-07-5 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (B21840)  2-Bromobiphenyl, 98%    2052-07-5 25g 3381.0CNY Detail
Alfa Aesar (B21840)  2-Bromobiphenyl, 98%    2052-07-5 5g 795.0CNY Detail
Alfa Aesar (B21840)  2-Bromobiphenyl, 98%    2052-07-5 1g 225.0CNY Detail

2052-07-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Bromobiphenyl

1.2 Other means of identification

Product number -
Other names 2-BROMODIPHENYL

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2052-07-5 SDS

2052-07-5Synthetic route

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

2-bromo-1-chlorobenzene

phenylboronic acid
98-80-6

phenylboronic acid

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
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%
triphenylantimony(V) diacetate
1538-62-1, 34716-94-4

triphenylantimony(V) diacetate

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

(2-bromophenyl)boronic acid

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 60℃; for 18h; Suzuki-type cross-coupling reaction;95%
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

phenylboronic acid
98-80-6

phenylboronic acid

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
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%
(2-bromophenyl)boronic acid
244205-40-1

(2-bromophenyl)boronic acid

benzene
71-43-2

benzene

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
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;
1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

phenylboronic acid
98-80-6

phenylboronic acid

A

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

B

o-terphenyl
84-15-1

o-terphenyl

Conditions
ConditionsYield
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%
2-bromobenzylamine
3959-05-5

2-bromobenzylamine

benzene
71-43-2

benzene

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
With dipotassium peroxodisulfate; silver nitrate In acetonitrile at 120℃; for 10h; Inert atmosphere; Sealed tube; Green chemistry;84%
2-bromoaniline
615-36-1

2-bromoaniline

benzene
71-43-2

benzene

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
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%
2-bromobenzenediazonium tetrafluoroborate
10448-07-4

2-bromobenzenediazonium tetrafluoroborate

benzene
71-43-2

benzene

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
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.
benzene
71-43-2

benzene

2-bromobenzoic-acid
88-65-3

2-bromobenzoic-acid

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
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%
2-phenylaniline
90-41-5

2-phenylaniline

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
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;
2-bromophenylhydrazine hydrochloride
50709-33-6

2-bromophenylhydrazine hydrochloride

benzene
71-43-2

benzene

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
With manganese triacetate Heating;70%
bromobenzene
108-86-1

bromobenzene

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

(2-bromophenyl)boronic acid

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; palladium diacetate In water at 95℃; for 3h; Suzuki coupling;70%
C6H4BrN2(1+)*C7H7O3S(1-)

C6H4BrN2(1+)*C7H7O3S(1-)

potassium phenyltrifluoborate

potassium phenyltrifluoborate

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
With palladium diacetate In water at 20℃; for 12h; Suzuki-Miyaura Coupling;69%
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

phenylboronic acid
98-80-6

phenylboronic acid

A

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

B

o-terphenyl
84-15-1

o-terphenyl

Conditions
ConditionsYield
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;
C6H4BrN2(1+)*C7H7O3S(1-)

C6H4BrN2(1+)*C7H7O3S(1-)

phenylboronic acid
98-80-6

phenylboronic acid

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
With palladium diacetate In water at 20℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere;65%
1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

phenylboronic acid
98-80-6

phenylboronic acid

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
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.
benzene
71-43-2

benzene

1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

A

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

B

o-terphenyl
84-15-1

o-terphenyl

Conditions
ConditionsYield
With potassium tert-butylate; vasicine at 20 - 110℃; for 72h; Schlenk technique; Inert atmosphere;A 60%
B 6%
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

benzene
71-43-2

benzene

A

biphenyl
92-52-4

biphenyl

B

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

C

o-terphenyl
84-15-1

o-terphenyl

D

2-iodobiphenyl
2113-51-1

2-iodobiphenyl

Conditions
ConditionsYield
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%
bromobenzene
108-86-1

bromobenzene

phenol
108-95-2

phenol

A

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

B

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

4-bromo-1,1'-biphenyl

C

3-bromobiphenyl
2113-57-7

3-bromobiphenyl

Conditions
ConditionsYield
With tert.-butylhydroperoxide; iodine at 289.9℃; for 0.0272222h; Product distribution;A 22.7%
B 18.4%
C 58.9%
2-bromostyrene
2039-88-5

2-bromostyrene

benzene
71-43-2

benzene

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
With tert.-butylhydroperoxide; 1,2-Dinitrobenzene In decane at 150℃; for 12h; Inert atmosphere; Sealed tube;58%
2-(trifluoromethanesulfonyl)oxy-bromobenzene
129112-25-0

2-(trifluoromethanesulfonyl)oxy-bromobenzene

phenylboronic acid
98-80-6

phenylboronic acid

A

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

B

o-terphenyl
84-15-1

o-terphenyl

C

biphenyl-2-yl trifluoromethanesulfonate
17763-65-4

biphenyl-2-yl trifluoromethanesulfonate

Conditions
ConditionsYield
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%
o-bromobenzyl alcohol
18982-54-2

o-bromobenzyl alcohol

benzene
71-43-2

benzene

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
With tert.-butylhydroperoxide; 1,2-Dinitrobenzene In decane at 150℃; for 12h; Inert atmosphere; Sealed tube;54%
bromobenzene
108-86-1

bromobenzene

1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
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;
bromobenzene
108-86-1

bromobenzene

1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

A

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

B

2,2'-dibromobiphenyl
13029-09-9

2,2'-dibromobiphenyl

Conditions
ConditionsYield
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%
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

sodium tetraphenyl borate
143-66-8

sodium tetraphenyl borate

A

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

B

o-terphenyl
84-15-1

o-terphenyl

Conditions
ConditionsYield
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.
phenyllithium
591-51-5

phenyllithium

1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Conditions
ConditionsYield
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%
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

benzene
71-43-2

benzene

A

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

B

o-terphenyl
84-15-1

o-terphenyl

Conditions
ConditionsYield
With 1-(2-hydroxyethyl)piperazine; potassium tert-butylate at 100℃; for 24h; Sealed tube; Inert atmosphere;A 34%
B 30%
bromobenzene
108-86-1

bromobenzene

N-sulphinylphenylhydrazine
17420-03-0

N-sulphinylphenylhydrazine

A

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

B

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

4-bromo-1,1'-biphenyl

C

3-bromobiphenyl
2113-57-7

3-bromobiphenyl

D

diphenyldisulfane
882-33-7

diphenyldisulfane

E

S, SO2

S, SO2

Conditions
ConditionsYield
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
bromobenzene
108-86-1

bromobenzene

N-sulphinylphenylhydrazine
17420-03-0

N-sulphinylphenylhydrazine

A

S-Phenyl benzenethiosulfonate
1212-08-4

S-Phenyl benzenethiosulfonate

B

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

C

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

4-bromo-1,1'-biphenyl

D

3-bromobiphenyl
2113-57-7

3-bromobiphenyl

E

S, SO2

S, SO2

Conditions
ConditionsYield
at 135℃; for 72h; Further byproducts given;A 0.2%
B 20.9%
C 6.9%
D 12.7%
E n/a
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

allyl bromide
106-95-6

allyl bromide

2-allyl-1,1’-biphenyl
41658-35-9

2-allyl-1,1’-biphenyl

Conditions
ConditionsYield
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;
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

biphenyl
92-52-4

biphenyl

Conditions
ConditionsYield
With LiCrH4*2LiCl*2THF 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%
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

carbon monoxide
201230-82-2

carbon monoxide

9-fluorenone
486-25-9

9-fluorenone

Conditions
ConditionsYield
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%
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

allyl bromide
106-95-6

allyl bromide

tri-n-butyllithium magnesate complex

tri-n-butyllithium magnesate complex

2-allyl-1,1’-biphenyl
41658-35-9

2-allyl-1,1’-biphenyl

Conditions
ConditionsYield
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%
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

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

N,N-dimethyl-formamide

2-Phenylbenzaldehyde
1203-68-5

2-Phenylbenzaldehyde

Conditions
ConditionsYield
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%
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

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

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

2-(2-methylallyl)biphenyl

2-(2-methylallyl)biphenyl

Conditions
ConditionsYield
With caesium carbonate; Tri(p-tolyl)phosphine; palladium diacetate In N,N-dimethyl-formamide; toluene at 200℃; for 0.25h; microwave irradiation;100%
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

methylamine hydrochloride
593-51-1

methylamine hydrochloride

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

2-(N-methylamino)-1,1'-biphenyl

Conditions
ConditionsYield
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%
dibenzoazepine
256-96-2

dibenzoazepine

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

N-(2-biphenyl)iminostilbene

N-(2-biphenyl)iminostilbene

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;99%
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

sodium cyanide
143-33-9

sodium cyanide

biphenyl-2-carbonitrile
24973-49-7

biphenyl-2-carbonitrile

Conditions
ConditionsYield
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%
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

tri(allyl)phenylsilane
2633-57-0

tri(allyl)phenylsilane

o-terphenyl
84-15-1

o-terphenyl

Conditions
ConditionsYield
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%
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

Chlorodiisopropylphosphane
40244-90-4

Chlorodiisopropylphosphane

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

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

Conditions
ConditionsYield
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;
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

2-phenylaniline
90-41-5

2-phenylaniline

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

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

Conditions
ConditionsYield
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%
2-aminopyrimidine
109-12-6

2-aminopyrimidine

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

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

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

Conditions
ConditionsYield
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%
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

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

bis(4-methoxyphenyl)phosphine

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

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

Conditions
ConditionsYield
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%
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

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

[(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
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In N,N-dimethyl-formamide at 105℃; for 48h; Schlenk technique; Inert atmosphere; regioselective reaction;98%
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

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

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

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

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In ethanol; toluene for 12h; Schlenk technique; Inert atmosphere; Heating;98%
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

dibenzosuberenon
2222-33-5

dibenzosuberenon

spiro-fluorene-dibenzosuberene
121472-88-6

spiro-fluorene-dibenzosuberene

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

3,7-dibromo-5H-dibenzo[a,d][7]annulen-5-one

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

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

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

Conditions
ConditionsYield
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%
diethylchlorophosphine
686-69-1

diethylchlorophosphine

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

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

[1,1'-biphenyl-2-yl]diethylphosphine

Conditions
ConditionsYield
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;
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

sodium methylate
124-41-4

sodium methylate

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

2-methoxy-1,1'-biphenyl

Conditions
ConditionsYield
With methanol; Methyl formate; copper(l) chloride at 115℃; for 7h; Autoclave; Green chemistry;97%
2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

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

3-methyl-4-(2-methylphenyl)aniline

C26H23N

C26H23N

Conditions
ConditionsYield
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%

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