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4-Iodobiphenyl Manufacturer/High quality/Best price/In stock
Cas No: 1591-31-7
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4-Iodobiphenyl CAS:1591-31-7
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1591-31-7 Usage

Purification Methods

Crystallise 4-iodobiphenyl from EtOH/*C6H6, and dry it in vacuo over P2O5. [Beilstein 5 H 581, 5 I 273, 5 II 486, 5 III 1748, 5 IV 1821.]

Uses

suzuki reaction

Chemical Properties

Off-white crystalline powder
InChI:InChI=1/C12H9I/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H

1591-31-7 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (H27453)  4-Iodobiphenyl, 97%    1591-31-7 25g 3239.0CNY Detail
Alfa Aesar (H27453)  4-Iodobiphenyl, 97%    1591-31-7 5g 879.0CNY Detail
Alfa Aesar (H27453)  4-Iodobiphenyl, 97%    1591-31-7 1g 305.0CNY Detail

1591-31-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Iodobiphenyl

1.2 Other means of identification

Product number -
Other names 1,1‘-Biphenyl, 4-iodo-

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:1591-31-7 SDS

1591-31-7Synthetic route

biphenyl
92-52-4

biphenyl

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With dicloroiodoisocyanuric acid In acetonitrile at 20℃; for 2.5h; Darkness; regioselective reaction;99%
With sulfuric acid; iodine; periodic acid; H-β zeolite In water; acetic acid at 20 - 118℃; for 6h; Heating / reflux;92%
With tetramethylammonium dibromoiodate(I) at 20℃; for 0.333333h;90%
para-diiodobenzene
624-38-4

para-diiodobenzene

phenylboronic acid
98-80-6

phenylboronic acid

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With potassium phosphate In ethanol; water at 28℃; for 24h; Catalytic behavior; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Green chemistry;99%
With 5%-palladium/activated carbon; sodium carbonate In water at 60℃; for 6h; Reagent/catalyst; Temperature;95%
With sodium hydroxide In ethanol at 25℃; for 1.5h; Suzuki-Miyaura Coupling; Irradiation; Sealed tube; Green chemistry;92%
With potassium carbonate In water at 90℃; for 5h; Suzuki Coupling; Green chemistry;91%
With 1,4-diaza-bicyclo[2.2.2]octane; copper(l) iodide; tetrabutylammomium bromide; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 24h; Catalytic behavior; Reagent/catalyst; Suzuki Coupling;80%
4-biphenylboronic acid
5122-94-1

4-biphenylboronic acid

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With sodium nitrite In acetonitrile at 80℃; for 0.5h; Sealed tube;99%
With N-iodo-succinimide; potassium acetate In acetonitrile at 50℃; for 4h;97%
With potassium fluoride; iodine In 1,4-dioxane at 80℃; for 1h;93%
With perfluoroisopropyl iodide; copper; hydroquinone In N,N-dimethyl-formamide at 20℃; for 24h;88%
With iodine; potassium carbonate In toluene at 70℃; under 750.075 Torr; for 7h; Inert atmosphere;50.8%
4-iodoxybiphenyl
91493-19-5

4-iodoxybiphenyl

diphenyl acetylene
501-65-5

diphenyl acetylene

A

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

B

benzil
134-81-6

benzil

Conditions
ConditionsYield
In nitrobenzene at 170℃; for 5h;A 98%
B 34.5%
4-iodobenzenediazonium tetrafluoroborate
1514-50-7

4-iodobenzenediazonium tetrafluoroborate

phenylboronic acid
98-80-6

phenylboronic acid

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With polystyrene-supported-diiodobis(theophylline)palladium(II) complex In methanol at 25℃; for 3h; Suzuki-Miyaura Coupling; chemoselective reaction;98%
With 5% Pd/BaCO3 In methanol at 25℃; for 12h;87%
polystyrene-supported N-heterocyclic carbene-Pd complex In ethanol at 20℃; for 12h; Suzuki-Miyaura cross-coupling;65%
4-biphenyldiazonium tetrafluoroborate

4-biphenyldiazonium tetrafluoroborate

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With trimethylsilyl iodide; methyl iodide In N,N-dimethyl-formamide for 1h; Ambient temperature;97%
4-bromo-1,1'-biphenyl
92-66-0

4-bromo-1,1'-biphenyl

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With copper(l) iodide; Trimethylenediamine; sodium iodide In pentan-1-ol at 130℃; for 22h; aromatic Finkelstein reaction;96%
Stage #1: 4-bromo-1,1'-biphenyl With Trimethylenediamine; sodium iodide; copper(l) iodide In pentan-1-ol at 130℃; for 22h;
Stage #2: With ammonia
96%
With copper(l) iodide; trans-N,N'-dimethylcyclohexane-1,2-diamine; sodium iodide In acetonitrile at 100℃; for 1h; Buchwald's halogen exchange reaction; Inert atmosphere; Microwave irradiation;96%
para-diiodobenzene
624-38-4

para-diiodobenzene

triethoxyphenylsilane
780-69-8

triethoxyphenylsilane

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With sodium hydroxide In water at 90℃; for 6h; Hiyama Coupling; Green chemistry;93%
With sodium hydroxide In ethanol at 25℃; for 5h; Hiyama Coupling; Irradiation; Sealed tube; Green chemistry;88%
tributylphenylstannane
960-16-7

tributylphenylstannane

4-Iodobenzenediazonium o-benzenedisulfonimide

4-Iodobenzenediazonium o-benzenedisulfonimide

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
palladium diacetate In tetrahydrofuran at 20℃; for 0.5h; Stille reaction;90%
potassium biphenyl-4-yltrifluoroborate

potassium biphenyl-4-yltrifluoroborate

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With 2-iodo-propane; dimethylglyoxal In water at 23℃; for 24h; Inert atmosphere; Schlenk technique; Irradiation; Green chemistry;90%
With acetic acid; lithium iodide In dimethyl sulfoxide at 100℃; for 8h; Schlenk technique;71%
With tetra-(n-butyl)ammonium iodide; copper(II) bis(trifluoromethanesulfonate) In acetonitrile at 25℃; for 16h; Sealed tube;68%
With caesium tribromide In water; N,N-dimethyl-formamide at 80℃; for 6h; chemoselective reaction;45%
triethoxyphenylsilane
780-69-8

triethoxyphenylsilane

4-iodophenylhydrazine
13116-27-3

4-iodophenylhydrazine

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With bis(benzonitrile)palladium(II) dichloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride In tetrahydrofuran at 50℃; for 3h; Hiyama Coupling;89%
(4-iodophenyl)(phenyl)iodonium trifluoromethanesulfonate
144930-55-2

(4-iodophenyl)(phenyl)iodonium trifluoromethanesulfonate

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With palladium diacetate at 50℃; for 0.166667h; Microwave irradiation;89%
4-iodobenzenediazonium tetrafluoroborate
1514-50-7

4-iodobenzenediazonium tetrafluoroborate

8-phenylhexahydro-1,3,2-oxazaborolo[2,3-b]-1,3,2-oxazaborol-4-ium-8-uide

8-phenylhexahydro-1,3,2-oxazaborolo[2,3-b]-1,3,2-oxazaborol-4-ium-8-uide

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With 1% Pd/C In methanol at 50℃; for 0.5h; Suzuki-Miyaura reaction; Inert atmosphere;88%
potassium (4-iodophenyl)trifluoroborate

potassium (4-iodophenyl)trifluoroborate

phenylhydrazine hydrochloride
59-88-1

phenylhydrazine hydrochloride

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With diamminedichloropalladium(II); copper(II) choride dihydrate; potassium carbonate In water at 25℃; for 12h; Suzuki Coupling; Green chemistry;88%
biphenyl
92-52-4

biphenyl

A

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

B

4,4'-diiodobiphenyl
3001-15-8

4,4'-diiodobiphenyl

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; iodine In ethyl acetate at 60℃; for 16h;A 12%
B 87%
With [bis(acetoxy)iodo]benzene; iodine In ethyl acetate at 60℃; for 16h; Iodination;A 12%
B 87%
With poly; iodine In ethyl acetate at 60℃; for 16h;A 43%
B 2%
triphenylindium
3958-47-2

triphenylindium

4-Iodobenzenediazonium o-benzenedisulfonimide

4-Iodobenzenediazonium o-benzenedisulfonimide

A

biphenyl
92-52-4

biphenyl

B

(E)-1-(4-iodophenyl)-2-phenyldiazene
21650-47-5

(E)-1-(4-iodophenyl)-2-phenyldiazene

C

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran at 20℃; for 0.0833333h;A 6%
B 3%
C 85%
4-iodobenzenesulfonyl hydrazide
2751-27-1

4-iodobenzenesulfonyl hydrazide

phenylboronic acid
98-80-6

phenylboronic acid

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tert-butyl methyl ether at 60℃; for 6h; Suzuki Coupling;84%
potassium (4-iodophenyl)trifluoroborate

potassium (4-iodophenyl)trifluoroborate

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; potassium acetate; palladium dichloride In dimethyl sulfoxide at 60℃; for 6h; Suzuki-Miyaura Coupling;83%
4-Aminobiphenyl
92-67-1

4-Aminobiphenyl

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
Stage #1: 4-phenylalanine With sulfuric acid; silica gel; sodium nitrite at 20℃; grinding; Neat (no solvent);
Stage #2: With water at 20℃; grinding; Neat (no solvent);
Stage #3: With potassium iodide at 20℃; for 0.166667h; Sandmeyer reaction; grinding; Neat (no solvent);
82%
With toluene-4-sulfonic acid; potassium iodide; sodium nitrite In acetonitrile at 20℃; for 0.5h;80%
Stage #1: 4-phenylalanine With nicotinic acid sulfate; sodium nitrite In water at 20℃; for 0.333333h; Grinding;
Stage #2: With sodium iodide In water at 20℃;
80%
4-biphenylboronic acid
5122-94-1

4-biphenylboronic acid

phenylacetonitrile
140-29-4

phenylacetonitrile

A

4-cyano-1,1'-biphenyl
2920-38-9

4-cyano-1,1'-biphenyl

B

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With tert.-butylhydroperoxide; copper(l) iodide In N,N-dimethyl acetamide; water at 130℃; for 16h; Reagent/catalyst; Solvent; Temperature; Time;A 82%
B 13%
With tert.-butylhydroperoxide; copper(l) iodide In N,N-dimethyl acetamide; water at 130℃; for 4h; Concentration; Time;A 29%
B 61%
4-iodophenylboronic acid
5122-99-6

4-iodophenylboronic acid

benzenediazonium tetrafluoroborate
369-57-3

benzenediazonium tetrafluoroborate

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With chloro[tris(para-trifluoromethylphenyl)phosphine]gold (I) In methanol at 20℃; Irradiation; Inert atmosphere;81%
potassium biphenyl-4-yltriolborate

potassium biphenyl-4-yltriolborate

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With chloroamine-T; sodium iodide In tetrahydrofuran; water at 20℃; for 0.333333h;80%
4-tolyl iodide
624-31-7

4-tolyl iodide

benzene
71-43-2

benzene

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With dipotassium peroxodisulfate; silver nitrate In acetonitrile at 120℃; for 20h; Sealed tube; Schlenk technique; Inert atmosphere;80%
[1,1'-biphenyl-4-yl]triethylsilane
18057-71-1

[1,1'-biphenyl-4-yl]triethylsilane

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With N-iodo-succinimide In acetonitrile at 20℃; for 24h; Inert atmosphere;79%
formic acid
64-18-6

formic acid

4-Phenylbenzaldehyde
3218-36-8

4-Phenylbenzaldehyde

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 80℃; for 3h; Catalytic behavior; Schlenk technique; Green chemistry;78%
para-diiodobenzene
624-38-4

para-diiodobenzene

phenylboronic acid
98-80-6

phenylboronic acid

A

[1,1';4',1'']terphenyl
92-94-4

[1,1';4',1'']terphenyl

B

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With potassium carbonate; copper-palladium In N,N-dimethyl-formamide at 110℃; for 24h; Suzuki cross-coupling;A 75%
B 25%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; methanol at 95℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere;A < 10 %Spectr.
B 64%
[1,1'-biphenyl]-4-diazonium trifluoromethanesulfonate

[1,1'-biphenyl]-4-diazonium trifluoromethanesulfonate

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With potassium iodide In water at 20℃;75%
para-diiodobenzene
624-38-4

para-diiodobenzene

benzene
71-43-2

benzene

A

[1,1';4',1'']terphenyl
92-94-4

[1,1';4',1'']terphenyl

B

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
With potassium tert-butylate; N,N`-dimethylethylenediamine at 80℃; sealed tube; Inert atmosphere;A 74%
B 8%
With 1-(2-hydroxyethyl)piperazine; potassium tert-butylate at 100℃; for 24h; Sealed tube; Inert atmosphere;A 69%
B 7%
With potassium tert-butylate; vasicine at 20 - 110℃; for 48h; Schlenk technique; Inert atmosphere;A 55%
B 29%
With potassium tert-butylate for 6h; Inert atmosphere; Heating; High pressure;A 21%
B 30%
4-iodoxybiphenyl
91493-19-5

4-iodoxybiphenyl

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

Conditions
ConditionsYield
In nitrobenzene at 170℃; for 5h;72%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

biphenyl
92-52-4

biphenyl

Conditions
ConditionsYield
With LiCrH4*2LiCl*2THF In tetrahydrofuran at 25℃; for 12h;100%
With potassium tert-butylate; benzyl alcohol In N,N-dimethyl-formamide at 90℃; for 2h; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere;98%
With potassium tert-butylate; benzaldehyde In N,N-dimethyl-formamide at 90℃; for 2h; Schlenk technique; Inert atmosphere;96%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

C18H17CuF4N2O

C18H17CuF4N2O

(2-tert-butoxy-1,1,2,2-tetrafluoroethyl)-4-phenylbenzene

(2-tert-butoxy-1,1,2,2-tetrafluoroethyl)-4-phenylbenzene

Conditions
ConditionsYield
In tetrahydrofuran at 60℃; for 24h; Inert atmosphere;100%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

ethylenediamine
107-15-3

ethylenediamine

N1-([1,1'-biphenyl]-4-yl)ethane-1,2-diamine

N1-([1,1'-biphenyl]-4-yl)ethane-1,2-diamine

Conditions
ConditionsYield
With copper(l) chloride; potassium hydroxide at 50℃; for 3h;100%
With copper(l) chloride; potassium hydroxide at 50℃; for 3h; Ullmann Condensation; Inert atmosphere;100%
ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

ethyl 4-phenylbenzoate
6301-56-0

ethyl 4-phenylbenzoate

Conditions
ConditionsYield
With triethylamine; dichloro bis(acetonitrile) palladium(II) at 70℃; for 24h;99%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; [(Ph2CH=NOH)PdCl]2 In benzene at 120℃; for 3h;90%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

phenylboronic acid
98-80-6

phenylboronic acid

[1,1';4',1'']terphenyl
92-94-4

[1,1';4',1'']terphenyl

Conditions
ConditionsYield
With caesium carbonate In water; N,N-dimethyl-formamide at 20℃; for 50h; Suzuki Coupling; Inert atmosphere;99%
With sodium acetate In water; N,N-dimethyl-formamide at 80℃; for 1h; Suzuki coupling;90%
With C33H48Cl2N4O9Pd; oxygen; potassium carbonate In water at 80℃; Suzuki-Miyaura Coupling;90%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

4-biphenylthiol
19813-90-2

4-biphenylthiol

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide In water; dimethyl sulfoxide at 90℃; for 20h; Inert atmosphere;99%
With sodiumsulfide nonahydrate; ethane-1,2-dithiol; copper(II) oxide In dimethyl sulfoxide at 120℃; for 20h; Inert atmosphere; Sealed tube;97%
With sodiumsulfide nonahydrate; copper; ethane-1,2-dithiol In dimethyl sulfoxide at 100℃; for 20h; Inert atmosphere; Green chemistry;97%
Stage #1: 4-iodo-biphenyl With copper(l) iodide; potassium carbonate; sulfur In N,N-dimethyl-formamide at 90℃; for 12h; Inert atmosphere;
Stage #2: With sodium tetrahydroborate In N,N-dimethyl-formamide at 40℃; Inert atmosphere; Cooling with ice;
84%
With copper(l) iodide; thiourea; L-proline; sodium t-butanolate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere;83%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

4-Phenylphenol
92-69-3

4-Phenylphenol

Conditions
ConditionsYield
With water; ethylene glycol; potassium hydroxide; copper dichloride In dimethyl sulfoxide at 120℃; for 24h; Reagent/catalyst; Temperature; Inert atmosphere;99%
Stage #1: 4-iodo-biphenyl With copper(l) iodide; cesiumhydroxide monohydrate; 1,3-diphenylpropanedione In water; dimethyl sulfoxide at 130℃; for 24h; Inert atmosphere;
Stage #2: With hydrogenchloride In dichloromethane; water; dimethyl sulfoxide at 20℃; Inert atmosphere; chemoselective reaction;
95%
Stage #1: 4-iodo-biphenyl With copper(l) iodide; 8-Hydroxyquinoline-N-oxide In dimethyl sulfoxide at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: With cesiumhydroxide monohydrate In water; dimethyl sulfoxide at 100℃; for 36h; Inert atmosphere;
93%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

(1,10-phenanthroline)(perfluoropropyl)copper(l)

(1,10-phenanthroline)(perfluoropropyl)copper(l)

4-(perfluoropropyl)-1,1′-biphenyl
87415-24-5

4-(perfluoropropyl)-1,1′-biphenyl

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 50℃; for 18h; Product distribution / selectivity; Inert atmosphere;99%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

tetramethylammonium trifluoromethylselenate(0)
75264-92-5

tetramethylammonium trifluoromethylselenate(0)

4-[(trifluoromethyl)selanyl]-1,1′-biphenyl
1447204-44-5

4-[(trifluoromethyl)selanyl]-1,1′-biphenyl

Conditions
ConditionsYield
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0) In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;99%
With C54H76I2N4Ni2 In benzene at 45℃; Inert atmosphere; Glovebox; chemoselective reaction;99%
With palladium(l) tri-tert-butylphosphine iodide dimer In toluene at 40℃; for 24h; Glovebox; Inert atmosphere;96%
ethene
74-85-1

ethene

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

p-vinylbiphenyl
2350-89-2

p-vinylbiphenyl

Conditions
ConditionsYield
With tri-tert-butylphosphonium tetrafluoroborate; N-Methyldicyclohexylamine; palladium diacetate In methanol; toluene at 120℃; under 11251.1 Torr; for 0.333333h; Wacker Oxidation; Flow reactor;99%
With N-Methyldicyclohexylamine; palladium diacetate; tri tert-butylphosphoniumtetrafluoroborate In methanol; toluene at 120℃; under 11251.1 Torr; Flow reactor;99%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

1-cyclopentyl-2,4,6-triphenylpyridin-1-ium tetrafluoroborate salt

1-cyclopentyl-2,4,6-triphenylpyridin-1-ium tetrafluoroborate salt

4-cyclopentyl-1,1'-biphenyl

4-cyclopentyl-1,1'-biphenyl

Conditions
ConditionsYield
With [2,2]bipyridinyl; manganese; (1,2-dimethoxyethane)dichloronickel(II) In N,N-dimethyl acetamide at 20℃;99%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

trifluoromethyl-(3-chlorophenyl) bis(carbomethoxy)methylide

trifluoromethyl-(3-chlorophenyl) bis(carbomethoxy)methylide

1-phenyl-4-(trifluoromethyl)benzene
398-36-7

1-phenyl-4-(trifluoromethyl)benzene

Conditions
ConditionsYield
With copper In N,N-dimethyl-formamide at 60℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube;99%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

1,4-Phenyldiboronic acid
4612-26-4

1,4-Phenyldiboronic acid

4-nitro-1,1':4',1'':4'',1'''-quaterphenyl
25627-14-9

4-nitro-1,1':4',1'':4'',1'''-quaterphenyl

Conditions
ConditionsYield
Stage #1: p-nitrobenzene iodide; 1,4-Phenyldiboronic acid With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In methanol; water; toluene Suzuki cross-coupling;
Stage #2: 4-iodo-biphenyl With tetrakis(triphenylphosphine) palladium(0) In methanol; water; toluene for 32h; Reflux;
98%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

phenylacetylene
536-74-3

phenylacetylene

4-(phenylethynyl)-1,1'-biphenyl
15784-39-1

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

Conditions
ConditionsYield
With copper(l) iodide; triethylamine; triphenylphosphine In water at 60℃; for 24h; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere;98%
With palladium diacetate; potassium carbonate In ethanol at 80℃; for 24h;88%
With copper(l) iodide; tetrakis(triphenylphosphine)palladium dichloride; triethylamine In tetrahydrofuran at 80℃; for 12h; Inert atmosphere;84%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

[1-methoxyprop-1-enyloxy]trimethylsilane
34880-70-1

[1-methoxyprop-1-enyloxy]trimethylsilane

C16H16O2

C16H16O2

Conditions
ConditionsYield
With (R)-1-(bis(4-methoxy-3,5-dimethylphenyl)phosphano)-2-((S)-1-(dicyclohexylphosphano)ethyl)ferrocene; palladium diacetate; thallium(I) acetate In toluene at 70℃; for 6h; optical yield given as %ee; enantioselective reaction;98%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

p-Chlorothiophenol
106-54-7

p-Chlorothiophenol

biphenyl-4-yl(4-chlorophenyl)sulfane
1361124-61-9

biphenyl-4-yl(4-chlorophenyl)sulfane

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydroxide In water at 50℃; for 24h; Inert atmosphere; Sealed tube; chemoselective reaction;98%
pyrrole
109-97-7

pyrrole

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

1-([1,1'-biphenyl]-4-yl)-1H-pyrrole

1-([1,1'-biphenyl]-4-yl)-1H-pyrrole

Conditions
ConditionsYield
With 4.5Cu(2+)*4.5Ni(2+)*9C16H12N2*6C2O4(2-)*6H2O*P2W18O62(6-); sodium hydroxide In dimethyl sulfoxide at 120℃; for 12h;98%
With MOF-199; sodium hydroxide In dimethyl sulfoxide at 120℃; for 12h; Sealed tube;95%
With copper(ll) sulfate pentahydrate; sodium hydroxide In dimethyl sulfoxide at 110℃; for 12h; Sealed tube;86%
With copper(II) acetate monohydrate; caesium carbonate In N,N-dimethyl-formamide at 20 - 110℃; for 24h; Inert atmosphere; Schlenk technique;82%
tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

4-cyano-1,1'-biphenyl
2920-38-9

4-cyano-1,1'-biphenyl

Conditions
ConditionsYield
With copper (II) trifluoroacetate hydrate; palladium diacetate In dimethyl sulfoxide at 130℃; for 12h; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere;98%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

(N-heterocyclic carbene)Ag(SCF2H)

(N-heterocyclic carbene)Ag(SCF2H)

[1,1'-biphenyl]-4-yl(difluoromethyl)thioether

[1,1'-biphenyl]-4-yl(difluoromethyl)thioether

Conditions
ConditionsYield
With bis[2-(diphenylphosphino)phenyl] ether; bis(dibenzylideneacetone)-palladium(0) In toluene at 50℃; for 12h;98%
tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

tert-butyl(E)-3-([1,1′-biphenyl]-4-yl)acrylate
910574-67-3

tert-butyl(E)-3-([1,1′-biphenyl]-4-yl)acrylate

Conditions
ConditionsYield
With di-μ-iodobis(tri-t-butylphosphino)dipalladium(l); N-ethyl-N,N-diisopropylamine In toluene at 100℃; for 15h; Heck Reaction; Inert atmosphere; Sealed tube; Glovebox;98%
ethyl bromofluoroacetate
401-55-8

ethyl bromofluoroacetate

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

ethyl 2-(biphenyl-4-yl)-2-fluoroacetate
1234908-38-3

ethyl 2-(biphenyl-4-yl)-2-fluoroacetate

Conditions
ConditionsYield
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; tetrabutylammomium bromide; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; zinc In tetrahydrofuran at 60℃; for 24h; Inert atmosphere;98%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

([1,1'-biphenyl]-4-ylethynyl)trimethylsilane
75867-42-4

([1,1'-biphenyl]-4-ylethynyl)trimethylsilane

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 1h;97%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine for 4h; Ambient temperature;86%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In acetonitrile at 20℃; for 24h; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere;86%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

tetramethylammonium trifluoromethanethiolate

tetramethylammonium trifluoromethanethiolate

[1,1′-biphenyl]-4-yl(trifluoromethyl)sulfane
177551-63-2

[1,1′-biphenyl]-4-yl(trifluoromethyl)sulfane

Conditions
ConditionsYield
With palladium(l) tri-tert-butylphosphine iodide dimer In toluene at 80℃;97%
With bis(1,5-cyclooctadiene)nickel(0); 4,4'-Dimethoxy-2,2'-bipyridin In tetrahydrofuran at 20℃; for 22h; Inert atmosphere;92%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

2-([1,1'-biphenyl]-4-ylthio)benzenamine
403517-20-4

2-([1,1'-biphenyl]-4-ylthio)benzenamine

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydroxide; water; copper(l) chloride at 50℃; for 12h; Inert atmosphere;97%

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