Product Name

  • Name

    4-Iodobiphenyl

  • EINECS 216-469-1
  • CAS No. 1591-31-7
  • Article Data157
  • CAS DataBase
  • Density 1.584 g/cm3
  • Solubility Slightly soluble in water.
  • Melting Point 110-114 °C
  • Formula C12H9I
  • Boiling Point 322.7 °C at 760 mmHg
  • Molecular Weight 280.108
  • Flash Point 145.8 °C
  • Transport Information UN 3077 9/PG 3
  • Appearance Off-white crystalline powder
  • Safety 26-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 1591-31-7 (4-Iodobiphenyl)
  • Hazard Symbols IrritantXi,DangerousN,HarmfulXn
  • Synonyms Biphenyl, 4-iodo- (8CI);1, 1-Biphenyl, 4-iodo-;p-Phenyliodobenzene;Biphenyl, 4-iodo-;4-Biphenyl iodide;p-Iodobiphenyl;1,1-Biphenyl, 4-iodo-;1-iodo-4-phenyl-benzene;
  • PSA 0.00000
  • LogP 3.95820

Synthetic 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%

4-Iodobiphenyl Chemical Properties

IUPAC Name:1-Iodo-4-phenylbenzene
Molecular Formula: C12H9I
Molecular Weight: 280.104330 g/mol
EINECS:216-469-1
Melting Point: 110-114 °C
Density: 1.584 g/cm3
Flash Point: 145.8 °C
Sensitive: Light
Boiling Point: 322.7 °C at 760 mmHg
Vapour Pressure: 0.000517 mmHg at 25 °C
Water Solubility: 0.9974 mg/L at 25 °C
Molecular Structure of 4-Iodobiphenyl (1591-31-7):

Categories of 4-Iodobiphenyl (1591-31-7): Biphenyl derivatives;pharmacetical;Halides;Phenyls & Phenyl-Het;Halogenated Hydrocarbons

4-Iodobiphenyl Uses

 4-Iodobiphenyl (1591-31-7) is used as an intermediate of pharmaceutical and LCD.

4-Iodobiphenyl Safety Profile

Hazard Codes:HarmfulXn,IrritantXi,DangerousN
Risk Statements:22-41-50/53-36/37/38
22:Harmful if swallowed
41:Risk of serious damage to eyes
50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:26-39-60-61-37/39
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
39:Wear eye/face protection
60:This material and/or its container must be disposed of as hazardous waste
61:Avoid release to the environment. Refer to special instructions safety data sheet
37/39:Wear suitable gloves and eye/face protection

4-Iodobiphenyl Specification

First Aid Measures of 4-Iodobiphenyl (1591-31-7):
Ingestion:If swallowed, wash out mouth with water provided person is conscious. Call a physician.
Inhalation:If inhaled, remove to fresh air. If not breathing give artificial respiration. If breathing is difficult, give oxygen.
Skin:In case of skin contact, flush with copious amounts of water for at least 15 minutes. Remove contaminated clothing and shoes. Call a physician.
Eyes:In case of contact with eyes, flush with copious amounts of water for at least 15 minutes. Assure adequate flushing by separating the eyelids with fingers. Call a physician.

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