Product Name

  • Name

    4-Iodoaniline

  • EINECS 208-743-4
  • CAS No. 540-37-4
  • Article Data298
  • CAS DataBase
  • Density 1.924 g/cm3
  • Solubility Slightly soluble in water.Soluble in chloroform, methanol.
  • Melting Point 61-63 °C(lit.)
  • Formula C6H6IN
  • Boiling Point 268.7 °C at 760 mmHg
  • Molecular Weight 219.025
  • Flash Point 116.3 °C
  • Transport Information UN 2811
  • Appearance beige to greyish-brown crystalline powder
  • Safety 26-36/37/39-36
  • Risk Codes 22-36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 540-37-4 (4-Iodoaniline)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms Aniline,p-iodo- (6CI,8CI);1-Iodo-4-aminobenzene;4-Iodobenzenamine;4-Iodobenzeneamine;4-Iodophenylamine;NSC 9246;p-Aminoiodobenzene;p-Aminophenyl iodide;p-Iodoaniline;4-Iodo-phenylamine;4-Iodoaniline;
  • PSA 26.02000
  • LogP 2.45460

Synthetic route

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With hydrazine hydrate In methanol at 26℃; for 0.166667h; Reagent/catalyst; Solvent;100%
With cadmium sulphide; ammonium formate In water at 20℃; for 20h; Inert atmosphere; Irradiation; Sealed tube;100%
With magnesium; nickel dichloride In water at 20℃; for 12h; Sealed tube; Photolysis; Inert atmosphere;100%
4-aminobenzenediazonium 4-methylbenzenesulfonate
1059625-65-8

4-aminobenzenediazonium 4-methylbenzenesulfonate

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With potassium iodide In water at 20℃; for 0.833333h;100%
aniline
62-53-3

aniline

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With tetramethylammonium dibromoiodate(I) at 20℃; for 0.0833333h;99%
With iodine at 30℃; for 12h; Reagent/catalyst; Solvent; Green chemistry; regioselective reaction;97%
With sulfuric acid; dihydrogen peroxide; potassium iodide In methanol at 20℃; for 4h;96%
1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
Stage #1: 1,4-phenylenediamine With toluene-4-sulfonic acid In water at 20℃;
Stage #2: With potassium iodide In water at 20℃; for 1.5h;
98%
1-azido-4-iodo-benzene
53694-87-4

1-azido-4-iodo-benzene

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 20℃; chemoselective reaction;96%
With methanol; samarium; iodine for 6h; Ambient temperature;91%
Stage #1: 1-azido-4-iodo-benzene With hydrazine hydrate for 0.166667h; Inert atmosphere;
Stage #2: for 12h; Irradiation; chemoselective reaction;
90%
bis-(4-iodo-phenyl)-diazene
1601-97-4, 21650-53-3

bis-(4-iodo-phenyl)-diazene

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With polystyrene-CH2-NH3(+)HCO2(-); magnesium In methanol at 20℃; for 0.2h;96%
With aminomethyl polystyrene resin formic acid salt; zinc In methanol at 20℃; for 0.2h;95%
With aminomethylpolystyrene-supported formate; palladium on activated charcoal In methanol at 20℃; for 2.5h;95%
With perchloric acid In isopropyl alcohol; acetonitrile at 25℃; for 0.75h; pH=2; Inert atmosphere; Irradiation;86%
2-oxo-2-phenylethyl (4-iodophenyl)carbamate

2-oxo-2-phenylethyl (4-iodophenyl)carbamate

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 2.5h; Sealed tube; Irradiation; Inert atmosphere;93%
2,2,2-trichloroethyl (4-iodophenyl)carbamate

2,2,2-trichloroethyl (4-iodophenyl)carbamate

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With trimethyltin(IV) hydroxide In 1,2-dichloro-ethane at 60℃; Inert atmosphere; chemoselective reaction;93%
4-bromo-aniline
106-40-1

4-bromo-aniline

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With copper(I) oxide; L-proline; potassium iodide In ethanol at 110℃; for 30h; Schlenk technique; Inert atmosphere; Sealed tube;90%
1-(4-iodophenyl)ethanol
68120-56-9, 104013-25-4, 53207-29-7

1-(4-iodophenyl)ethanol

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With sodium azide; methanesulfonic acid; trifluoroacetic acid In hexane at 40℃; for 4h; Sealed tube;90%
With sodium azide; methanesulfonic acid; trifluoroacetic acid In hexane at 40℃; for 4h; Reagent/catalyst;90%
aniline
62-53-3

aniline

A

2-iodophenylamine
615-43-0

2-iodophenylamine

B

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With potassium ferrate(VI); iodine In hexane for 1.5h; Reflux; regioselective reaction;A n/a
B 88%
With hydrogenchloride; potassium iodate; potassium iodide In methanol; water at 20℃;A n/a
B 65%
With N-iodo-succinimide; perchloric acid In acetic acid at 35℃; Kinetics; Mechanism; Thermodynamic data; other temperatures; dependence on the concentrations of substrate; E(activ.), ΔH(excit.), ΔS(excit.);
N-Boc-4-iodoaniline
159217-89-7

N-Boc-4-iodoaniline

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With methanol; oxalyl dichloride at 20℃; for 2h;86%
2-(4-iodophenoxy)propanamide
1247414-30-7

2-(4-iodophenoxy)propanamide

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 140℃; for 3h; Green chemistry;85%
With potassium hydroxide at 140℃;177.3 mg
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

A

1-iodo-4-nitrosobenzene
13125-93-4

1-iodo-4-nitrosobenzene

B

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
Stage #1: p-nitrobenzene iodide With ammonium chloride; zinc In 2-methoxy-ethanol at 20℃; for 0.5h; Reduction;
Stage #2: With iron(III) chloride In ethanol; water at 0℃; for 3h; Oxidation;
A 82%
B n/a
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

A

aniline
62-53-3

aniline

B

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With Rh/Al2O3; hydrogen In water; toluene at 80℃; under 30003 Torr; for 24h; Reagent/catalyst; Pressure; Temperature;A 22%
B 78%
With Rh/Al2O3; hydrogen In water; toluene at 60℃; under 30003 Torr; for 24h; Reagent/catalyst; Pressure; Temperature;A 60%
B 38%
With water; iron at 210℃; for 2h;A 37 % Chromat.
B 52 % Chromat.
indole
120-72-9

indole

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

2-phenyl-1,2,3,4-tetrahydroisoquinoline
3340-78-1

2-phenyl-1,2,3,4-tetrahydroisoquinoline

A

1-(1H-indol-3-yl)-2-phenyl-1, 2, 3, 4-tetrahydroisoquinoline

1-(1H-indol-3-yl)-2-phenyl-1, 2, 3, 4-tetrahydroisoquinoline

B

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With Co(dmgH)2Cl2; Eosin Y In water; acetonitrile at 20℃; for 48h; Inert atmosphere; Irradiation; Sealed tube;A 78%
B 85 %Spectr.
4-iodophenylboronic acid
5122-99-6

4-iodophenylboronic acid

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With sodium hydroxide; hydroxylamine-O-sulfonic acid In acetonitrile at 20℃; for 16h;74%
With O-(2,4-dinitrophenyl)hydroxylamine In 1,4-dioxane at 50℃; for 24h; Inert atmosphere;60%
With copper(I) oxide; ammonium hydroxide In water for 0.0833333h; Microwave irradiation;
4-iodostyrene
2351-50-0

4-iodostyrene

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With methanesulfonic acid; trimethylsilylazide In tetrachloromethane at 80℃; for 4h;69%
p-iodo-N-methylaniline
60577-34-6

p-iodo-N-methylaniline

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With piperidine; dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate In acetonitrile at -78℃; for 40h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation;65%
4-iodocumene
17356-09-1

4-iodocumene

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With sodium azide; oxygen; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone at 40℃; for 4h; Sealed tube;61%
With sodium azide; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone at 40℃; for 4h;61%
C15H12I2N2
51218-04-3

C15H12I2N2

A

β-(p-Jodanilino)acrolein
51218-00-9

β-(p-Jodanilino)acrolein

B

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With water; sodium acetate; acetic acid In ethanol; acetone; benzene at 70℃; for 49.5h;A 36%
B 55%
aniline
62-53-3

aniline

A

2,4-diiodoaniline
533-70-0

2,4-diiodoaniline

B

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With ammonium peroxydisulfate; potassium iodide In methanol; water at 20℃;A 8%
B 55%
With 1-(2-hydroxy-4-methoxyphenyl)ethanone; iodine In benzene for 36h; Irradiation;
With 1-(2-hydroxy-4-methoxyphenyl)ethanone; iodine In benzene for 36h; Irradiation;
With N-iodo-succinimide; zirconium(IV) chloride In dichloromethane at 0℃; for 2h; Conversion of starting material;
With 1-butyl-3-methyl-pyridinium dichloroiodate for 2h;A 19 %Chromat.
B 80 %Chromat.
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

A

p,p'-diaminobiphenyl
92-87-5

p,p'-diaminobiphenyl

B

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 70℃; for 4h; chemoselective reaction;A 27%
B 55%
4-chloro-aniline
106-47-8

4-chloro-aniline

A

aniline
62-53-3

aniline

B

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With triethylamine; sodium iodide In acetonitrile for 2h; Irradiation;A 5%
B 51%
potassium (4-iodophenyl)trifluoroborate

potassium (4-iodophenyl)trifluoroborate

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With sodium hydroxide; hydroxylamine-O-sulfonic acid In water; acetonitrile for 3h; Sonication;49%
iodobenzene
591-50-4

iodobenzene

trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

A

2-iodophenylamine
615-43-0

2-iodophenylamine

B

(4-iodophenyl)(phenyl)iodonium trifluoromethanesulfonate
144930-55-2

(4-iodophenyl)(phenyl)iodonium trifluoromethanesulfonate

C

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
Stage #1: trifluorormethanesulfonic acid With xenon difluoride; trimethylsilyl isocyanate In dichloromethane at -78℃;
Stage #2: iodobenzene In dichloromethane at -78℃;
A n/a
B 44%
C n/a
C21H26IN2O4Pol

C21H26IN2O4Pol

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 1h; BAL lantane; Product distribution / selectivity;38%
1-azido-4-iodo-benzene
53694-87-4

1-azido-4-iodo-benzene

diethylamine
109-89-7

diethylamine

A

Diethyl-(5-iodo-3H-azepin-2-yl)-amine

Diethyl-(5-iodo-3H-azepin-2-yl)-amine

B

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Conditions
ConditionsYield
In cyclohexane Ambient temperature; Irradiation; Title compound not separated from byproducts;A 34%
B 12%
1-hexene
592-41-6

1-hexene

4-chloro-aniline
106-47-8

4-chloro-aniline

A

aniline
62-53-3

aniline

B

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

C

4-(2-iodohexyl)aniline

4-(2-iodohexyl)aniline

D

4-(1-(iodomethyl)pentyl)aniline

4-(1-(iodomethyl)pentyl)aniline

Conditions
ConditionsYield
With sodium iodide In acetonitrile ionic Meerwein arylation; Irradiation;A 3%
B 12%
C 32%
D 10%
benzaldehyde
100-52-7

benzaldehyde

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

N-benzylidene-4-iodoaniline
3381-47-3, 102904-39-2

N-benzylidene-4-iodoaniline

Conditions
ConditionsYield
In ethanol for 1h; Sonication;100%
In benzene Heating;83%
In ethanol Heating;57%
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

N-tosyl-4-iodoaniline
158268-30-5

N-tosyl-4-iodoaniline

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
With triethylamine In dichloromethane at 0 - 20℃;96%
With pyridine at 85℃; for 4h;87%
benzaldehyde
100-52-7

benzaldehyde

acetophenone
98-86-2

acetophenone

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

[3-(phenyl)-3-((4-iodophenyl)amino)-1-phenylpropan-1-one]
94871-48-4

[3-(phenyl)-3-((4-iodophenyl)amino)-1-phenylpropan-1-one]

Conditions
ConditionsYield
sodium tetrakis(3,5-trifluoromethylphenyl)borate In water at 30℃; for 24h; Mannich reaction;100%
With nitrogen and sulfur doped porous carbon catalyst In ethanol at 20℃; for 6.5h;91%
With hydrogenchloride In ethanol at 10℃; for 10h;90%
Acetic formic anhydride
2258-42-6

Acetic formic anhydride

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

N-(4-iodo-phenyl)-formamide
6393-17-5

N-(4-iodo-phenyl)-formamide

Conditions
ConditionsYield
In tetrahydrofuran at -20℃; for 0.25h;100%
In tetrahydrofuran at 20℃; for 3h; Schlenk technique; Inert atmosphere;97%
In tetrahydrofuran at 0 - 20℃;
(2-formylphenyl)butyl tellurium dibromide
128346-30-5

(2-formylphenyl)butyl tellurium dibromide

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

2-(4'-iodophenyliminomethinyl)phenyltellurenyl bromide
130191-26-3

2-(4'-iodophenyliminomethinyl)phenyltellurenyl bromide

Conditions
ConditionsYield
With trifluoroacetic acid In benzene100%
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

1-iodo-4-isocyanatobenzene
15845-62-2

1-iodo-4-isocyanatobenzene

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
In ethyl acetate for 4h; Heating;74%
With triethylamine In dichloromethane at -35 - 20℃; for 2h;60%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

N-Boc-4-iodoaniline
159217-89-7

N-Boc-4-iodoaniline

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran at 20℃;100%
In neat (no solvent) at 80℃; for 0.166667h; Temperature; Green chemistry; chemoselective reaction;98%
Stage #1: p-aminoiodobenzene With triethylamine In tetrahydrofuran; water at 20℃; for 0.0833333h;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; water at 0 - 20℃; for 6h;
97.5%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-(4-methoxyphenyl)aniline
1137-77-5

4-(4-methoxyphenyl)aniline

Conditions
ConditionsYield
With sodium carbonate In ethanol; water at 80℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;100%
With potassium carbonate In ethanol at 78℃; for 1h; Suzuki-Miyaura coupling; Air atmosphere;96%
With potassium carbonate In methanol; water at 40 - 45℃; for 1.5h; Suzuki Coupling;92%
formaldehyd
50-00-0

formaldehyd

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-Iodo-N,N-dimethylaniline
698-70-4

4-Iodo-N,N-dimethylaniline

Conditions
ConditionsYield
With sodium cyanoborohydride In acetic acid100%
With sodium cyanoborohydride In acetic acid at 20℃; for 12h;96%
With sodium cyanoborohydride; acetic acid at 22℃; Inert atmosphere; Schlenk technique;91%
2,5-hexanedione
110-13-4

2,5-hexanedione

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

1-(2,5-dimethyl-1H-pyrrol-1-yl)-4-iodobenzene
288608-09-3

1-(2,5-dimethyl-1H-pyrrol-1-yl)-4-iodobenzene

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene Inert atmosphere; Schlenk technique;100%
With nano-Fe3O4 immoblized lewis acidic ionic liquid In neat (no solvent) at 20℃; for 0.5h; Paal-Knorr Pyrrole Synthesis; Sonication;98%
With toluene-4-sulfonic acid In toluene for 4h; Inert atmosphere; Reflux;97%
3-chloro-3-oxopropanoic acid methyl ester
37517-81-0

3-chloro-3-oxopropanoic acid methyl ester

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

methyl 3-((4-iodophenyl)amino)-3-oxopropanoate
658709-61-6

methyl 3-((4-iodophenyl)amino)-3-oxopropanoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
With triethylamine In ethyl acetate at 20℃; for 16h; Cooling with acetone-dry ice;99%
With triethylamine In ethyl acetate at 10 - 15℃; for 0.5h;29.8 g
6,7-dimethoxy-4-chloroquinazoline
13790-39-1

6,7-dimethoxy-4-chloroquinazoline

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

11N-070
168835-91-4

11N-070

Conditions
ConditionsYield
With isopropyl alcohol Heating;100%
In isopropyl alcohol for 3h; Heating / reflux;95%
p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-chloro-6,7-bis(2-methoxyethoxy)quinazoline
183322-18-1

4-chloro-6,7-bis(2-methoxyethoxy)quinazoline

[6,7-bis-(2-methoxy-ethoxy)-quinazolin-4-yl]-(4-iodo-phenyl)-amine
882511-65-1

[6,7-bis-(2-methoxy-ethoxy)-quinazolin-4-yl]-(4-iodo-phenyl)-amine

Conditions
ConditionsYield
With isopropyl alcohol Heating;100%
(cyclopent-2-eneyl)acetic acid
13668-61-6

(cyclopent-2-eneyl)acetic acid

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

2-cyclopent-2-enyl-N-(4-iodo-phenyl)-acetamide

2-cyclopent-2-enyl-N-(4-iodo-phenyl)-acetamide

Conditions
ConditionsYield
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane100%
BOC-glycine
4530-20-5

BOC-glycine

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

[(4-iodophenylcarbamoyl)methyl]carbamic acid tert-butyl ester
216774-64-0

[(4-iodophenylcarbamoyl)methyl]carbamic acid tert-butyl ester

Conditions
ConditionsYield
With dacarbazine; dmap In dichloromethane100%
With dmap; diisopropyl-carbodiimide In dichloromethane for 20h; Inert atmosphere;100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 5h;98%
1-ethynyl-3-trifluoromethylbenzene
705-28-2

1-ethynyl-3-trifluoromethylbenzene

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

C15H10F3N
869578-08-5

C15H10F3N

Conditions
ConditionsYield
With copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride In diethylamine at 50℃;100%
4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-chloro-N-(4-iodo-phenyl)-benzamide
299954-64-6

4-chloro-N-(4-iodo-phenyl)-benzamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 4h;100%
With triethylamine In tetrahydrofuran at 20℃; for 4h;100%
glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

ethyl 2-((4-iodophenyl)imino)acetate

ethyl 2-((4-iodophenyl)imino)acetate

Conditions
ConditionsYield
With magnesium sulfate In toluene at 25℃; for 0.5h;100%
With sodium sulfate In benzene at 20℃;
With sodium sulfate In toluene at 20℃; for 0.5h; Inert atmosphere;
p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

Acetoxyacetyl chloride
13831-31-7

Acetoxyacetyl chloride

2-((4-iodophenyl)amino)-2-oxoethyl acetate

2-((4-iodophenyl)amino)-2-oxoethyl acetate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1.75h;100%
3-methoxyphenylboronic acid
10365-98-7

3-methoxyphenylboronic acid

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

3'-methoxy-[1,1'-biphenyl]-4-amine
207287-79-4

3'-methoxy-[1,1'-biphenyl]-4-amine

Conditions
ConditionsYield
With potassium carbonate In ethanol at 80℃; for 36h; Suzuki-Miyaura Coupling; Inert atmosphere;100%
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,4-dioxane; water Suzuki Coupling; Inert atmosphere; Reflux;
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In N,N-dimethyl-formamide at 160℃; for 0.5h; Suzuki Coupling; Microwave irradiation;
rac-3-bromocyclohexene
1521-51-3

rac-3-bromocyclohexene

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-bromo-N-(cyclohex-2-en-1-yl)aniline
1619252-25-3

4-bromo-N-(cyclohex-2-en-1-yl)aniline

Conditions
ConditionsYield
With potassium carbonate In dichloromethane at 20℃; for 12h; Inert atmosphere;100%
4-Phenyl-1-butyne
16520-62-0

4-Phenyl-1-butyne

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-(4-phenylbut-1-yn-1-yl)aniline

4-(4-phenylbut-1-yn-1-yl)aniline

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 16h; Reflux; Inert atmosphere;100%
benzofuran-2-boronic acid
98437-24-2

benzofuran-2-boronic acid

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-(benzofuran-2-yl)benzenamine
782-18-3

4-(benzofuran-2-yl)benzenamine

Conditions
ConditionsYield
With sodium carbonate; dichlorobis(tri-O-tolylphosphine)palladium In 1,2-dimethoxyethane; ethanol; water at 125℃; for 2h;99.5%
4-fluorobenzoyl chloride
403-43-0

4-fluorobenzoyl chloride

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-fluoro-N-(4-iodophenyl)-benzamide
326-03-4

4-fluoro-N-(4-iodophenyl)-benzamide

Conditions
ConditionsYield
With dmap; triethylamine In tetrahydrofuran at 20℃; for 1h;99%
formic acid
64-18-6

formic acid

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

N-(4-iodo-phenyl)-formamide
6393-17-5

N-(4-iodo-phenyl)-formamide

Conditions
ConditionsYield
With acetic anhydride In tetrahydrofuran; toluene at 15 - 20℃;99%
With choline chloride*2SnCl2 at 70℃;92%
With mesoporous silica SBA-15 functionalized with acidic [HNMP]ZnCl3 based deep eutectic solvent In neat (no solvent) at 20℃;82%
p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

1-azido-4-iodo-benzene
53694-87-4

1-azido-4-iodo-benzene

Conditions
ConditionsYield
Stage #1: p-aminoiodobenzene With trifluoroacetic acid; sodium nitrite at 0℃; for 0.5h;
Stage #2: With sodium azide In water at 0℃; for 1h;
99%
Stage #1: p-aminoiodobenzene With hydrogenchloride In water at 0℃;
Stage #2: With sodium nitrite In water for 0.166667h; Further stages;
98%
Stage #1: p-aminoiodobenzene With sodium nitrite In hydrogenchloride; ethanol at 0℃; for 0.25h;
Stage #2: With sodium azide In hydrogenchloride; ethanol at 0℃; for 0.25h; Further stages.;
96%
trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

2,2,2-trifluoro-N-(4-iodophenyl)acetamide
126063-08-9

2,2,2-trifluoro-N-(4-iodophenyl)acetamide

Conditions
ConditionsYield
In tetrahydrofuran for 0.666667h; Ambient temperature;99%
In tetrahydrofuran at 20℃; for 1h;98%
In dichloromethane for 1h; Ambient temperature;78%
With pyridine In dichloromethane at 0℃; for 1h;
In tetrahydrofuran at 0 - 20℃; for 1h;

4-Iodoaniline Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

4-Iodoaniline Specification

4-Iodoaniline appears like White to off-white crystals, and has melting point of 54-56°C. 4-Iodoaniline has a CAS No 540-37-4 and has Molecular Formula C6H6NI. Its Molecular weight is 219.04. It is soluble Methanol. It is also called BENZENAMINE, 4-IODO-; 1-amino-4-iodobenzene; P-IODOANILINE; 4-iodo-anilin; 4-iodo-benzenamin; 4-iodobenzenamine; 4-iodo-Benzenamine. 4-Iodoaniline is used in wide range of medicals industrial applocations as well as in human and animal nutrition products such as antiseptics and disinfectants, pharmaceutical intermediates, polarizing films for liquid crystal display [LCD] chemicals. Iodine derivatives are also used as organic building blocks, analytical reagents etc.

Physical properties about 4-Iodoaniline are: (1)ACD/LogP: 2.34; (2)ACD/LogD (pH 5.5): 2.33; (3)ACD/LogD (pH 7.4): 2.34; (4)ACD/BCF (pH 5.5): 34.65; (5)ACD/BCF (pH 7.4): 35.34; (6)ACD/KOC (pH 5.5): 437.74; (7)ACD/KOC (pH 7.4): 446.53; (8)#H bond acceptors: 1; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.688; (12)Molar Refractivity: 43.396 cm3; (13)Molar Volume: 113.787 cm3; (14)Polarizability: 17.203 10-24cm3; (15)Surface Tension: 54.185001373291 dyne/cm ; (16)Density: 1.925 g/cm3; (17)Flash Point: 116.295 °C; (18)Enthalpy of Vaporization: 50.677 kJ/mol; (19)Boiling Point: 268.682 °C at 760 mmHg; (20)Vapour Pressure: 0.00800000037997961 mmHg at 25°C

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing, gloves and eye/face protection;
3. Wear suitable protective clothing;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C6H6IN/c7-5-1-3-6(8)4-2-5/h1-4H,8H2;
(2)InChIKey=VLVCDUSVTXIWGW-UHFFFAOYSA-N;
(3)Smilesc1(ccc(I)cc1)N;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 100mg/kg (100mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
rat LD50 oral 523mg/kg (523mg/kg)   Ceskoslovenska Hygiena. Czechoslovak Hygiene. Vol. 23, Pg. 168, 1978.
rat LDLo unreported 500mg/kg (500mg/kg)   British Journal of Pharmacology and Chemotherapy. Vol. 7, Pg. 142, 1952.

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