Conditions | Yield |
---|---|
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
p-aminoiodobenzene
Conditions | Yield |
---|---|
With potassium iodide In water at 20℃; for 0.833333h; | 100% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
p-aminoiodobenzene
Conditions | Yield |
---|---|
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
p-aminoiodobenzene
Conditions | Yield |
---|---|
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% |
p-aminoiodobenzene
Conditions | Yield |
---|---|
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% |
p-aminoiodobenzene
Conditions | Yield |
---|---|
With trimethyltin(IV) hydroxide In 1,2-dichloro-ethane at 60℃; Inert atmosphere; chemoselective reaction; | 93% |
Conditions | Yield |
---|---|
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
p-aminoiodobenzene
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
p-aminoiodobenzene
Conditions | Yield |
---|---|
With methanol; oxalyl dichloride at 20℃; for 2h; | 86% |
2-(4-iodophenoxy)propanamide
p-aminoiodobenzene
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 140℃; for 3h; Green chemistry; | 85% |
With potassium hydroxide at 140℃; | 177.3 mg |
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
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
p-nitrobenzene iodide
2-phenyl-1,2,3,4-tetrahydroisoquinoline
B
p-aminoiodobenzene
Conditions | Yield |
---|---|
With Co(dmgH)2Cl2; Eosin Y In water; acetonitrile at 20℃; for 48h; Inert atmosphere; Irradiation; Sealed tube; | A 78% B 85 %Spectr. |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
With methanesulfonic acid; trimethylsilylazide In tetrachloromethane at 80℃; for 4h; | 69% |
p-iodo-N-methylaniline
p-aminoiodobenzene
Conditions | Yield |
---|---|
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
p-aminoiodobenzene
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With water; sodium acetate; acetic acid In ethanol; acetone; benzene at 70℃; for 49.5h; | A 36% B 55% |
Conditions | Yield |
---|---|
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. |
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol at 70℃; for 4h; chemoselective reaction; | A 27% B 55% |
Conditions | Yield |
---|---|
With triethylamine; sodium iodide In acetonitrile for 2h; Irradiation; | A 5% B 51% |
p-aminoiodobenzene
Conditions | Yield |
---|---|
With sodium hydroxide; hydroxylamine-O-sulfonic acid In water; acetonitrile for 3h; Sonication; | 49% |
iodobenzene
trifluorormethanesulfonic acid
A
2-iodophenylamine
B
(4-iodophenyl)(phenyl)iodonium trifluoromethanesulfonate
C
p-aminoiodobenzene
Conditions | Yield |
---|---|
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 |
p-aminoiodobenzene
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 1h; BAL lantane; Product distribution / selectivity; | 38% |
Conditions | Yield |
---|---|
In cyclohexane Ambient temperature; Irradiation; Title compound not separated from byproducts; | A 34% B 12% |
Conditions | Yield |
---|---|
With sodium iodide In acetonitrile ionic Meerwein arylation; Irradiation; | A 3% B 12% C 32% D 10% |
benzaldehyde
p-aminoiodobenzene
N-benzylidene-4-iodoaniline
Conditions | Yield |
---|---|
In ethanol for 1h; Sonication; | 100% |
In benzene Heating; | 83% |
In ethanol Heating; | 57% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 4℃; | 100% |
With triethylamine In dichloromethane at 0 - 20℃; | 96% |
With pyridine at 85℃; for 4h; | 87% |
benzaldehyde
acetophenone
p-aminoiodobenzene
[3-(phenyl)-3-((4-iodophenyl)amino)-1-phenylpropan-1-one]
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
p-aminoiodobenzene
2-(4'-iodophenyliminomethinyl)phenyltellurenyl bromide
Conditions | Yield |
---|---|
With trifluoroacetic acid In benzene | 100% |
bis(trichloromethyl) carbonate
p-aminoiodobenzene
1-iodo-4-isocyanatobenzene
Conditions | Yield |
---|---|
With triethylamine In dichloromethane | 100% |
In ethyl acetate for 4h; Heating; | 74% |
With triethylamine In dichloromethane at -35 - 20℃; for 2h; | 60% |
Conditions | Yield |
---|---|
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
p-aminoiodobenzene
4-(4-methoxyphenyl)aniline
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With sodium cyanoborohydride In acetic acid | 100% |
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
p-aminoiodobenzene
1-(2,5-dimethyl-1H-pyrrol-1-yl)-4-iodobenzene
Conditions | Yield |
---|---|
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
p-aminoiodobenzene
methyl 3-((4-iodophenyl)amino)-3-oxopropanoate
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
With isopropyl alcohol Heating; | 100% |
In isopropyl alcohol for 3h; Heating / reflux; | 95% |
p-aminoiodobenzene
4-chloro-6,7-bis(2-methoxyethoxy)quinazoline
[6,7-bis-(2-methoxy-ethoxy)-quinazolin-4-yl]-(4-iodo-phenyl)-amine
Conditions | Yield |
---|---|
With isopropyl alcohol Heating; | 100% |
(cyclopent-2-eneyl)acetic acid
p-aminoiodobenzene
Conditions | Yield |
---|---|
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane | 100% |
BOC-glycine
p-aminoiodobenzene
[(4-iodophenylcarbamoyl)methyl]carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With dacarbazine; dmap In dichloromethane | 100% |
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% |
Conditions | Yield |
---|---|
With copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride In diethylamine at 50℃; | 100% |
4-chloro-benzoyl chloride
p-aminoiodobenzene
4-chloro-N-(4-iodo-phenyl)-benzamide
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 4h; | 100% |
With triethylamine In tetrahydrofuran at 20℃; for 4h; | 100% |
Conditions | Yield |
---|---|
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
Acetoxyacetyl chloride
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 1.75h; | 100% |
3-methoxyphenylboronic acid
p-aminoiodobenzene
3'-methoxy-[1,1'-biphenyl]-4-amine
Conditions | Yield |
---|---|
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
p-aminoiodobenzene
4-bromo-N-(cyclohex-2-en-1-yl)aniline
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane at 20℃; for 12h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
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
p-aminoiodobenzene
4-(benzofuran-2-yl)benzenamine
Conditions | Yield |
---|---|
With sodium carbonate; dichlorobis(tri-O-tolylphosphine)palladium In 1,2-dimethoxyethane; ethanol; water at 125℃; for 2h; | 99.5% |
4-fluorobenzoyl chloride
p-aminoiodobenzene
4-fluoro-N-(4-iodophenyl)-benzamide
Conditions | Yield |
---|---|
With dmap; triethylamine In tetrahydrofuran at 20℃; for 1h; | 99% |
Conditions | Yield |
---|---|
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
1-azido-4-iodo-benzene
Conditions | Yield |
---|---|
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
p-aminoiodobenzene
2,2,2-trifluoro-N-(4-iodophenyl)acetamide
Conditions | Yield |
---|---|
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 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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