Product Name

  • Name

    2-Fluoro-4-iodoaniline

  • EINECS
  • CAS No. 29632-74-4
  • Article Data8
  • CAS DataBase
  • Density 2.008 g/cm3
  • Solubility insoluble in water
  • Melting Point 55-57 °C(lit.)
  • Formula C6H5FIN
  • Boiling Point 248.6 °C at 760 mmHg
  • Molecular Weight 237.015
  • Flash Point 104.2 °C
  • Transport Information
  • Appearance off-white to brown powder
  • Safety 26-36-37/39-26/37/39
  • Risk Codes 36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 29632-74-4 (2-Fluoro-4-iodoaniline)
  • Hazard Symbols HarmfulXn, ToxicT, IrritantXi
  • Synonyms 2-fluoro-4-iodin anline;
  • PSA 26.02000
  • LogP 2.59370

Synthetic route

2-Fluoroaniline
348-54-9

2-Fluoroaniline

2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

Conditions
ConditionsYield
With iodine; sodium hydrogencarbonate In water at 60 - 80℃; for 2h;77%
With iodine; sodium hydrogencarbonate In water at 60℃; for 3h;76%
Stage #1: 2-Fluoroaniline With n-butyllithium In diethyl ether; hexane at -78℃; for 1h;
Stage #2: With poly[4-(dibutyliodostannyl)butyl]styrene In diethyl ether; hexane at 20℃; for 18h;
Stage #3: With Iodine monochloride In diethyl ether; hexane at -78 - 20℃;
67%
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

2-fluoro-4-((trimethylsilyl)ethynyl)aniline
518342-58-0

2-fluoro-4-((trimethylsilyl)ethynyl)aniline

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; for 21h; Sonogashira Cross-Coupling; Inert atmosphere;100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; Inert atmosphere;100%
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 20℃; for 15h; Sonogashira Coupling;88%
4-chloro-1-methyl-6-oxo-1,6-dihydro-pyridazine-3-carboxylic acid
867130-26-5

4-chloro-1-methyl-6-oxo-1,6-dihydro-pyridazine-3-carboxylic acid

2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

4-(2-fluoro-4-iodophenylamino)-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylic acid
934664-24-1

4-(2-fluoro-4-iodophenylamino)-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylic acid

Conditions
ConditionsYield
Stage #1: 4-chloro-1-methyl-6-oxo-1,6-dihydro-pyridazine-3-carboxylic acid; 2-fluro-4-iodoaniline With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; for 4h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water Product distribution / selectivity;
100%
Stage #1: 4-chloro-1-methyl-6-oxo-1,6-dihydro-pyridazine-3-carboxylic acid; 2-fluro-4-iodoaniline With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; for 4.08333h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water Product distribution / selectivity;
100%
Stage #1: 4-chloro-1-methyl-6-oxo-1,6-dihydro-pyridazine-3-carboxylic acid; 2-fluro-4-iodoaniline With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; for 4.08333h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water Product distribution / selectivity;
100%
thiophosgene
463-71-8

thiophosgene

2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

2-fluoro-4-iodo-1-isothiocyanatobenzene
945530-32-5

2-fluoro-4-iodo-1-isothiocyanatobenzene

Conditions
ConditionsYield
In chloroform; water at 20℃; for 16h;100%
In chloroform; water at 20℃; for 16h;100%
In dichloromethane; water at 20℃;96.8%
formaldehyd
50-00-0

formaldehyd

2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

N-(4-iodo-2-fluorophenyl)formamide
791112-16-8

N-(4-iodo-2-fluorophenyl)formamide

Conditions
ConditionsYield
With acetic anhydride In tetrahydrofuran; toluene at 20℃;100%
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

sodium O-ethyl dithiocarbonate
140-90-9

sodium O-ethyl dithiocarbonate

6-iodobenzo[d]thiazole-2-thiol
54420-94-9

6-iodobenzo[d]thiazole-2-thiol

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 95℃; for 5h;100%
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

2,3,4,-trifluorobenzoic acid
61079-72-9

2,3,4,-trifluorobenzoic acid

3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzoic acid
391211-97-5

3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzoic acid

Conditions
ConditionsYield
With lithium amide In tetrahydrofuran99%
With lithium amide In N,N-dimethyl-formamide Inert atmosphere;85%
With lithium amide In tetrahydrofuran at 45 - 55℃; for 1.25 - 2.5h; Product distribution / selectivity;80%
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

1-azido-2-fluoro-4-iodobenzene
945559-14-8

1-azido-2-fluoro-4-iodobenzene

Conditions
ConditionsYield
Stage #1: 2-fluro-4-iodoaniline With trifluoroacetic acid; sodium nitrite at 0℃; for 0.5h;
Stage #2: With sodium azide In water at 0℃; for 1h;
99%
Stage #1: 2-fluro-4-iodoaniline With hydrogenchloride; sodium nitrite In water at -5℃; for 0.5h;
Stage #2: With sodium azide In water at -5℃; for 1h;
97%
sodium cyclopropylsulfinate
910209-21-1

sodium cyclopropylsulfinate

2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

C9H10FNO2S
1147558-09-5

C9H10FNO2S

Conditions
ConditionsYield
With N,N`-dimethylethylenediamine; copper (I) trifluoromethane sulfonate benzene In dimethyl sulfoxide at 120℃; for 16h;99%
copper(I) trifluoromethanesulfonate benzene complex; N,N`-dimethylethylenediamine In dimethyl sulfoxide at 120℃; for 16h;99%
With N,N`-dimethylethylenediamine; copper(I) trifluoromethanesulfonate benzene In dimethyl sulfoxide at 120℃; for 16h;99%
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

cyclopropanecarboxylic acid chloride
4023-34-1

cyclopropanecarboxylic acid chloride

N-(2-fluoro-4-iodophenyl)cyclopropanecarboxamide
1061683-60-0

N-(2-fluoro-4-iodophenyl)cyclopropanecarboxamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃;99%
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

1-(2-fluoro-4-iodophenyl)urea
871700-48-0

1-(2-fluoro-4-iodophenyl)urea

Conditions
ConditionsYield
Stage #1: 2-fluro-4-iodoaniline; 1,1'-carbonyldiimidazole With triethylamine In chloroform at 0 - 20℃; for 4.25h;
Stage #2: With ammonia In chloroform; water at 0 - 20℃; for 1.5h;
98.8%
With triethylamine In chloroform at 0 - 30℃; for 4h; Inert atmosphere;
With triethylamine In chloroform at 0 - 20℃; for 4.25h;
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

2,5-hexanedione
110-13-4

2,5-hexanedione

1-(2-fluoro-4-iodophenyl)-2,5-dimethyl-1H-pyrrole
217314-30-2

1-(2-fluoro-4-iodophenyl)-2,5-dimethyl-1H-pyrrole

Conditions
ConditionsYield
toluene-4-sulfonic acid In toluene for 1h; Heating / reflux;98%
With toluene-4-sulfonic acid In toluene at 110℃; for 1h;49%
With p-toluenesulfonic acid monohydrate In toluene at 110℃; for 1h; Dean-Stark;67.5 g
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

2-fluoro-4-iodo-1-methanesulfonylaminobenzene
143937-74-0

2-fluoro-4-iodo-1-methanesulfonylaminobenzene

Conditions
ConditionsYield
With pyridine at 20℃; for 2h;98%
In pyridine at 20℃; for 2h;98%
With pyridine at 20℃; for 2h;95%
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

2-fluoro-4-iodobenzenediazonium tetrafluoroborate

2-fluoro-4-iodobenzenediazonium tetrafluoroborate

Conditions
ConditionsYield
With tert.-butylnitrite; boron trifluoride diethyl etherate In tetrahydrofuran; diethyl ether at -10 - 0℃;98%
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

C14H9F3O2

C14H9F3O2

C20H13F3INO2

C20H13F3INO2

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 60℃; for 6h;97.6%
formic acid
64-18-6

formic acid

2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

N-(4-iodo-2-fluorophenyl)formamide
791112-16-8

N-(4-iodo-2-fluorophenyl)formamide

Conditions
ConditionsYield
Stage #1: formic acid; 2-fluro-4-iodoaniline With acetic anhydride In tetrahydrofuran; toluene at 20℃;
Stage #2: With hydrogenchloride In tetrahydrofuran; water; ethyl acetate; toluene
97%
tetrahydrofuran-2-carbonyl chloride
52449-98-6

tetrahydrofuran-2-carbonyl chloride

2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

tetrahydro-furan-2-carboxylic acid (2-fluoro-4-iodophenyl)amide
641612-64-8

tetrahydro-furan-2-carboxylic acid (2-fluoro-4-iodophenyl)amide

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 18h;96%
With dmap In dichloromethane
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

phenylacetylene
536-74-3

phenylacetylene

2-fluoro-4-phenylethynyl-phenylamine
1241745-70-9

2-fluoro-4-phenylethynyl-phenylamine

Conditions
ConditionsYield
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride In acetonitrile at 20℃; for 18h; Inert atmosphere;95%
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

tetramethylammonium trifluoromethylselenate(0)
75264-92-5

tetramethylammonium trifluoromethylselenate(0)

1-amino-2-fluoro-4-[(trifluoromethyl)seleno]benzene
15946-31-3

1-amino-2-fluoro-4-[(trifluoromethyl)seleno]benzene

Conditions
ConditionsYield
With palladium(l) tri-tert-butylphosphine iodide dimer In toluene at 40℃; for 24h; Glovebox; Inert atmosphere;95%
morpholine-3-one
109-11-5

morpholine-3-one

2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

4-(4-amino-3-fluoro-phenyl)-morpholin-3-one
742073-22-9

4-(4-amino-3-fluoro-phenyl)-morpholin-3-one

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In toluene at 160℃; under 4500.45 - 5250.53 Torr; for 2h; Ullmann-Goldberg Substitution; Microwave irradiation;94%
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In 1,4-dioxane Reflux; Inert atmosphere;74%
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In 1,4-dioxane Reflux; Inert atmosphere;74%
With potassium carbonate; N,N`-dimethylethylenediamine; copper(l) iodide In toluene at 140℃; for 2h; microwave;33%
With copper(l) iodide; N,N`-dimethylethylenediamine In 1,4-dioxane at 120℃; for 16h;
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

3-fluoroisonicotinic acid
393-53-3

3-fluoroisonicotinic acid

3-((2-fluoro-4-iodophenyl)amino)isonicotinic acid
885588-03-4

3-((2-fluoro-4-iodophenyl)amino)isonicotinic acid

Conditions
ConditionsYield
Stage #1: 2-fluro-4-iodoaniline With lithium hexamethyldisilazane In tetrahydrofuran at -55℃; Inert atmosphere;
Stage #2: 3-fluoroisonicotinic acid In tetrahydrofuran at 20℃; for 96h;
Stage #3: With hydrogenchloride In water pH=2;
94%
Stage #1: 2-fluro-4-iodoaniline; 3-fluoroisonicotinic acid With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃;
Stage #2: With ammonium chloride In tetrahydrofuran for 1h; Product distribution / selectivity;
33%
Stage #1: 2-fluro-4-iodoaniline With lithium hexamethyldisilazane In tetrahydrofuran at -67 - -59℃; for 2.5h; Inert atmosphere;
Stage #2: 3-fluoroisonicotinic acid In tetrahydrofuran for 96h;
2,3,4-trifluoro-5-vinylbenzoic acid
848852-32-4

2,3,4-trifluoro-5-vinylbenzoic acid

2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-5-vinylbenzoic acid
848852-33-5

3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-5-vinylbenzoic acid

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃;94%
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; for 5.75h; Inert atmosphere;94%
With lithium diisopropyl amide In tetrahydrofuran at -78 - 20℃;35%
pent-2-ynoic acid
5963-77-9

pent-2-ynoic acid

2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

4-(4-ethyl-1H-1,2,3-triazol-1-yl)-2-fluoroaniline
1276538-16-9

4-(4-ethyl-1H-1,2,3-triazol-1-yl)-2-fluoroaniline

Conditions
ConditionsYield
With sodium azide; copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; potassium carbonate; L-proline In water; dimethyl sulfoxide at 65℃;94%
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

diisopropyl-carbodiimide
693-13-0

diisopropyl-carbodiimide

2-(2-fluoro-4-iodophenyl)-1,3-diisopropylguanidine
1436412-58-6

2-(2-fluoro-4-iodophenyl)-1,3-diisopropylguanidine

Conditions
ConditionsYield
at 130℃; for 15h; Inert atmosphere;94%
With dichloro bis(acetonitrile) palladium(II) In toluene at 130℃; under 1500.15 Torr; for 16h; Inert atmosphere;72%
NH-pyrazole
288-13-1

NH-pyrazole

2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

2-fluoro-4-(1H-pyrazol-1-yl)aniline
1147557-79-6

2-fluoro-4-(1H-pyrazol-1-yl)aniline

Conditions
ConditionsYield
With copper(l) iodide; 8-quinolinol; potassium carbonate In dimethylsulfoxide-d6 at 120℃; for 16h; Inert atmosphere;94%
With copper(l) iodide; caesium carbonate; trans-1,2-cyclohexanediamine In 1,2-dimethoxyethane at 25 - 86℃; for 72.3333h; Inert atmosphere;650 g
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

tri-n-butyl(vinyl)tin
7486-35-3

tri-n-butyl(vinyl)tin

2-fluoro-4-vinylaniline

2-fluoro-4-vinylaniline

Conditions
ConditionsYield
With 2,6-di-tert-butyl-4-methyl-phenol; tetrakis(triphenylphosphine) palladium(0) In toluene at 100℃; for 1h;93%
tetrakis(triphenylphosphine) palladium(0); 2,6-di-tert-butyl-4-methyl-phenol In toluene at 100℃; for 1h;93%
(R)-5-chloro-3-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-6-fluoro-8-methylpyrido[2,3-d]pyrimidine-4,7-(3H,8H)-dione
1227054-00-3

(R)-5-chloro-3-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-6-fluoro-8-methylpyrido[2,3-d]pyrimidine-4,7-(3H,8H)-dione

2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

(R)-3-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-6-fluoro-5-(2-fluoro-4-iodophenylamino)-8-methylpyrido-[2,3-d]pyrimidine-4,7(3H,8H)-dione
1227054-01-4

(R)-3-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-6-fluoro-5-(2-fluoro-4-iodophenylamino)-8-methylpyrido-[2,3-d]pyrimidine-4,7(3H,8H)-dione

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -5 - 20℃; Large scale;93%
With 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate; palladium diacetate In 1,4-dioxane at 85℃; for 2h; Product distribution / selectivity; De-gassed solvent;
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

methylamine
74-89-5

methylamine

N-(2-fluoro-4-iodophenyl)-N'-methylurea
871700-37-7

N-(2-fluoro-4-iodophenyl)-N'-methylurea

Conditions
ConditionsYield
Stage #1: 2-fluro-4-iodoaniline; 1,1'-carbonyldiimidazole With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;
Stage #2: methylamine In water; N,N-dimethyl-formamide at 0 - 20℃;
93%
Stage #1: 2-fluro-4-iodoaniline; 1,1'-carbonyldiimidazole With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 16h; Inert atmosphere;
Stage #2: methylamine In water; N,N-dimethyl-formamide at 0 - 20℃; for 1h;
93%
Stage #1: 2-fluro-4-iodoaniline; 1,1'-carbonyldiimidazole With triethylamine In N,N-dimethyl-formamide at 0 - 20℃;
Stage #2: methylamine In methanol; N,N-dimethyl-formamide at 0 - 20℃;
92%
2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

acetic anhydride
108-24-7

acetic anhydride

N-(2-fluoro-4-iodo-phenyl)-acetamide
97760-94-6

N-(2-fluoro-4-iodo-phenyl)-acetamide

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 25℃; for 2.16667h;92%
In tetrahydrofuran at 0 - 25℃; for 2.16667h;92%
In tetrahydrofuran at 0 - 25℃; for 2.16667h;92%
pyridine-2-thione
2637-34-5

pyridine-2-thione

2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

2-fluoro-4-(pyridin-2-ylsulfanyl)-phenylamine

2-fluoro-4-(pyridin-2-ylsulfanyl)-phenylamine

Conditions
ConditionsYield
With 8-quinolinol; copper(l) iodide In dimethyl sulfoxide at 130℃;92%
3-Methyl-1H-pyridin-2-one
1003-56-1

3-Methyl-1H-pyridin-2-one

2-fluro-4-iodoaniline
29632-74-4

2-fluro-4-iodoaniline

1-(4-amino-3-fluorophenyl)-3-methylpyridin-2(1H)-one

1-(4-amino-3-fluorophenyl)-3-methylpyridin-2(1H)-one

Conditions
ConditionsYield
With copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; potassium carbonate In tert-Amyl alcohol at 100℃; for 5h; Inert atmosphere; Glovebox;92%
With 8-quinolinol; copper(l) iodide In dimethyl sulfoxide at 130℃;78%

2-Fluoro-4-iodoaniline Chemical Properties

The Molecular formula of  2-Fluoro-4-iodoaniline(29632-74-4) : C6H5FIN
The Molecular Weight of   2-Fluoro-4-iodoaniline(29632-74-4) :  237.01
Molecular Structure : 
Melting point: 55-57 °C(lit.)
Flash point: >230 °F
WATER Solubility: insoluble
Sensitive: Light Sensitive
Appearaance: light brown to brown Solid
Synonyms: 2-FLUORO-4-IODOBENZENAMINE;2-FLUORO-4-IODO-PHENYLAMINE;2-Fluoro-4-idioaniline;2-Fluoro-4-iodoaniline 98%;2-FLUORO-4-IODOANILINE;2-Fluoro-4-iodoaniline98%;

2-Fluoro-4-iodoaniline Safety Profile

The Hazard Codes of 2-Fluoro-4-iodoaniline(29632-74-4):    Xi,Xn ,   T
The Risk Statements information of 2-Fluoro-4-iodoaniline(29632-74-4):
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of 2-Fluoro-4-iodoaniline(29632-74-4):
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
37/39:  Wear suitable gloves and eye/face protection 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
RIDADR: PG3
WGK Germany: 3
Hazard Note: Toxic
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