Product Name

  • Name

    2,6-Difluoroaniline

  • EINECS 226-853-0
  • CAS No. 5509-65-9
  • Article Data13
  • CAS DataBase
  • Density 1.289 g/cm3
  • Solubility Slightly soluble in water.
  • Melting Point 144-148 °C
  • Formula C6H5F2N
  • Boiling Point 154 °C at 760 mmHg
  • Molecular Weight 129.109
  • Flash Point 43.3 °C
  • Transport Information UN 1993 3/PG 3
  • Appearance clear yellow to brown liquid
  • Safety 36-36/37/39-26-23-16-16/23/26/36/37/39
  • Risk Codes 10-20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 5509-65-9 (2,6-Difluoroaniline)
  • Hazard Symbols HarmfulXn, IrritantXi, FlammableF
  • Synonyms benzenamine, 2,6-difluoro-;2,6-Difluorobenzenamine;
  • PSA 26.02000
  • LogP 2.12820

Synthetic route

2,6-difluorobenzamide
18063-03-1

2,6-difluorobenzamide

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
With sodium hypochlorite; sodium hydroxide In water at -5℃; for 2h; Reagent/catalyst; Hofmann Rearrangement; Large scale; Green chemistry;92%
With sodium hypochlorite; sodium hydroxide at -5℃; for 1.5h; Large scale;89.6%
1-chloro-2,6-difluorobenzene
38361-37-4

1-chloro-2,6-difluorobenzene

A

ortho-difluorobenzene
367-11-3

ortho-difluorobenzene

B

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
With ammonium hydroxide; copper(I) oxide at 160℃; for 24h; bomb; Further byproducts given;A 2%
B 71%
2-azido-1,3-difluorobenzene
102284-85-5

2-azido-1,3-difluorobenzene

toluene
108-88-3

toluene

A

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

B

N-benzyl-2,6-difluoroaniline

N-benzyl-2,6-difluoroaniline

C

cis-1,2-bis(2,6-difluorophenyl)diazene

cis-1,2-bis(2,6-difluorophenyl)diazene

Conditions
ConditionsYield
With naphtophenone at 25℃; for 4h; Product distribution; Irradiation; further tenmperatures;A 54%
B 13%
C 10%
2,6-difluorobenzoic acid
385-00-2

2,6-difluorobenzoic acid

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
With sodium azide; sulfuric acid
1-chloro-3,5-difluorobenzene
1435-43-4

1-chloro-3,5-difluorobenzene

A

2,4-difluorophenylamine
367-25-9

2,4-difluorophenylamine

B

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
1,2,3-trichlorobenzene
87-61-6

1,2,3-trichlorobenzene

A

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

B

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
With ammonium hydroxide; cesium fluoride; copper(I) oxide 1.) N,N'-dimethylethyleneurea, 250 deg C (bomb), 12 h, 2.) 170 deg C (bomb), 24 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;
With ammonium hydroxide; cesium fluoride; copper(I) oxide 1.) N,N'-dimethylethyleneurea, 250 deg C (bomb), 12 h, 2.) 160 deg C (bomb), 24 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;
1,2,3-trichlorobenzene
87-61-6

1,2,3-trichlorobenzene

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) CsF, 2.) H2, N-ethyldiethanolamine / 2.) 10percent Pd/C / 1.) N,N'-dimethylethyleneurea, 250 deg C (bomb), 12 h, 2.) ethylene glycol, 100 deg C, 200 psi
2: 71 percent / conc. NH4OH / Cu2O / 24 h / 160 °C / bomb
View Scheme
Multi-step reaction with 2 steps
1: CsF / various solvent(s) / 12 h / 250 °C / reaction carried out in a bomb
2: 71 percent / conc. NH4OH / Cu2O / 24 h / 160 °C / bomb
View Scheme
1,3,5-trichlorobenzene
108-70-3

1,3,5-trichlorobenzene

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: KF / various solvent(s) / 12 h / 300 °C
View Scheme
1,3-Difluorobenzene
372-18-9

1,3-Difluorobenzene

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) nBuLi, (ii) /BRN= 1900390/
2: NaN3, H2SO4
View Scheme
2-Fluoroaniline
348-54-9

2-Fluoroaniline

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: copper(I) bromide; pyridine / toluene / 20 h / 60 °C
2.1: potassium nitrate; bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide / ethyl acetate / 12 h / 90 °C / Sealed tube
2.2: 0.17 h / 20 °C
View Scheme
aniline
62-53-3

aniline

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: copper(I) bromide; pyridine / toluene / 20 h / 60 °C
2.1: potassium nitrate; bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide / ethanol / 12 h / 55 °C / Sealed tube
2.2: 0.17 h / 20 °C
3.1: copper(I) bromide; pyridine / toluene / 20 h / 60 °C
4.1: potassium nitrate; bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide / ethyl acetate / 12 h / 90 °C / Sealed tube
4.2: 0.17 h / 20 °C
View Scheme
2,2'-difluoroazobenzene
401-44-5

2,2'-difluoroazobenzene

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
Stage #1: 2,2'-difluoroazobenzene With N-fluorobis(benzenesulfon)imide; potassium nitrate; bis(dibenzylideneacetone)-palladium(0) In ethyl acetate at 90℃; for 12h; Sealed tube;
Stage #2: With sodium tetrahydroborate; copper(l) chloride In ethanol at 20℃; for 0.166667h;
41.3 mg
Multi-step reaction with 2 steps
1: bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide; potassium nitrate / ethyl acetate / 12 h / 105 °C / Sealed tube
2: sodium tetrahydroborate; copper(l) chloride / ethanol / 20 °C
View Scheme
Azobenzene
1227476-15-4

Azobenzene

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium nitrate; bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide / ethanol / 12 h / 55 °C / Sealed tube
1.2: 0.17 h / 20 °C
2.1: copper(I) bromide; pyridine / toluene / 20 h / 60 °C
3.1: potassium nitrate; bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide / ethyl acetate / 12 h / 90 °C / Sealed tube
3.2: 0.17 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide; potassium nitrate / ethyl acetate / 12 h / 55 °C
2: bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide; potassium nitrate / ethyl acetate / 12 h / 105 °C / Sealed tube
3: sodium tetrahydroborate; copper(l) chloride / ethanol / 20 °C
View Scheme
C15H14F2N2

C15H14F2N2

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
With sodium tetrahydroborate; copper(l) chloride In ethanol at 20℃;23.2 mg
Pd2(azobenzene)2Cl2

Pd2(azobenzene)2Cl2

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ethyl acetate / 2 h / 20 °C / Sealed tube
2: bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide; potassium nitrate / ethyl acetate / 12 h / 55 °C
3: bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide; potassium nitrate / ethyl acetate / 12 h / 105 °C / Sealed tube
4: sodium tetrahydroborate; copper(l) chloride / ethanol / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: N-fluorobis(benzenesulfon)imide / ethyl acetate / 2 h / 20 °C / Sealed tube
2: bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide; potassium nitrate / ethyl acetate / 12 h / 55 °C
3: bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide; potassium nitrate / ethyl acetate / 12 h / 105 °C / Sealed tube
4: sodium tetrahydroborate; copper(l) chloride / ethanol / 20 °C
View Scheme
Multi-step reaction with 5 steps
1: dichloromethane / 24 h / 20 °C
2: ethyl acetate / 2 h / 20 °C / Sealed tube
3: bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide; potassium nitrate / ethyl acetate / 12 h / 55 °C
4: bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide; potassium nitrate / ethyl acetate / 12 h / 105 °C / Sealed tube
5: sodium tetrahydroborate; copper(l) chloride / ethanol / 20 °C
View Scheme
C14H12N4O2Pd

C14H12N4O2Pd

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ethyl acetate / 2 h / 20 °C / Sealed tube
2: bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide; potassium nitrate / ethyl acetate / 12 h / 55 °C
3: bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide; potassium nitrate / ethyl acetate / 12 h / 105 °C / Sealed tube
4: sodium tetrahydroborate; copper(l) chloride / ethanol / 20 °C
View Scheme
1-(2,4,6-trimethylphenyl)-2-phenyldiazene
20488-57-7, 20488-58-8, 29418-26-6

1-(2,4,6-trimethylphenyl)-2-phenyldiazene

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bis(dibenzylideneacetone)-palladium(0); N-fluorobis(benzenesulfon)imide; potassium nitrate / ethyl acetate / 12 h / 100 °C / Sealed tube
2: sodium tetrahydroborate; copper(l) chloride / ethanol / 20 °C
View Scheme
2,2',6-trifluoroazobenzene

2,2',6-trifluoroazobenzene

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
With sodium tetrahydroborate; copper(l) chloride In ethanol at 20℃;24.8 mg
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

1,3-difluoro-2-nitrosobenzene
29270-54-0

1,3-difluoro-2-nitrosobenzene

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 23℃; Inert atmosphere;100%
With Oxone In dichloromethane; water at 20℃; for 15h;99%
With potassium peroxymonosulfate sulfate In dichloromethane; water at 20℃; for 24h;86.49%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

2,6-difluoro-4-iodoaniline
141743-49-9

2,6-difluoro-4-iodoaniline

Conditions
ConditionsYield
With N-iodo-succinimide; toluene-4-sulfonic acid In N,N-dimethyl-formamide at 5 - 20℃; for 2.5h;100%
With Iodine monochloride In acetic acid at 20℃; for 0.25h;95%
Stage #1: 2,6-difluoroaniline With Iodine monochloride; acetic acid In water at 20℃; for 0.25h;
Stage #2: With sodium carbonate In water
95%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

ethyl 2-((2,6-difluorophenyl)amino)-2-oxoacetate
648408-62-2

ethyl 2-((2,6-difluorophenyl)amino)-2-oxoacetate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 24h;100%
With triethylamine In tetrahydrofuran at 0℃; for 16h; Inert atmosphere;
thiophosgene
463-71-8

thiophosgene

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

2,6-difluorophenylisothiocyanate
207974-17-2

2,6-difluorophenylisothiocyanate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h;99%
With hydrogenchloride In dichloromethane for 3h; Ambient temperature;78%
In hydrogenchloride; dichloromethane
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

4-bromo-2,6-difluoroaniline
67567-26-4

4-bromo-2,6-difluoroaniline

Conditions
ConditionsYield
With N-Bromosuccinimide In acetonitrile at 20℃;99%
With N-Bromosuccinimide In chloroform at 20℃;93%
Stage #1: 2,6-difluoroaniline With bromine; acetic acid In water at 20℃; for 0.25h;
Stage #2: With sodium carbonate In water
92%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

acetic anhydride
108-24-7

acetic anhydride

N-(2,6-difluorophenyl)acetamide
3896-29-5

N-(2,6-difluorophenyl)acetamide

Conditions
ConditionsYield
In dichloromethane at 20℃; for 16h;98%
In toluene at 0 - 20℃; for 4h; Solvent; Temperature;94%
91%
3,5-diodosalicylaldehyde
2631-77-8

3,5-diodosalicylaldehyde

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

N-(3',5'-diiodo-salycilidene)-2,6-difluoroaniline

N-(3',5'-diiodo-salycilidene)-2,6-difluoroaniline

Conditions
ConditionsYield
With trifluoroacetic acid In toluene at 120℃; for 16h;98%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

potassium ethyl xanthogenate
140-89-6

potassium ethyl xanthogenate

2-mercapto-4-fluorobenzothiazole
154327-24-9

2-mercapto-4-fluorobenzothiazole

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 120℃; for 0.133333h; microwave irradiation;98%
In N,N-dimethyl-formamide at 120℃; for 3.5h; Inert atmosphere;98%
In N,N-dimethyl-formamide at 120℃; for 3.5h; Inert atmosphere;98%
In 1-methyl-pyrrolidin-2-one at 90℃; for 2h;56%
In N,N-dimethyl-formamide at 120℃; for 4h;
methyl 3-(3-{2-[(3-{[2-(dimethylamino)ethyl]oxy}-2-methylphenyl)amino]-4-pyrimidinyl}imidazo[1,2-a]pyridin-2-yl)benzoate
1089278-91-0

methyl 3-(3-{2-[(3-{[2-(dimethylamino)ethyl]oxy}-2-methylphenyl)amino]-4-pyrimidinyl}imidazo[1,2-a]pyridin-2-yl)benzoate

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

N-(2,6-difluorophenyl)-3-(3-{2-[(3-{[2-(dimethylamino)ethyl]oxy}-2-methylphenyl)amino]-4-pyrimidinyl}imidazo[1,2-a]pyridin-2-yl)benzamide
1089278-89-6

N-(2,6-difluorophenyl)-3-(3-{2-[(3-{[2-(dimethylamino)ethyl]oxy}-2-methylphenyl)amino]-4-pyrimidinyl}imidazo[1,2-a]pyridin-2-yl)benzamide

Conditions
ConditionsYield
Stage #1: methyl 3-(3-{2-[(3-{[2-(dimethylamino)ethyl]oxy}-2-methylphenyl)amino}-4-pyrimidinyl]imidazo[1,2-a]pyridin-2-yl)benzoate; 2,6-difluoroaniline With sodium hexamethyldisilazane In tetrahydrofuran at 20℃; for 0.0833333h;
Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; water
98%
4-iodoanisol
529-28-2

4-iodoanisol

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

2,6-difluoro-N-(2-methoxyphenyl)aniline

2,6-difluoro-N-(2-methoxyphenyl)aniline

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tri-tert-butyl phosphine; sodium t-butanolate In toluene at 100℃; Buchwald-Hartwig Coupling; Inert atmosphere;98%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tri-tert-butyl phosphine; sodium t-butanolate In toluene at 100℃; for 16h; Buchwald-Hartwig Coupling; Inert atmosphere;96%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tri-tert-butyl phosphine In toluene at 100℃; Inert atmosphere;
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

acetylacetone
123-54-6

acetylacetone

3-(2-(2,6-difluorophenyl)hydrazono)pentane-2,4-dione

3-(2-(2,6-difluorophenyl)hydrazono)pentane-2,4-dione

Conditions
ConditionsYield
Stage #1: 2,6-difluoroaniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h;
Stage #2: acetylacetone With sodium acetate In methanol; water at 20℃;
98%
Stage #1: 2,6-difluoroaniline With hydrogenchloride; acetic acid; sodium nitrite In water at 0℃; for 0.75h;
Stage #2: acetylacetone With sodium acetate In ethanol; water for 1h;
94%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

acetylacetone
123-54-6

acetylacetone

C11H10F2N2O2

C11H10F2N2O2

Conditions
ConditionsYield
Stage #1: 2,6-difluoroaniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h;
Stage #2: acetylacetone With sodium acetate In ethanol; water at 0 - 20℃; for 10h;
98%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

2-nitrobenzyl chloride
610-14-0

2-nitrobenzyl chloride

N-(2,6-difluorophenyl)-2-nitrobenzamide
936025-10-4

N-(2,6-difluorophenyl)-2-nitrobenzamide

Conditions
ConditionsYield
In 1,4-dioxane at 20℃;97%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

C12H16BF2NO2

C12H16BF2NO2

Conditions
ConditionsYield
In [D3]acetonitrile at 20℃; for 6h; Inert atmosphere;97%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

acetaldehyde
75-07-0

acetaldehyde

N-ethyl-2,6-difluoroaniline
13800-03-8

N-ethyl-2,6-difluoroaniline

Conditions
ConditionsYield
Stage #1: acetaldehyde With sodium tetrahydroborate; acetic acid In 1,2-dichloro-ethane at 0 - 20℃; for 1h;
Stage #2: 2,6-difluoroaniline In 1,2-dichloro-ethane at 20℃;
97%
2-bromothiazole-4-carboxylic Acid
5198-88-9

2-bromothiazole-4-carboxylic Acid

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

2-bromo-N-(2,6-difluorophenyl)thiazole-4-carboxamide

2-bromo-N-(2,6-difluorophenyl)thiazole-4-carboxamide

Conditions
ConditionsYield
Stage #1: 2-bromothiazole-4-carboxylic Acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: 2,6-difluoroaniline In N,N-dimethyl-formamide at 20℃; for 16h;
96%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

4-bromo-5-fluoro-2-{[(2S)-1,1,1-trifluoropropan-2-yl]oxy}benzoyl chloride

4-bromo-5-fluoro-2-{[(2S)-1,1,1-trifluoropropan-2-yl]oxy}benzoyl chloride

4-bromo-N-(2,6-difluorophenyl)-5-fluoro-2-{[(2S)-1,1,1-trifluoropropan-2-yl]oxy}benzamide

4-bromo-N-(2,6-difluorophenyl)-5-fluoro-2-{[(2S)-1,1,1-trifluoropropan-2-yl]oxy}benzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;96%
With triethylamine In dichloromethane at 20℃; for 1h;96%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

2-(4-bromophenyl)benzothiazole
19654-19-4

2-(4-bromophenyl)benzothiazole

N-(4-(benzo[d]thiazol-2-yl)phenyl)-2,6-difluoroaniline

N-(4-(benzo[d]thiazol-2-yl)phenyl)-2,6-difluoroaniline

Conditions
ConditionsYield
With C47H70BrO4PPdSi; sodium t-butanolate In tetrahydrofuran at 20℃; for 1h; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere; Sealed tube;96%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

2-(bromomethyl)benzonitrile
22115-41-9

2-(bromomethyl)benzonitrile

2-(2,6-difluorophenyl)-2,3-dihydro-isoindol-1-ylideneamine hydrobromide

2-(2,6-difluorophenyl)-2,3-dihydro-isoindol-1-ylideneamine hydrobromide

Conditions
ConditionsYield
at 150℃; for 16h; Schlenk technique; Inert atmosphere;95.3%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

pivaloyl chloride
3282-30-2

pivaloyl chloride

N-(2,6-difluorophenyl)trimethylacetamide
1240020-41-0

N-(2,6-difluorophenyl)trimethylacetamide

Conditions
ConditionsYield
With triethylamine In toluene at 0 - 50℃;95%
In toluene at 20℃; Reflux;
2-chlorosulfonyl-8-fluoro-5-methoxy-[1,2,4]triazolo[1,5-c]pyrimidine
147150-78-5

2-chlorosulfonyl-8-fluoro-5-methoxy-[1,2,4]triazolo[1,5-c]pyrimidine

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

florasulam
145701-23-1

florasulam

Conditions
ConditionsYield
Stage #1: 2,6-difluoroaniline With N-chloro-succinimide; dimethylsulfide In acetonitrile at -20℃; Inert atmosphere;
Stage #2: 2-chlorosulfonyl-8-fluoro-5-methoxy-[1,2,4]triazolo[1,5-c]pyrimidine With 3-Methylpyridine In acetonitrile at 20 - 40℃; Temperature; Inert atmosphere;
94.2%
In propylene glycol at 40℃; for 1.5h; Product distribution / selectivity;88%
In propylene glycol; dichloromethane at 25 - 45℃; for 5.5 - 8h; Product distribution / selectivity;84.6%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

N-sulfinyl-2,6-diflouroaniline
80829-40-9

N-sulfinyl-2,6-diflouroaniline

Conditions
ConditionsYield
With N-(chlorosulfinyl)imidazole In dichloromethane at -40 - 20℃; for 1.5h; Inert atmosphere;94%
With thionyl chloride
4-methoxypyridine
620-08-6

4-methoxypyridine

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

N-(2,6-difluorophenyl)pyridin-4-amine

N-(2,6-difluorophenyl)pyridin-4-amine

Conditions
ConditionsYield
With potassium hexamethylsilazane In tetrahydrofuran at 100℃; for 16h; Inert atmosphere; Schlenk technique; Sealed tube; Green chemistry;94%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

4-acetophenyl triflate
109613-00-5

4-acetophenyl triflate

1-(4-((2,6-difluorophenyl)amino)phenyl)ethan-1-one

1-(4-((2,6-difluorophenyl)amino)phenyl)ethan-1-one

Conditions
ConditionsYield
With C46H27F24FeNiP2(1+)*CF3O3S(1-); triethylamine In 2-methyltetrahydrofuran at 100℃; for 16h; Concentration; Schlenk technique; Inert atmosphere; Glovebox; Sealed tube;94%
o-benzenedisulfonimide
4482-01-3

o-benzenedisulfonimide

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

2,6-difluorobenzenediazonium o-benzenedisulfonimide

2,6-difluorobenzenediazonium o-benzenedisulfonimide

Conditions
ConditionsYield
With acetic acid; isopentyl nitrite at 0 - 5℃; Diazotization;93%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

ortho-nitrofluorobenzene
1493-27-2

ortho-nitrofluorobenzene

2,6-difluoro-N-(2-nitrophenyl)aniline
1033225-43-2

2,6-difluoro-N-(2-nitrophenyl)aniline

Conditions
ConditionsYield
Stage #1: 2,6-difluoroaniline With sodium tert-amylate In tetrahydrofuran at 0 - 10℃; for 1.11667h; Large scale reaction;
Stage #2: ortho-nitrofluorobenzene In tetrahydrofuran at 9 - 15℃; for 3h; Thermodynamic data; Concentration; Time; Large scale reaction;
93%
Stage #1: 2,6-difluoroaniline With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.166667h;
Stage #2: ortho-nitrofluorobenzene In tetrahydrofuran; pentane at 0 - 20℃; for 0.5h;
68%
Stage #1: 2,6-difluoroaniline With sodium hydride In N,N-dimethyl-formamide for 0.5h;
Stage #2: ortho-nitrofluorobenzene In N,N-dimethyl-formamide for 16h;
2-chloro-7-(1-methyl-1H-pyrazol-4-yl)-1,5-naphthyridine
1422126-58-6

2-chloro-7-(1-methyl-1H-pyrazol-4-yl)-1,5-naphthyridine

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

C18H13F2N5
1431985-43-1

C18H13F2N5

Conditions
ConditionsYield
Stage #1: 2,6-difluoroaniline With lithium hexamethyldisilazane In tetrahydrofuran at 0℃; for 1h;
Stage #2: 2-chloro-7-(1-methyl-1H-pyrazol-4-yl)-1,5-naphthyridine In tetrahydrofuran at 0 - 20℃;
93%
Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In 1,2-dichloro-ethane at 70℃; for 3h; regioselective reaction;93%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

4-bromo-2,6-difluoroaniline
67567-26-4

4-bromo-2,6-difluoroaniline

(E)-1-(4-bromo-2,6-difluorophenyl)-2-(2,6-difluorophenyl)diazene

(E)-1-(4-bromo-2,6-difluorophenyl)-2-(2,6-difluorophenyl)diazene

Conditions
ConditionsYield
Stage #1: 2,6-difluoroaniline; 4-bromo-2,6-difluoroaniline With Oxone In dichloromethane; water at 20℃; for 17h; Inert atmosphere;
Stage #2: In acetic acid; toluene; trifluoroacetic acid at 20℃;
93%
2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

acetyl chloride
75-36-5

acetyl chloride

N-(2,6-difluorophenyl)acetamide
3896-29-5

N-(2,6-difluorophenyl)acetamide

Conditions
ConditionsYield
In toluene at 0 - 20℃; for 4h;93%

2,6-Difluoroaniline Specification

This chemical has the systematic name 2,6-Difluoroaniline. With the CAS registry number 5509-65-9, it is also known as Benzenamine, 2,6-difluoro-. Its molecular formula is C6H5F2N and its molecular weight is 129.11. Additionally, it's ued in the manufacture of pesticides, fungicides and herbicides. It is also an important intermediate of medicines and pesticides. However, it should be sealed at the cool and dry place.

Other characteristics of the 2,6-Difluoroaniline can be summarised as followings: (1)ACD/LogP: 1.65; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.65; (4)ACD/LogD (pH 7.4): 1.65; (5)ACD/BCF (pH 5.5): 10.51; (6)ACD/BCF (pH 7.4): 10.51; (7)ACD/KOC (pH 5.5): 187.46; (8)ACD/KOC (pH 7.4): 187.5; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 3.24 Å2; (13)Index of Refraction: 1.52; (14)Molar Refractivity: 30.47 cm3; (15)Molar Volume: 100.1 cm3; (16)Polarizability: 12.08×10-24cm3; (17)Surface Tension: 37.2 dyne/cm; (18)Density: 1.289 g/cm3; (19)Flash Point: 43.3 °C; (20)Enthalpy of Vaporization: 39.08 kJ/mol; (21)Boiling Point: 154 °C at 760 mmHg; (22)Vapour Pressure: 3.25 mmHg at 25°C.

Production method of the 2,6-Difluoroaniline: It could be obtained by the reactant of 2-chloro-1,3-difluorobenzene. This reaction needs the reagent of conc. NH4OH, and the catalyst of Cu2O. The yield is 71 %. In addition, this reaction should be taken for 24 hours at the temperature of 160 °C. The other condition is bomb.

the 2,6-Difluoroaniline could be obtained by the reactant of 2-chloro-1,3-difluorobenzene

Uses of the 2,6-Difluoroaniline: It could be used to produce the 2,6,2',6'-Tetrafluorazoxybenzol. This reaction needs the reagents of aq. H2O2, H2SO4.

the 2,6-Difluoroaniline could be used to produce the 2,6,2',6'-Tetrafluorazoxybenzol

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. As it's flammable, keep it away from the sources of ignition.

You can still convert the following datas into molecular structure: 
1.SMILES: Fc1cccc(F)c1N
2.InChI: InChI=1/C6H5F2N/c7-4-2-1-3-5(8)6(4)9/h1-3H,9H2
3.InChIKey: ODUZJBKKYBQIBX-UHFFFAOYAU

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