Product Name

  • Name

    2,6-Dichloro-3-fluoroacetophenone

  • EINECS
  • CAS No. 290835-85-7
  • Article Data3
  • CAS DataBase
  • Density 1.403 g/cm3
  • Solubility
  • Melting Point
  • Formula C8H5Cl2FO
  • Boiling Point 216 °C at 760 mmHg
  • Molecular Weight 207.032
  • Flash Point 84.4 °C
  • Transport Information UN 2810 6.1/PG 3
  • Appearance clear colorless to light yellow liquid
  • Safety 37/39-26-45
  • Risk Codes 36/37/38-22-25
  • Molecular Structure Molecular Structure of 290835-85-7 (2,6-Dichloro-3-fluoroacetophenone)
  • Hazard Symbols IrritantXi
  • Synonyms 2,6-Dichloro-3-fluoroacetophenone;
  • PSA 17.07000
  • LogP 3.33510

Synthetic route

1-(2,6-dichloro-3-fluorophenyl)ethanol
756520-66-8

1-(2,6-dichloro-3-fluorophenyl)ethanol

2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

Conditions
ConditionsYield
With chloroamine-T; zinc dibromide In acetonitrile for 5h; Reflux;93%
1,3-dichloro-4-fluorobenzene
1435-48-9

1,3-dichloro-4-fluorobenzene

acetyl chloride
75-36-5

acetyl chloride

2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane; nitrobenzene at 20℃; for 3h;50.7%
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

(R)-1-(2,6-dichloro-3-fluorophenyl)-1-ethanol
330156-50-8

(R)-1-(2,6-dichloro-3-fluorophenyl)-1-ethanol

Conditions
ConditionsYield
With RuBr2[(R,R)-2,4-bis-(di-3,5-xylylphosphino)pentane]-(6-(p-tolyl)-2-pyridyl)methanamine; potassium tert-butylate; hydrogen In isopropyl alcohol at 40℃; under 7600.51 Torr; for 21h; Reagent/catalyst; Autoclave; Inert atmosphere;100%
With methanol; sodium tetrahydroborate; (S)-diphenylprolinol at 5 - 20℃; for 5h; stereoselective reaction;98.3%
With sodium tetrahydroborate; chloro-trimethyl-silane; (S)-diphenylprolinol In tetrahydrofuran at 25 - 70℃; for 1h;95%
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

1-(2,6-dichloro-3-fluorophenyl)ethanol
756520-66-8

1-(2,6-dichloro-3-fluorophenyl)ethanol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0 - 20℃; for 0.666667h;100%
Stage #1: 2',6'-dichloro-3'-fluoroacetophenone With sodium tetrahydroborate In methanol at 0 - 20℃; for 1h;
Stage #2: With hydrogenchloride In methanol; water at 0℃; pH=6;
98%
Stage #1: 2',6'-dichloro-3'-fluoroacetophenone With sodium tetrahydroborate In methanol at 0 - 20℃; for 1h;
Stage #2: With hydrogenchloride In methanol; water at 0℃; pH=6;
98%
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

(S)‐1‐(2,6-dichloro-3-fluorophenyl)ethanol
877397-65-4

(S)‐1‐(2,6-dichloro-3-fluorophenyl)ethanol

Conditions
ConditionsYield
With RuBr2[(S,S)-2,4-bis(diphenylphosphino)pentane](2-aminomethyl-3,5-dimethylpyridine); potassium tert-butylate; hydrogen In isopropyl alcohol at 40℃; for 21h; Reagent/catalyst; Concentration; Autoclave; Inert atmosphere;100%
With RuBr2[(S,S)-2,4-bis-(di-3,5-xylylphosphino)pentane]-2-picolylamine; potassium tert-butylate; hydrogen In isopropyl alcohol at 40℃; under 7600.51 Torr; for 21h; Catalytic behavior; Reagent/catalyst; Pressure; Concentration; Time; Autoclave; Inert atmosphere;100%
With potassium tert-butylate; hydrogen In isopropyl alcohol at 40℃; under 7600.51 Torr; for 21h; Reagent/catalyst; Autoclave; Inert atmosphere;100%
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

A

(S)‐1‐(2,6-dichloro-3-fluorophenyl)ethanol
877397-65-4

(S)‐1‐(2,6-dichloro-3-fluorophenyl)ethanol

B

(R)-1-(2,6-dichloro-3-fluorophenyl)-1-ethanol
330156-50-8

(R)-1-(2,6-dichloro-3-fluorophenyl)-1-ethanol

Conditions
ConditionsYield
With RuBr2[(S,S)-2,4-bis(diphenylphosphino)pentane](2-picolylamine); potassium tert-butylate; hydrogen In isopropyl alcohol at 40℃; for 21h; Autoclave; Inert atmosphere;A 100%
B n/a
With C33H29FeMnN2O3P(1+)*Br(1-); potassium tert-butylate; hydrogen In ethanol at 50℃; under 37503.8 Torr; for 16h; Autoclave; Overall yield = 92 %; enantioselective reaction;A n/a
B n/a
With C41H46FeMnN3O5P(1+)*Br(1-); hydrogen; potassium carbonate In ethanol at 50℃; under 37503.8 Torr; for 16h; Overall yield = 90 percent; enantioselective reaction;A n/a
B n/a
With hydrogen; C42H36FeMnN3O3P(1+)*Br(1-); potassium hydroxide In methanol at 20℃; under 22502.3 Torr; for 10h; Inert atmosphere; Glovebox; Autoclave; Overall yield = 88 percent; Overall yield = 182.2 mg; enantioselective reaction;A n/a
B n/a
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

α,α,α,2,6-pentachloro-3-fluoroacetophenone
1341170-75-9

α,α,α,2,6-pentachloro-3-fluoroacetophenone

Conditions
ConditionsYield
Stage #1: 2',6'-dichloro-3'-fluoroacetophenone With chlorine In acetic acid at 60℃; for 5h;
Stage #2: With sodium acetate In acetic acid at 60 - 100℃;
98%
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

2,6‑dichloro‑3‑fluorobenzoic acid

2,6‑dichloro‑3‑fluorobenzoic acid

Conditions
ConditionsYield
With sodium hypochlorite at 50℃; Temperature;84%
With water; bromine; sodium hydroxide In 1,4-dioxane at -5 - 20℃; for 3h;
Stage #1: 2',6'-dichloro-3'-fluoroacetophenone With sodium hypobromide In 1,4-dioxane; water at 0 - 20℃; for 3h;
Stage #2: With hydrogenchloride In 1,4-dioxane; water
Stage #1: 2',6'-dichloro-3'-fluoroacetophenone With bromine; sodium hydroxide In 1,4-dioxane; water at -5 - 20℃;
Stage #2: With hydrogenchloride In 1,4-dioxane; water
With water; bromine; sodium hydroxide In 1,4-dioxane at 0 - 20℃;
amidinothiocarbamide
2114-02-5

amidinothiocarbamide

2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

N-(4-(2,6-dichloro-3-fluorophenyl)-1,3-thiazol-2-yl)guanidine

N-(4-(2,6-dichloro-3-fluorophenyl)-1,3-thiazol-2-yl)guanidine

Conditions
ConditionsYield
With Oxone; sodium bromide In methanol at 60℃; for 2h;71%
2-amino-5-chlorobenzyl alcohol
37585-25-4

2-amino-5-chlorobenzyl alcohol

2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

2-(2,6-dichloro-3-fluorophenyl)quinoline

2-(2,6-dichloro-3-fluorophenyl)quinoline

Conditions
ConditionsYield
With sodium hydroxide In toluene at 135℃; for 24h; Green chemistry;61%
4-[2-(5-ethylpyridyl)ethoxy]benzaldehyde
114393-97-4

4-[2-(5-ethylpyridyl)ethoxy]benzaldehyde

2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

C24H20Cl2FNO2
1207094-14-1

C24H20Cl2FNO2

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃;
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

C25H21Cl2FN4O
1207094-29-8

C25H21Cl2FN4O

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / methanol / 20 °C
2: sodium hydroxide / methanol
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

1-(4-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}-6-(2,6-dichloro-5-fluorophenyl)pyrimidin-2-yl)-2-phenyl-4-(3,4,5-trimethoxybenzylidene)-1H-imidazol-5(4H)-one
1304143-30-3

1-(4-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}-6-(2,6-dichloro-5-fluorophenyl)pyrimidin-2-yl)-2-phenyl-4-(3,4,5-trimethoxybenzylidene)-1H-imidazol-5(4H)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydroxide / methanol / 20 °C
2: sodium hydroxide / methanol
3: acetic acid / Reflux
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

methyl 2-(4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)-2-methylpropanoate

methyl 2-(4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)-2-methylpropanoate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
4.1: N-iodo-succinimide / acetic acid; acetonitrile / 4 h / Inert atmosphere
5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride / 1,2-dimethoxyethane; water / 1 h / 120 °C / Inert atmosphere; Microwave irradiation
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

2-(4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)-2-methylpropanoic acid
877399-13-8

2-(4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)-2-methylpropanoic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
4.1: N-iodo-succinimide / acetic acid; acetonitrile / 4 h / Inert atmosphere
5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride / 1,2-dimethoxyethane; water / 1 h / 120 °C / Inert atmosphere; Microwave irradiation
6.1: lithium hydroxide / methanol; water / 0.75 h / 60 °C / Inert atmosphere
6.2: pH 5 / Inert atmosphere
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

C19H17Cl2FN4O3

C19H17Cl2FN4O3

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
4.1: N-iodo-succinimide / acetic acid; acetonitrile / 4 h / Inert atmosphere
5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride / 1,2-dimethoxyethane; water / 1 h / 120 °C / Inert atmosphere; Microwave irradiation
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

C18H15Cl2FN4O3

C18H15Cl2FN4O3

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
4.1: N-iodo-succinimide / acetic acid; acetonitrile / 4 h / Inert atmosphere
5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride / 1,2-dimethoxyethane; water / 1 h / 120 °C / Inert atmosphere; Microwave irradiation
6.1: lithium hydroxide / methanol; water / 60 °C / Inert atmosphere
6.2: pH 5 / Inert atmosphere
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

tert-butyl 4-((4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)methyl)-4-hydroxypiperidine-1-carboxylate

tert-butyl 4-((4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)methyl)-4-hydroxypiperidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
4.1: N-iodo-succinimide / acetic acid; acetonitrile / 4 h / Inert atmosphere
5.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water / 85 °C / Inert atmosphere
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

tert-butyl 3-(4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate
877399-36-5

tert-butyl 3-(4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
4.1: N-Bromosuccinimide / acetonitrile / 0.25 h / 0 °C / Inert atmosphere
5.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water / 85 °C / Inert atmosphere
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

C25H28Cl2FN5O3

C25H28Cl2FN5O3

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
4.1: N-Bromosuccinimide / acetonitrile / 0.25 h / 0 °C / Inert atmosphere
5.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water / 85 °C / Inert atmosphere
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

C25H28Cl2FN5O3

C25H28Cl2FN5O3

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
4.1: N-Bromosuccinimide / acetonitrile / 0.25 h / 0 °C / Inert atmosphere
5.1: dmap / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere
6.1: 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; potassium acetate / dimethyl sulfoxide / 12 h / 80 °C / Inert atmosphere
7.1: hydrogenchloride / 1,4-dioxane; dichloromethane; water / 12 h / 40 °C / Inert atmosphere
8.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water / 16 h / 87 °C / Inert atmosphere
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

C26H30Cl2FN5O3

C26H30Cl2FN5O3

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
4.1: N-Bromosuccinimide / acetonitrile / 0.25 h / 0 °C / Inert atmosphere
5.1: dmap / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere
6.1: 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; potassium acetate / dimethyl sulfoxide / 12 h / 80 °C / Inert atmosphere
7.1: hydrogenchloride / 1,4-dioxane; dichloromethane; water / 12 h / 40 °C / Inert atmosphere
8.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water / 16 h / 87 °C / Inert atmosphere
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

(±)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-nitropyridine
756521-08-1

(±)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-nitropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / methanol / 0.67 h / 0 - 20 °C
2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C
2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

(±)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine
756520-67-9

(±)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 3 steps
1: sodium tetrahydroborate / methanol / 0.67 h / 0 - 20 °C
2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere
3: acetic acid; iron / ethanol / 1.25 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C
2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere
3: iron; acetic acid / ethanol / 1 h / Reflux
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

(±)-5-bromo-3-(1-(2,6-dichloro-3-fluoropheny)ethoxy)pyridin-2-amine
756503-69-2

(±)-5-bromo-3-(1-(2,6-dichloro-3-fluoropheny)ethoxy)pyridin-2-amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
4.1: N-Bromosuccinimide / acetonitrile / 0.25 h / 0 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: sodium tetrahydroborate / methanol / 0.67 h / 0 - 20 °C
2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere
3: acetic acid; iron / ethanol / 1.25 h / Reflux
4: N-Bromosuccinimide / acetonitrile; dichloromethane / 0.17 h / 0 °C
View Scheme
Multi-step reaction with 4 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C
2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere
3: iron; acetic acid / ethanol / 1 h / Reflux
4: N-Bromosuccinimide / acetonitrile / 0.25 h / 0 °C
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

5-iodo-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine
756520-48-6

5-iodo-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
4.1: N-iodo-succinimide / acetic acid; acetonitrile / 4 h / Inert atmosphere
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(1H-pyrazol-1-yl)pyridin-2-amine

3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(1H-pyrazol-1-yl)pyridin-2-amine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
4.1: N-iodo-succinimide / acetic acid; acetonitrile / 4 h / Inert atmosphere
5.1: copper(l) iodide; potassium phosphate; dodecane / dimethyl sulfoxide / 2 h / 150 °C / Inert atmosphere; Microwave irradiation
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

N-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-pyridin-3-yl)benzamide
877620-62-7

N-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-pyridin-3-yl)benzamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
4.1: N-iodo-succinimide / acetic acid; acetonitrile / 4 h / Inert atmosphere
5.1: copper(l) iodide; potassium phosphate; dodecane / dimethyl sulfoxide / 2 h / 150 °C / Inert atmosphere; Microwave irradiation
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-nicotinonitrile
756508-98-2

6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-nicotinonitrile

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
4.1: N-Bromosuccinimide / acetonitrile / 0.25 h / 0 °C / Inert atmosphere
5.1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / water; N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere
View Scheme
2',6'-dichloro-3'-fluoroacetophenone
290835-85-7

2',6'-dichloro-3'-fluoroacetophenone

3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-phenylpyridin-2-amine

3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-phenylpyridin-2-amine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 0.5 h / 20 °C / Inert atmosphere
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux
4.1: N-iodo-succinimide / acetic acid; acetonitrile / 4 h / Inert atmosphere
5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / 1,2-dimethoxyethane; water / 12 h / 80 °C / Inert atmosphere
View Scheme

2',6'-Dichloro-3'-fluoroacetophenone Specification

The Ethanone,1-(2,6-dichloro-3-fluorophenyl)-, with CAS registry number 290835-85-7, belongs to the following product categories: (1)Carbonyl Compounds; (2)C7 to C8; (3)Carbonyl Compounds; (4)Ketones. It has the systematic name of 1-(2,6-dichloro-3-fluorophenyl)ethanone. This chemical is a kind of clear colorless to light yellow liquid.

Physical properties of Ethanone,1-(2,6-dichloro-3-fluorophenyl)-: (1)ACD/LogP: 2.69; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.69; (4)ACD/LogD (pH 7.4): 2.69; (5)ACD/BCF (pH 5.5): 65.05; (6)ACD/BCF (pH 7.4): 65.05; (7)ACD/KOC (pH 5.5): 691.11; (8)ACD/KOC (pH 7.4): 691.11; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.53; (14)Molar Refractivity: 46.06 cm3; (15)Molar Volume: 149 cm3; (16)Polarizability: 18.26×10-24cm3; (17)Surface Tension: 38.4 dyne/cm; (18)Enthalpy of Vaporization: 45.24 kJ/mol; (19)Vapour Pressure: 0.143 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
The Trimesic acid irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. Do not breathe dust and avoid contact with eyes. If contact with eyes, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1c(C(=O)C)c(Cl)c(F)cc1
(2)InChI: InChI=1/C8H5Cl2FO/c1-4(12)7-5(9)2-3-6(11)8(7)10/h2-3H,1H3
(3)InChIKey: VJBFZHHRVCPAPZ-UHFFFAOYAL
(4)Std. InChI: InChI=1S/C8H5Cl2FO/c1-4(12)7-5(9)2-3-6(11)8(7)10/h2-3H,1H3
(5)Std. InChIKey: VJBFZHHRVCPAPZ-UHFFFAOYSA-N

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