Product Name

  • Name

    ETHYL 2-FLUOROACETOACETATE

  • EINECS
  • CAS No. 1522-41-4
  • Article Data38
  • CAS DataBase
  • Density 1.105 g/cm3
  • Solubility
  • Melting Point
  • Formula C6H9FO3
  • Boiling Point 170.1 °C at 760 mmHg
  • Molecular Weight 148.134
  • Flash Point 55.6 °C
  • Transport Information
  • Appearance Clear colorless liquid
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 1522-41-4 (ETHYL 2-FLUOROACETOACETATE)
  • Hazard Symbols IrritantXi
  • Synonyms Acetoaceticacid, 2-fluoro-, ethyl ester (7CI,8CI);Acetoacetic acid, fluoro-, ethyl ester(6CI);2-Fluoro-3-oxobutanoic acid ethyl ester;Ethyl 2-fluoro-3-oxobutanoate;Ethyl 2-fluoro-3-oxobutyrate;NSC 24563;
  • PSA 43.37000
  • LogP 0.47660

Synthetic route

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

Conditions
ConditionsYield
With N-fluorobis<(trifluoromethyl)sulfonyl>imide In dichloromethane; water at 22℃; for 8h;86%
With N-fluorobis<(trifluoromethyl)sulfonyl>imide In dichloromethane; water at 22℃; for 8h;86%
With trifluoroamine oxide; tetra(n-butyl)ammonium hydroxide In acetonitrile at 20℃; for 12h;85%
acetyl hypofluorite
78948-09-1

acetyl hypofluorite

sodium ethyl acetylacetate enolate
1007476-32-5

sodium ethyl acetylacetate enolate

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

Conditions
ConditionsYield
In tetrahydrofuran; trichlorofluoromethane at -75℃; for 0.0166667h;81%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

A

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

B

2,2-difluoro-3-oxobutyric acid ethyl ester
2266-48-0

2,2-difluoro-3-oxobutyric acid ethyl ester

C

ethyl 2,4-difluoro-3-oxobutanoate
363-77-9

ethyl 2,4-difluoro-3-oxobutanoate

Conditions
ConditionsYield
With fluorine In formic acid at 10 - 15℃;A 80%
B 1%
C 10%
With fluorine In formic acid at 10 - 15℃; for 2h; Yield given. Yields of byproduct given;
perfluorobutanesulfonic acid
375-73-5

perfluorobutanesulfonic acid

ethyl 2-chloro-3-oxo-butyrate
609-15-4

ethyl 2-chloro-3-oxo-butyrate

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

Conditions
ConditionsYield
With hydrogen fluoride at -10 - 20℃; Temperature; Inert atmosphere;68.51%
ethyl 3-trimethylsiloxy-2-butenoate
13257-83-5

ethyl 3-trimethylsiloxy-2-butenoate

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

Conditions
ConditionsYield
With fluorine In trichlorofluoromethane at -78℃;48%
ethyl 2-fluoroacetate
459-72-3

ethyl 2-fluoroacetate

acetyl chloride
75-36-5

acetyl chloride

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

Conditions
ConditionsYield
With diethyl ether; sodium hydride
ethyl 2-fluoroacetate
459-72-3

ethyl 2-fluoroacetate

acetyl chloride
75-36-5

acetyl chloride

formic acid ethyl ester
109-94-4

formic acid ethyl ester

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

Conditions
ConditionsYield
(i) NaOEt, (ii) /BRN= 605303/; Multistep reaction;
2-chloro-1,2,2-trifluoroethyl methyl ketone
684-05-9

2-chloro-1,2,2-trifluoroethyl methyl ketone

ethanol
64-17-5

ethanol

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

Conditions
ConditionsYield
With hydrogenchloride; sodium 1.) 2 h, r.t.; 2.) 15 h, r.t.; Yield given. Multistep reaction;
ethyl bromofluoroacetate
401-55-8

ethyl bromofluoroacetate

acetic anhydride
108-24-7

acetic anhydride

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

Conditions
ConditionsYield
Yield given. Multistep reaction;
ethyl acetoacetate
141-97-9

ethyl acetoacetate

A

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

B

2,2-difluoro-3-oxobutyric acid ethyl ester
2266-48-0

2,2-difluoro-3-oxobutyric acid ethyl ester

Conditions
ConditionsYield
With 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate; zinc(II) chloride In 1,2-dichloro-ethane at 60℃; for 24h;A 69 % Spectr.
B 12 % Spectr.
With 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate; zinc(II) chloride In 1,2-dichloro-ethane at 60℃; for 12h;A 32 % Spectr.
B 64 % Spectr.
With 1-(chloromethyl)-4-fluoro-1,4-diazabicyclo[2.2.2]octane-1,4-diium tetrafluoroborate; cyclopentadienyl titanium(IV) trichloride In acetonitrile at 20℃;
Tributyl-(1-ethoxycarbonyl-1-fluoro-2-oxo-propyl)-phosphonium; chloride

Tributyl-(1-ethoxycarbonyl-1-fluoro-2-oxo-propyl)-phosphonium; chloride

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water for 6h; Ambient temperature; Yield given;
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

ethyl acetate
141-78-6

ethyl acetate

A

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

B

1,1,2,4,5,5-Hexafluoro-3-methyl-penta-1,4-dien-3-ol
108400-48-2

1,1,2,4,5,5-Hexafluoro-3-methyl-penta-1,4-dien-3-ol

Conditions
ConditionsYield
With sec.-butyllithium 1.) isopentane, ether, -60 deg C, 15 min, 2.) ether, -50 deg C, 40 min; Yield given. Multistep reaction. Yields of byproduct given;
4,4,4-Triethoxy-3-fluoro-butan-2-one

4,4,4-Triethoxy-3-fluoro-butan-2-one

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

Conditions
ConditionsYield
With hydrogen cation
(+-)-chloro-fluoro-acetic acid ethyl ester

(+-)-chloro-fluoro-acetic acid ethyl ester

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

Conditions
ConditionsYield
With diethyl ether; magnesium; ethyl acetate
diethyl ether
60-29-7

diethyl ether

ethyl 2-fluoroacetate
459-72-3

ethyl 2-fluoroacetate

sodium hydride

sodium hydride

A

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

B

2-acetyl-2-fluoro-3-oxo-butyric acid ethyl ester

2-acetyl-2-fluoro-3-oxo-butyric acid ethyl ester

Conditions
ConditionsYield
anschliessendes Behandeln mit Acetylchlorid;
ethyl 2-chloro-3-oxo-butyrate
609-15-4

ethyl 2-chloro-3-oxo-butyrate

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

Conditions
ConditionsYield
With hydrogen fluoride; triethylamine In acetonitrile
[bis(acetoxy)iodo]benzene
3240-34-4

[bis(acetoxy)iodo]benzene

ethyl acetoacetate
141-97-9

ethyl acetoacetate

A

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

B

2,2-difluoro-3-oxobutyric acid ethyl ester
2266-48-0

2,2-difluoro-3-oxobutyric acid ethyl ester

C

2-acetoxy-acetoacetic acid ethyl ester
18632-42-3

2-acetoxy-acetoacetic acid ethyl ester

Conditions
ConditionsYield
With triethylamine tris(hydrogen fluoride) In acetonitrile at 75℃; for 20h; Temperature; Inert atmosphere;
With triethylamine tris(hydrogen fluoride) In acetonitrile at 75℃; for 20h; Inert atmosphere;
formaldehyd
50-00-0

formaldehyd

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

diethylamine
109-89-7

diethylamine

ethyl-2-((diethylamino)methyl)-2-fluoro-3-oxobutanoate

ethyl-2-((diethylamino)methyl)-2-fluoro-3-oxobutanoate

Conditions
ConditionsYield
Stage #1: formaldehyd; diethylamine In dichloromethane at 20℃; for 2h;
Stage #2: ethyl-2-fluoroacetoacetate With sodium hydride In dichloromethane for 16h; Mannich Aminomethylation;
100%
cyclohexenone
930-68-7

cyclohexenone

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

ethyl α-acetyl-α-fluoro-3-oxocyclohexaneacetate
88100-70-3

ethyl α-acetyl-α-fluoro-3-oxocyclohexaneacetate

Conditions
ConditionsYield
With potassium fluoride In sulfolane for 24h;99%
4-penten-3-one
1629-58-9

4-penten-3-one

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

2-Acetyl-2-fluoro-5-oxo-heptanoic acid ethyl ester
88100-63-4

2-Acetyl-2-fluoro-5-oxo-heptanoic acid ethyl ester

Conditions
ConditionsYield
With potassium fluoride In sulfolane for 1h;99%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

methyl vinyl ketone
78-94-4

methyl vinyl ketone

ethyl 2-fluoro-2-acetyl-5-oxohexanoate
88100-62-3

ethyl 2-fluoro-2-acetyl-5-oxohexanoate

Conditions
ConditionsYield
With potassium fluoride In sulfolane for 10h;99%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

C10H10FNO2
681260-31-1

C10H10FNO2

C16H19F2NO5
1166839-29-7

C16H19F2NO5

Conditions
ConditionsYield
With 2,6-di-tert-butyl-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole In dichloromethane at -50℃; for 24h; Mannich reaction; optical yield given as %de; diastereoselective reaction;99%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

acetoxy-benzyloxycarbonylamino-acetic acid ethyl ester
62183-04-4

acetoxy-benzyloxycarbonylamino-acetic acid ethyl ester

C18H22FNO7

C18H22FNO7

Conditions
ConditionsYield
With C8H20N2*CHF3O3S In chloroform at 60℃; for 48h; Mannich Aminomethylation; stereoselective reaction;99%
3-acetoxycyclopent-1-ene
20657-21-0

3-acetoxycyclopent-1-ene

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

C11H15FO3
946007-52-9

C11H15FO3

Conditions
ConditionsYield
With trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); N-ethyl-N,N-diisopropylamine; bis(η3-allyl-μ-chloropalladium(II)) In dichloromethane at 0℃; for 1.16667h; Product distribution / selectivity;98%
With trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); Tri-n-octylamine; bis(η3-allyl-μ-chloropalladium(II)) In dichloromethane at 0℃; for 1.16667h; Product distribution / selectivity;92%
With trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); triethylamine; bis(η3-allyl-μ-chloropalladium(II)) In dichloromethane at 0℃; for 1.16667h; Product distribution / selectivity;90%
With trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); tetrahexylammonium bromide; sodium hydride; bis(η3-allyl-μ-chloropalladium(II)) In dichloromethane at 0℃; for 1.16667h; Product distribution / selectivity;87%
With trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); sodium hydride; bis(η3-allyl-μ-chloropalladium(II)) In dichloromethane at 0℃; for 1.16667h; Product distribution / selectivity;65%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

1,3-di(m-bromophenyl)allyl acetate

1,3-di(m-bromophenyl)allyl acetate

(E)-3,5-bis(3-chlorophenyl)-2-acetyl-2-fluoro-4-pentenoate ethyl ester

(E)-3,5-bis(3-chlorophenyl)-2-acetyl-2-fluoro-4-pentenoate ethyl ester

Conditions
ConditionsYield
Stage #1: 1,3-di(m-bromophenyl)allyl acetate With bis(η3-allyl-μ-chloropalladium(II)); (R)-N-tert-butylsulfinyl-2-hydroxybenzamide In tetrahydrofuran; 1,4-dioxane at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: ethyl-2-fluoroacetoacetate With potassium phosphate In tetrahydrofuran; 1,4-dioxane at 20℃; Reagent/catalyst; Solvent;
98%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

(E)-1,3-bis(3-chlorophenyl)-2-propen-1-yl acetate
1292309-64-8

(E)-1,3-bis(3-chlorophenyl)-2-propen-1-yl acetate

(E)-3,5-bis(3-chlorophenyl)-2-acetyl-2-fluoro-4-pentenoate ethyl ester

(E)-3,5-bis(3-chlorophenyl)-2-acetyl-2-fluoro-4-pentenoate ethyl ester

Conditions
ConditionsYield
Stage #1: (E)-1,3-bis(3-chlorophenyl)-2-propen-1-yl acetate With bis(η3-allyl-μ-chloropalladium(II)); (R)-N-tert-butylsulfinyl-2-hydroxybenzamide In tetrahydrofuran; 1,4-dioxane at 20℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: ethyl-2-fluoroacetoacetate With potassium phosphate In tetrahydrofuran; 1,4-dioxane at 20℃; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Schlenk technique;
98%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

rac-(E)-1,3-bis(4-bromophenyl)-2-propen-1-yl acetate

rac-(E)-1,3-bis(4-bromophenyl)-2-propen-1-yl acetate

(E)-3,5-bis(4-bromophenyl)-2-acetyl-2-fluoro-4-pentenoate ethyl ester

(E)-3,5-bis(4-bromophenyl)-2-acetyl-2-fluoro-4-pentenoate ethyl ester

Conditions
ConditionsYield
Stage #1: rac-(E)-1,3-bis(4-bromophenyl)-2-propen-1-yl acetate With bis(η3-allyl-μ-chloropalladium(II)); (R)-N-tert-butylsulfinyl-2-hydroxybenzamide In tetrahydrofuran; 1,4-dioxane at 20℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: ethyl-2-fluoroacetoacetate With potassium phosphate In tetrahydrofuran; 1,4-dioxane at 20℃; Inert atmosphere; Schlenk technique;
98%
pyrrolidine
123-75-1

pyrrolidine

formaldehyd
50-00-0

formaldehyd

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

ethyl-2-(pyrrolidin-1-methyl)-2-fluoro-3-oxobutanoate

ethyl-2-(pyrrolidin-1-methyl)-2-fluoro-3-oxobutanoate

Conditions
ConditionsYield
Stage #1: pyrrolidine; formaldehyd In dichloromethane at 20℃; for 2h;
Stage #2: ethyl-2-fluoroacetoacetate In dichloromethane for 16h; Mannich Aminomethylation;
98%
formaldehyd
50-00-0

formaldehyd

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

benzyl-methyl-amine
103-67-3

benzyl-methyl-amine

ethyl-2-((benzylmethylamino)methyl)-2-fluoro-3-oxobutanoate

ethyl-2-((benzylmethylamino)methyl)-2-fluoro-3-oxobutanoate

Conditions
ConditionsYield
Stage #1: formaldehyd; benzyl-methyl-amine In dichloromethane at 20℃; for 2h;
Stage #2: ethyl-2-fluoroacetoacetate With sodium hydride In dichloromethane for 16h; Mannich Aminomethylation;
98%
piperidine
110-89-4

piperidine

formaldehyd
50-00-0

formaldehyd

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

ethyl-2-(piperidin-1-methyl)-2-fluoro-3-oxobutanoate

ethyl-2-(piperidin-1-methyl)-2-fluoro-3-oxobutanoate

Conditions
ConditionsYield
Stage #1: piperidine; formaldehyd In dichloromethane at 20℃; for 2h;
Stage #2: ethyl-2-fluoroacetoacetate In dichloromethane for 16h; Mannich Aminomethylation;
98%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

rac-(E)-1,3-bis(4-chlorophenyl)-2-propen-1-yl acetate

rac-(E)-1,3-bis(4-chlorophenyl)-2-propen-1-yl acetate

(E)-3,5-bis(4-chlorophenyl)-2-acetyl-2-fluoro-4-pentenoate ethyl ester

(E)-3,5-bis(4-chlorophenyl)-2-acetyl-2-fluoro-4-pentenoate ethyl ester

Conditions
ConditionsYield
Stage #1: rac-(E)-1,3-bis(4-chlorophenyl)-2-propen-1-yl acetate With bis(η3-allyl-μ-chloropalladium(II)); (R)-N-tert-butylsulfinyl-2-hydroxybenzamide In tetrahydrofuran; 1,4-dioxane at 20℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: ethyl-2-fluoroacetoacetate With potassium phosphate In tetrahydrofuran; 1,4-dioxane at 20℃; Inert atmosphere; Schlenk technique;
97%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

2-methoxyresorcinol
29267-67-2

2-methoxyresorcinol

3-fluoro-7-hydroxy-8-methoxy-4-methyl-2H-1-benzopyran-2-one
1211944-06-7

3-fluoro-7-hydroxy-8-methoxy-4-methyl-2H-1-benzopyran-2-one

Conditions
ConditionsYield
With perchloric acid at 20℃; Pechmann condensation;96%
In 1,4-dioxane at 20℃; Pechmann Condensation; Acidic conditions;
tert-Butyl N-hydroxycarbamate
36016-38-3

tert-Butyl N-hydroxycarbamate

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

C11H18FNO6

C11H18FNO6

Conditions
ConditionsYield
With copper(II) acetate hydrate; 2-ethyl-1,3-oxazoline; copper(l) chloride In isopropyl alcohol at 20℃; regioselective reaction;96%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

4-bromo-β-nitrostyrene
3156-37-4

4-bromo-β-nitrostyrene

(2S,3R)-ethyl 2-acetyl-3-(4-bromophenyl)-2-fluoro-4-nitrobutanoate

(2S,3R)-ethyl 2-acetyl-3-(4-bromophenyl)-2-fluoro-4-nitrobutanoate

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; (S)-N1-(2-adamantyl)-3,3-dimethylbutane-1,2-diamine; 4-nitro-benzoic acid In dichloromethane at 20℃; Michael Addition; enantioselective reaction;96%
formaldehyd
50-00-0

formaldehyd

ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

diisopropylamine
108-18-9

diisopropylamine

ethyl-2-((diisopropylamino)methyl)-2-fluoro-3-oxobutanoate

ethyl-2-((diisopropylamino)methyl)-2-fluoro-3-oxobutanoate

Conditions
ConditionsYield
Stage #1: formaldehyd; diisopropylamine In dichloromethane at 20℃; for 2h;
Stage #2: ethyl-2-fluoroacetoacetate With sodium hydride In dichloromethane for 16h; Mannich Aminomethylation;
95%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

trans-4'-(trifluoromethyl)chalcone
32120-33-5

trans-4'-(trifluoromethyl)chalcone

3-phenyl-5-(4-trifluoromethylphenyl)-phenol

3-phenyl-5-(4-trifluoromethylphenyl)-phenol

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 120℃; for 4h;94%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

(E)‐3‐phenyl‐1‐[3‐(trifluoromethyl)phenyl]prop‐2‐en‐1‐one

(E)‐3‐phenyl‐1‐[3‐(trifluoromethyl)phenyl]prop‐2‐en‐1‐one

ethyl 3-phenyl-5-(3-trifluoromethylphenyl)-phenol-2-carboxylate

ethyl 3-phenyl-5-(3-trifluoromethylphenyl)-phenol-2-carboxylate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 70℃; for 0.5h;94%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

rac-(E)-1,3-bis(3-bromophenyl)-2-propen-1-yl acetate
1445949-58-5

rac-(E)-1,3-bis(3-bromophenyl)-2-propen-1-yl acetate

(E)-3,5-bis(3-bromophenyl)-2-acetyl-2-fluoro-4-pentenoate ethyl ester

(E)-3,5-bis(3-bromophenyl)-2-acetyl-2-fluoro-4-pentenoate ethyl ester

Conditions
ConditionsYield
Stage #1: rac-(E)-1,3-bis(3-bromophenyl)-2-propen-1-yl acetate With bis(η3-allyl-μ-chloropalladium(II)); (R)-N-tert-butylsulfinyl-2-hydroxybenzamide In tetrahydrofuran; 1,4-dioxane at 20℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: ethyl-2-fluoroacetoacetate With potassium phosphate In tetrahydrofuran; 1,4-dioxane at 20℃; Inert atmosphere; Schlenk technique;
94%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

benzalacetophenone
94-41-7

benzalacetophenone

1-Fluor-6-oxo-2,4-diphenyl-cyclohexen-(4)-carbonsaeure-(1)-aethylester
1995-49-9

1-Fluor-6-oxo-2,4-diphenyl-cyclohexen-(4)-carbonsaeure-(1)-aethylester

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃; for 24h;93%
With N-benzyl-trimethylammonium hydroxide; triethylamine In ethanol
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

1-iodo-2-phenylethyne
932-88-7

1-iodo-2-phenylethyne

(E)-ethyl 2-ethanoyl-2-fluoro-4-iodo-3-phenylbut-3-enoate
1016893-08-5

(E)-ethyl 2-ethanoyl-2-fluoro-4-iodo-3-phenylbut-3-enoate

Conditions
ConditionsYield
With indium(III) tris[bis(trifluoromethanesulfonyl)amide] In toluene at 70℃; for 16h; Darkness; regioselective reaction;93%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

4-fluorochalcone
1608-51-1

4-fluorochalcone

4-fluoro-[1,1':3',1''-terphenyl]-5'-ol
1316191-13-5

4-fluoro-[1,1':3',1''-terphenyl]-5'-ol

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 120℃; for 4h;93%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

(E)-3-(4-nitrophenyl)-1-phenylprop-2-en-1-one
2960-55-6

(E)-3-(4-nitrophenyl)-1-phenylprop-2-en-1-one

4-nitro-[1,1':3',1"-terphenyl]-5'-phenol
98124-35-7

4-nitro-[1,1':3',1"-terphenyl]-5'-phenol

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 120℃; for 4h;93%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

trans-4'-(trifluoromethyl)chalcone
32120-33-5

trans-4'-(trifluoromethyl)chalcone

ethyl 3-phenyl-5-(4-trifluoromethylphenyl)-phenol-2-carboxylate

ethyl 3-phenyl-5-(4-trifluoromethylphenyl)-phenol-2-carboxylate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 70℃; for 0.5h;93%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

(E)-1-Phenyl-3-pyrid-3-yl-propenon
20890-14-6

(E)-1-Phenyl-3-pyrid-3-yl-propenon

3-phenyl-5-(3-pyridyl)-phenol

3-phenyl-5-(3-pyridyl)-phenol

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 120℃; for 4h;93%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

(Z)-2-fluoro-1-phenyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-one
126912-60-5

(Z)-2-fluoro-1-phenyl-3-(4-(trifluoromethyl)phenyl)prop-2-en-1-one

3-(4-trifluoromethylphenyl)-4-fluoro-5-phenylphenol

3-(4-trifluoromethylphenyl)-4-fluoro-5-phenylphenol

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 120℃; for 4h;93%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

(Z)-2-fluoro-1-phenyl-3-(pyridin-2-yl)prop-2-en-1-one

(Z)-2-fluoro-1-phenyl-3-(pyridin-2-yl)prop-2-en-1-one

3-(2-pyridyl)-4-fluoro-5-phenylphenol

3-(2-pyridyl)-4-fluoro-5-phenylphenol

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 120℃; for 4h;93%
ethyl-2-fluoroacetoacetate
1522-41-4

ethyl-2-fluoroacetoacetate

4-chloro-[1,1':3',1''-terphenyl]-5'-ol
115752-51-7

4-chloro-[1,1':3',1''-terphenyl]-5'-ol

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 120℃; for 4h;93%

Ethyl 2-fluoroacetoacetate Chemical Properties

Molecular Formula: C6H9FO3
Molar mass: 148.1323 g/mol
Density: 1.105 g/cm3
Flash Point: 55.6 °C
Index of Refraction: 1.39
Boiling Point: 170.1 °C at 760 mmHg
Vapour Pressure: 1.5 mmHg at 25°C
Appearance: Clear colorless liquid
Product categories of Ethyl 2-fluoroacetoacetate (1522-41-4): Carbonyl Compounds;Esters
Structure of Ethyl 2-fluoroacetoacetate (1522-41-4):
              
XLogP3-AA: 0.8
H-Bond Donor: 0
H-Bond Acceptor: 4
Systematic Name: Ethyl 2-fluoro-3-oxo-butanoate 
SMILES: O=C(C(F)C(=O)OCC)C 
InChI: InChI=1/C6H9FO3/c1-3-10-6(9)5(7)4(2)8/h5H,3H2,1-2H3 
InChIKey: SHTFQLHOTAJQRJ-UHFFFAOYAK 
Std. InChI: InChI=1S/C6H9FO3/c1-3-10-6(9)5(7)4(2)8/h5H,3H2,1-2H3 
Std. InChIKey: SHTFQLHOTAJQRJ-UHFFFAOYSA-N

Ethyl 2-fluoroacetoacetate Safety Profile

Hazard Codes: Xi
Risk Statements:
36:  Irritating to the eyes
37:  Irritating to the respiratory system
38:  Irritating to the skin
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing

Ethyl 2-fluoroacetoacetate Specification

 Ethyl 2-fluoroacetoacetate (1522-41-4) also can be called Butanoic acid, 2-fluoro-3-oxo-, ethyl ester and 3-Fluoropyridine-2-carboxylic acid .

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