Product Name

  • Name

    Methyl fluoroacetate

  • EINECS 207-218-7
  • CAS No. 453-18-9
  • Article Data16
  • CAS DataBase
  • Density 1.17 g/cm3
  • Solubility
  • Melting Point -40 °C
  • Formula C3H5FO2
  • Boiling Point 104.5 °C at 760 mmHg
  • Molecular Weight 92.0699
  • Flash Point 17.6 °C
  • Transport Information UN 3272
  • Appearance Colorless, transparent liquid
  • Safety 16-26-36
  • Risk Codes 10-36/37/38
  • Molecular Structure Molecular Structure of 453-18-9 (Methyl fluoroacetate)
  • Hazard Symbols ToxicT
  • Synonyms 4-02-00-00447 (Beilstein Handbook Reference);Fluoroacetic acid, methyl ester;methyl 2-fluoroacetate;Methylester kyseliny fluoroctove [Czech];TL 551;Fluoroacetic acid methyl ester;Methyl fluoro-acetate;
  • PSA 26.30000
  • LogP 0.12890

Synthetic route

3-ethoxyprop-1-ene
557-31-3

3-ethoxyprop-1-ene

Methyl fluoroiodoacetate
181224-33-9

Methyl fluoroiodoacetate

A

methyl fluoroacetate
453-18-9

methyl fluoroacetate

B

5-Ethoxy-2-fluoro-4-iodo-pentanoic acid methyl ester

5-Ethoxy-2-fluoro-4-iodo-pentanoic acid methyl ester

Conditions
ConditionsYield
With iron In tetrahydrofuran for 12h; Heating;A 9 % Spectr.
B 82%
Methyl fluoroiodoacetate
181224-33-9

Methyl fluoroiodoacetate

A

methyl fluoroacetate
453-18-9

methyl fluoroacetate

B

Propionic acid 1-fluoro-2-(4-iodomethyl-tetrahydro-furan-3-yl)-ethyl ester

Propionic acid 1-fluoro-2-(4-iodomethyl-tetrahydro-furan-3-yl)-ethyl ester

Conditions
ConditionsYield
With Allyl ether; iron In tetrahydrofuran for 13h; Heating;A 11 % Spectr.
B 81%
methyl chloroacetate
96-34-4

methyl chloroacetate

methyl fluoroacetate
453-18-9

methyl fluoroacetate

Conditions
ConditionsYield
With potassium fluoride; tetrabutylammomium bromide for 1.25h; Heating;79%
With acetamide; potassium fluoride at 100 - 110℃; for 3h; Substitution;30%
With acetamide; potassium fluoride at 100 - 110℃; for 3h; Substitution;30%
acrylonitrile
107-13-1

acrylonitrile

Methyl fluoroiodoacetate
181224-33-9

Methyl fluoroiodoacetate

A

methyl fluoroacetate
453-18-9

methyl fluoroacetate

B

4-Cyano-2-fluoro-butyric acid methyl ester

4-Cyano-2-fluoro-butyric acid methyl ester

Conditions
ConditionsYield
With [2,2]bipyridinyl; chromium chloride; iron In methanol at 70 - 80℃; for 10h;A 14 % Spectr.
B 74%
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

Methyl fluoroiodoacetate
181224-33-9

Methyl fluoroiodoacetate

A

methyl fluoroacetate
453-18-9

methyl fluoroacetate

B

Dimethyl 2-fluoropentanedioate
7766-74-7

Dimethyl 2-fluoropentanedioate

Conditions
ConditionsYield
With [2,2]bipyridinyl; chromium chloride; iron In methanol at 70 - 80℃; for 11h;A 17 % Spectr.
B 71%
methanol
67-56-1

methanol

fluoroacetamide
640-19-7

fluoroacetamide

methyl fluoroacetate
453-18-9

methyl fluoroacetate

Conditions
ConditionsYield
With boron trifluoride
methyl 2-iodoacetate
5199-50-8

methyl 2-iodoacetate

methyl fluoroacetate
453-18-9

methyl fluoroacetate

Conditions
ConditionsYield
With silver fluoride at 170℃;
With mercury(II) fluoride at 170℃;
bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

methyl fluoroacetate
453-18-9

methyl fluoroacetate

Conditions
ConditionsYield
With thallium(I) fluoride; ethanol
With potassium fluoride; acetylacetone Irradiation.UV-Licht;
methanol
67-56-1

methanol

perfluoropropylene
116-15-4

perfluoropropylene

methyl fluoroacetate
453-18-9

methyl fluoroacetate

Conditions
ConditionsYield
With carbon dioxide; sodium In acetone
methanol
67-56-1

methanol

monofluoroacetyl chloride
359-06-8

monofluoroacetyl chloride

methyl fluoroacetate
453-18-9

methyl fluoroacetate

ethanol
64-17-5

ethanol

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

Tlf

Tlf

methyl fluoroacetate
453-18-9

methyl fluoroacetate

dimethyl sulfate
77-78-1

dimethyl sulfate

sodium-fluoroacetate

sodium-fluoroacetate

methyl fluoroacetate
453-18-9

methyl fluoroacetate

methyl fluoroacetate
453-18-9

methyl fluoroacetate

allyl S-(5-amido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonicacid)-(2→6)-2-acetamido-2-deoxy-6-thio-α-Dgalactopyranoside

allyl S-(5-amido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonicacid)-(2→6)-2-acetamido-2-deoxy-6-thio-α-Dgalactopyranoside

allyl S-(5-fluoroacetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2→6)-2-acetamido-2-deoxy-6-thio-α-D-galactopyranoside

allyl S-(5-fluoroacetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2→6)-2-acetamido-2-deoxy-6-thio-α-D-galactopyranoside

Conditions
ConditionsYield
With triethylamine In methanol Inert atmosphere; Reflux;100%
methyl fluoroacetate
453-18-9

methyl fluoroacetate

sodium fluoroacetate
62-74-8

sodium fluoroacetate

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran for 2h; Reflux;94%
(R)-N-benzylidene-2-methylpropane-2-sulfinamide
196929-85-8

(R)-N-benzylidene-2-methylpropane-2-sulfinamide

methyl fluoroacetate
453-18-9

methyl fluoroacetate

(RS,2R,3S)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)-3-phenylpropionic acid methyl ester

(RS,2R,3S)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)-3-phenylpropionic acid methyl ester

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -80℃; for 0.5h; Inert atmosphere;88%
With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.5h; Inert atmosphere; diastereoselective reaction;85%
tris(methylthio)methane
5418-86-0

tris(methylthio)methane

methyl fluoroacetate
453-18-9

methyl fluoroacetate

3-Fluoro-1,1,1-tris-methylsulfanyl-propan-2-one

3-Fluoro-1,1,1-tris-methylsulfanyl-propan-2-one

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane 1.) -95 deg C, 2 h, 2.) -95 deg C, 5 min;87%
methyl fluoroacetate
453-18-9

methyl fluoroacetate

allyl 4-O-(5-amino-3,5-dideoxy-α-D-neuraminopyranosyl)-2-acetylamino-2-deoxy-α-D-galactopyranoside

allyl 4-O-(5-amino-3,5-dideoxy-α-D-neuraminopyranosyl)-2-acetylamino-2-deoxy-α-D-galactopyranoside

C22H35FN2O14
1263480-77-8

C22H35FN2O14

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; Inert atmosphere; Cooling with ice;85%
With triethylamine In methanol at 20℃; Inert atmosphere; Cooling with ice;
methyl fluoroacetate
453-18-9

methyl fluoroacetate

(R)-(-)-N-(4-chlorobenzylidene)-2-methylpropane-2-sulfinamide
507469-89-8

(R)-(-)-N-(4-chlorobenzylidene)-2-methylpropane-2-sulfinamide

A

C14H19ClFNO3S

C14H19ClFNO3S

B

(RS,2R,3S)-3-(4-chlorophenyl)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)propionic acid methyl ester

(RS,2R,3S)-3-(4-chlorophenyl)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)propionic acid methyl ester

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.5h; Inert atmosphere; diastereoselective reaction;A n/a
B 83%
With potassium tert-butylate In tetrahydrofuran at 30℃; for 0.5h; Inert atmosphere; Overall yield = 83 %;A n/a
B n/a
1-methoxy-2-methyl-1-trimethylsiloxy-1-propene
31469-15-5

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

methyl fluoroacetate
453-18-9

methyl fluoroacetate

methyl 3-cyano-4-fluoro-2,2-dimethyl-3-trimethylsilyloxybutanoate

methyl 3-cyano-4-fluoro-2,2-dimethyl-3-trimethylsilyloxybutanoate

Conditions
ConditionsYield
With gallium(III) iodide In dichloromethane at 20℃; for 5h;82%
methyl fluoroacetate
453-18-9

methyl fluoroacetate

C17H17Cl2NOS
1547490-94-7

C17H17Cl2NOS

A

(RS,2R)-3,3-bis(4-chlorophenyl)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)propionic acid methyl ester

(RS,2R)-3,3-bis(4-chlorophenyl)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)propionic acid methyl ester

B

C20H22Cl2FNO3S

C20H22Cl2FNO3S

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.5h; Inert atmosphere; diastereoselective reaction;A 82%
B n/a
methyl fluoroacetate
453-18-9

methyl fluoroacetate

(S)-5-(aminomethyl)-3-(3-fluoro-4-(4-(pyridin-2-yl)-1H-pyrazol-1-yl)phenyl)oxazolidin-2-one

(S)-5-(aminomethyl)-3-(3-fluoro-4-(4-(pyridin-2-yl)-1H-pyrazol-1-yl)phenyl)oxazolidin-2-one

(S)-2-fluoro-N-((3-(3-fluoro-4-(4-(pyridin-2-yl)-1H-pyrazol-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

(S)-2-fluoro-N-((3-(3-fluoro-4-(4-(pyridin-2-yl)-1H-pyrazol-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

Conditions
ConditionsYield
In 2,2,2-trifluoroethanol at 80℃; for 15h;81%
methyl fluoroacetate
453-18-9

methyl fluoroacetate

C12H17NOS
1015198-46-5

C12H17NOS

A

C15H22FNO3S

C15H22FNO3S

B

(RS,2R,3S)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)-3-p-tolylpropionic acid methyl ester

(RS,2R,3S)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)-3-p-tolylpropionic acid methyl ester

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.5h; Inert atmosphere; diastereoselective reaction;A n/a
B 80%
With sodium hexamethyldisilazane In tetrahydrofuran; dichloromethane at -20℃; for 0.5h; Inert atmosphere; Overall yield = 80 %; Overall yield = 252 mg;A n/a
B n/a
formaldehyd
50-00-0

formaldehyd

methyl fluoroacetate
453-18-9

methyl fluoroacetate

methyl 2-fluoroprop-2-enoate
2343-89-7

methyl 2-fluoroprop-2-enoate

Conditions
ConditionsYield
Stage #1: methyl fluoroacetate With Dimethyl oxalate; sodium methylate In dimethyl sulfoxide at 15 - 25℃; for 1h; Inert atmosphere;
Stage #2: formaldehyd With 2,6-di-tert-butyl-4-methyl-phenol In dimethyl sulfoxide at 20 - 35℃; for 1h; Temperature; Reagent/catalyst; Inert atmosphere;
79.3%
Stage #1: methyl fluoroacetate With Dimethyl oxalate; sodium methylate In methanol; pentane at 20 - 25℃; for 24.25h; Claisen Condensation;
Stage #2: formaldehyd In pentane at 5 - 10℃; for 5h; Concentration; Reagent/catalyst; Temperature; Time;
58%
methyl fluoroacetate
453-18-9

methyl fluoroacetate

(R)-2-methyl-N-(3-(trifluoromethyl)benzylidene)propane-2-sulfinamide

(R)-2-methyl-N-(3-(trifluoromethyl)benzylidene)propane-2-sulfinamide

A

(RS,2R,3S)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)-3-(3-trifluoromethylphenyl)propionic acid methyl ester

(RS,2R,3S)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)-3-(3-trifluoromethylphenyl)propionic acid methyl ester

B

C15H19F4NO3S

C15H19F4NO3S

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.5h; Inert atmosphere; diastereoselective reaction;A 77%
B n/a
methyl fluoroacetate
453-18-9

methyl fluoroacetate

2-methylpropane-2-sulfinic acid [1-(2-methyl-1-ylphenyl)ethylidene]amide
1208989-34-7

2-methylpropane-2-sulfinic acid [1-(2-methyl-1-ylphenyl)ethylidene]amide

A

C15H22FNO3S

C15H22FNO3S

B

(RS,2R,3S)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)-3-o-tolylpropionic acid methyl ester

(RS,2R,3S)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)-3-o-tolylpropionic acid methyl ester

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.5h; Inert atmosphere; diastereoselective reaction;A n/a
B 76%
With potassium hexamethylsilazane In tetrahydrofuran; N,N-dimethyl-formamide at -40℃; for 0.5h; Inert atmosphere; Overall yield = 88 %; Overall yield = 277 mg;A n/a
B n/a
methyl fluoroacetate
453-18-9

methyl fluoroacetate

(R)-N-(4-bromobenzylidene)-2-methylpropane-2-sulfinamide

(R)-N-(4-bromobenzylidene)-2-methylpropane-2-sulfinamide

A

(RS,2R,3S)-3-(4-bromophenyl)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)propionic acid tert-butyl ester

(RS,2R,3S)-3-(4-bromophenyl)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)propionic acid tert-butyl ester

B

C14H19BrFNO3S

C14H19BrFNO3S

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.5h; Inert atmosphere; diastereoselective reaction;A 76%
B n/a
methyl fluoroacetate
453-18-9

methyl fluoroacetate

C24H41NO18

C24H41NO18

C26H42FNO19

C26H42FNO19

Conditions
ConditionsYield
With triethylamine In methanol at 0 - 50℃; Inert atmosphere;75%
methyl fluoroacetate
453-18-9

methyl fluoroacetate

C12H17NOS

C12H17NOS

A

C15H22FNO3S

C15H22FNO3S

B

(RS,2R,3S)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)-3-m-tolylpropionic acid methyl ester

(RS,2R,3S)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)-3-m-tolylpropionic acid methyl ester

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.5h; Inert atmosphere; diastereoselective reaction;A n/a
B 74%
With sodium t-butanolate In tetrahydrofuran at 10℃; for 0.5h; Inert atmosphere; Overall yield = 74 %; Overall yield = 233 mg;A n/a
B n/a
methyl fluoroacetate
453-18-9

methyl fluoroacetate

(R)-(-)-N-(4-cyanobenzylidene)-2-methylpropane-2-sulfinamide
935263-24-4

(R)-(-)-N-(4-cyanobenzylidene)-2-methylpropane-2-sulfinamide

A

(RS,2R,3S)-3-(4-cyanophenyl)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)propionic acid methyl ester

(RS,2R,3S)-3-(4-cyanophenyl)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)propionic acid methyl ester

B

C15H19FN2O3S

C15H19FN2O3S

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.5h; Inert atmosphere; diastereoselective reaction;A 71%
B n/a
N-tert-butylsulfinyl ketoimine
891782-22-2

N-tert-butylsulfinyl ketoimine

methyl fluoroacetate
453-18-9

methyl fluoroacetate

A

C20H24FNO3S

C20H24FNO3S

B

C20H24FNO3S

C20H24FNO3S

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.5h; Inert atmosphere; diastereoselective reaction;A 71%
B n/a
methyl fluoroacetate
453-18-9

methyl fluoroacetate

(RS)-N-[(2-naphthyl)methylidene]-2-methyl-2-propanesulfinamide
507469-91-2

(RS)-N-[(2-naphthyl)methylidene]-2-methyl-2-propanesulfinamide

(RS,2R,3S)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)-3-naphthalen-2-ylpropionic acid methyl ester

(RS,2R,3S)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)-3-naphthalen-2-ylpropionic acid methyl ester

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.5h; Inert atmosphere; diastereoselective reaction;70%
With potassium hexamethylsilazane In tetrahydrofuran; N,N-dimethyl-formamide at -40℃; for 0.5h; Inert atmosphere;n/a
methyl fluoroacetate
453-18-9

methyl fluoroacetate

N-t-butylsulfinyl-2-pyridinyl carboxaenamine
1015198-59-0

N-t-butylsulfinyl-2-pyridinyl carboxaenamine

A

(RS,2R,3S)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)-3-pyridin-2-ylpropionic acid methyl ester

(RS,2R,3S)-2-fluoro-3-(2-methylpropane-2-sulfinylamino)-3-pyridin-2-ylpropionic acid methyl ester

B

C13H19FN2O3S

C13H19FN2O3S

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.5h; Inert atmosphere; diastereoselective reaction;A 70%
B n/a
1-indoline
496-15-1

1-indoline

methyl fluoroacetate
453-18-9

methyl fluoroacetate

2-fluoro-1-(indolin-1-yl)ethanone

2-fluoro-1-(indolin-1-yl)ethanone

Conditions
ConditionsYield
at 80℃; for 12h;70%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

methyl fluoroacetate
453-18-9

methyl fluoroacetate

O-methylisourea hemisulfate
52328-05-9

O-methylisourea hemisulfate

C7H7FN2O4

C7H7FN2O4

Conditions
ConditionsYield
Stage #1: Dimethyl oxalate; methyl fluoroacetate With sodium methylate In toluene at 25℃; for 2h;
Stage #2: O-methylisourea hemisulfate With sodium methylate In toluene at 35℃; for 8h;
70%
methyl fluoroacetate
453-18-9

methyl fluoroacetate

allyl 6-O-(5-amino-3,5-dideoxy-α-D-neuraminopyranosyl)-2-amino-2-deoxy-α-D-galactopyranoside

allyl 6-O-(5-amino-3,5-dideoxy-α-D-neuraminopyranosyl)-2-amino-2-deoxy-α-D-galactopyranoside

C22H34F2N2O14
1263481-00-0

C22H34F2N2O14

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; Inert atmosphere; Cooling with ice;67%
methyl fluoroacetate
453-18-9

methyl fluoroacetate

trans-4-[2-(4-benzo[1,3]dioxol-4-yl-piperidin-1-yl)ethyl]cyclohexylamine hydrochloride

trans-4-[2-(4-benzo[1,3]dioxol-4-yl-piperidin-1-yl)ethyl]cyclohexylamine hydrochloride

trans-N-{4-[2-(4-benzo[1,3]dioxol-4-ylpiperidin-1-yl)ethyl]cyclohexyl}-2-fluoroacetamide

trans-N-{4-[2-(4-benzo[1,3]dioxol-4-ylpiperidin-1-yl)ethyl]cyclohexyl}-2-fluoroacetamide

Conditions
ConditionsYield
Stage #1: methyl fluoroacetate With potassium trimethylsilonate In 1,4-dioxane at 20℃;
Stage #2: trans-4-[2-(4-benzo[1,3]dioxol-4-yl-piperidin-1-yl)ethyl]cyclohexylamine hydrochloride With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20℃; for 4h;
66.7%
methyl fluoroacetate
453-18-9

methyl fluoroacetate

trans-4-[2-(4-benzo[1,3]dioxol-4-yl-piperidin-1-yl)-ethyl]-cyclohexylamine hydrochloride

trans-4-[2-(4-benzo[1,3]dioxol-4-yl-piperidin-1-yl)-ethyl]-cyclohexylamine hydrochloride

N-trans-{4-[2-(4-benzo[1,3]dioxol-4-yl-piperidin-1-yl)-ethyl]-cyclohexyl}-2-fluoro-acetamide
1395922-18-5

N-trans-{4-[2-(4-benzo[1,3]dioxol-4-yl-piperidin-1-yl)-ethyl]-cyclohexyl}-2-fluoro-acetamide

Conditions
ConditionsYield
Stage #1: methyl fluoroacetate With potassium trimethylsilonate In 1,4-dioxane at 20℃;
Stage #2: trans-4-[2-(4-benzo[1,3]dioxol-4-yl-piperidin-1-yl)-ethyl]-cyclohexylamine hydrochloride With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20℃; for 4h;
66.7%

Methyl fluoroacetate Specification

The Methyl fluoroacetate, with the CAS registry number 453-18-9, is also known as Acetic acid, fluoro-, methyl ester. It belongs to the product category of Fluoro-Aliphatics. Its EINECS registry number is 207-218-7. This chemical's molecular formula is C3H5FO2 and molecular weight is 92.07. Its IUPAC name is called methyl 2-fluoroacetate. This chemical's classification codes are Agricultural Chemical; Human Data; Rodenticide.

Physical properties of Methyl fluoroacetate: (1)ACD/LogP: -0.16; (2)ACD/LogD (pH 5.5): -0.16; (3)ACD/LogD (pH 7.4): -0.16; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 19.4; (7)ACD/KOC (pH 7.4): 19.4; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.332; (11)Molar Refractivity: 17.88 cm3; (12)Molar Volume: 86.9 cm3; (13)Surface Tension: 20.7 dyne/cm; (14)Density: 1.058 g/cm3; (15)Flash Point: 17.6 °C; (16)Enthalpy of Vaporization: 34.35 kJ/mol; (17)Boiling Point: 104.5 °C at 760 mmHg; (18)Vapour Pressure: 30.8 mmHg at 25°C.

Preparation of Methyl fluoroacetate: can be produced by the reaction of methyl chloroacetate and potassium fluoride.

ClCH2COOCH3+KFFCH2COOCH3+KCl

Uses: Methyl fluoroacetate can be used as a medicine, pesticide and dye intermediate.It also can be used as the basic raw materials for fluorine, fluoride cyproterone piperidine acid, 5-fluorouracil, fluoro glycosides, furans fluoro-piperidine and double lamivudine 5-fluoro-4-hydroxy-pyrimidine drugs, but also as pesticides and perfume intermediate body.

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: COC(=O)CF
(2)InChI: InChI=1S/C3H5FO2/c1-6-3(5)2-4/h2H2,1H3
(3)InChIKey: RJBYSQHLLIHSLT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LC50 inhalation 25mg/m3/10M (25mg/m3) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. PB158-508,
cat LD50 intravenous 200ug/kg (0.2mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
National Technical Information Service. Vol. PB158-508,
cat LD50 oral 300ug/kg (0.3mg/kg) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
National Technical Information Service. Vol. PB158-508,
cat LD50 subcutaneous 300ug/kg (0.3mg/kg) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
National Technical Information Service. Vol. PB158-508,
chicken LDLo intravenous 15mg/kg (15mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 90, 1946.
dog LC50 inhalation 25mg/m3/10M (25mg/m3) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
National Technical Information Service. Vol. PB158-508,
dog LD50 intravenous 60ug/kg (0.06mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 90, 1946.
dog LD50 oral 100ug/kg (0.1mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. PB158-508,
dog LD50 subcutaneous 100ug/kg (0.1mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
National Technical Information Service. Vol. PB158-508,
domestic animals - goat/sheep LC50 inhalation 200mg/m3/10M (200mg/m3) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
National Technical Information Service. Vol. PB158-508,
domestic animals - goat/sheep LD50 intramuscular 600ug/kg (0.6mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 90, 1946.
domestic animals - goat/sheep LD50 intravenous 600ug/kg (0.6mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 90, 1946.
domestic animals - goat/sheep LD50 oral 1mg/kg (1mg/kg) BEHAVIORAL: COMA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
National Technical Information Service. Vol. PB158-508,
domestic animals - goat/sheep LD50 subcutaneous 1mg/kg (1mg/kg) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
National Technical Information Service. Vol. PB158-508,
frog LD50 subcutaneous 100ug/kg (0.1mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. PB158-508,
frog LD50 unreported 300mg/kg (300mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 90, 1946.
guinea pig LC50 inhalation 100mg/m3/10M (100mg/m3) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of the Chemical Society. Vol. -, Pg. 1773, 1948.
guinea pig LD50 intraperitoneal 350ug/kg (0.35mg/kg) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 90, 1946.
guinea pig LD50 oral 500ug/kg (0.5mg/kg) BEHAVIORAL: COMA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
National Technical Information Service. Vol. PB158-508,
guinea pig LD50 subcutaneous 200ug/kg (0.2mg/kg) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
National Technical Information Service. Vol. PB158-508,
hamster LD50 intraperitoneal 2500ug/kg (2.5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: EXCITEMENT
Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 90, 1946.
horse/donkey LD50 intramuscular 500ug/kg (0.5mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

BEHAVIORAL: EXCITEMENT
Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 90, 1946.
man TDLo oral 650ug/kg (0.65mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING National Technical Information Service. Vol. PB158-508,
monkey LC50 inhalation 800mg/m3/10M (800mg/m3) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. PB158-508,
monkey LD50 intravenous 4mg/kg (4mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 90, 1946.
monkey LD50 oral 10mg/kg (10mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. PB158-508,
monkey LD50 subcutaneous 10mg/kg (10mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
National Technical Information Service. Vol. PB158-508,
monkey LD50 unreported > 50mg/kg (50mg/kg)   Pharmacological Reviews. Vol. 1, Pg. 383, 1949.
mouse LC50 inhalation 3200mg/m3/10M (3200mg/m3)   Nature. Vol. 160, Pg. 179, 1947.
mouse LD50 intraperitoneal 7500ug/kg (7.5mg/kg)   Journal of Organic Chemistry. Vol. 21, Pg. 883, 1956.
mouse LD50 intravenous 17mg/kg (17mg/kg) BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
National Technical Information Service. Vol. PB158-508,
mouse LD50 oral 5mg/kg (5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. PB158-508,
mouse LD50 parenteral 6mg/kg (6mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of the Chemical Society. Vol. -, Pg. 1279, 1949.
mouse LD50 subcutaneous 5mg/kg (5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
National Technical Information Service. Vol. PB158-508,
pig LD50 intraperitoneal 400ug/kg (0.4mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 90, 1946.
rabbit LC50 inhalation 25mg/m3/10M (25mg/m3)   Nature. Vol. 160, Pg. 179, 1947.
rabbit LD50 intravenous 200ug/kg (0.2mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 90, 1946.
rabbit LD50 oral 500ug/kg (0.5mg/kg) BEHAVIORAL: COMA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
National Technical Information Service. Vol. PB158-508,
rabbit LD50 skin 20mg/kg (20mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of the Chemical Society. Vol. -, Pg. 1773, 1948.
rabbit LD50 subcutaneous 300ug/kg (0.3mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
National Technical Information Service. Vol. PB158-508,
rat LC50 inhalation 300mg/m3/10M (300mg/m3)   Nature. Vol. 160, Pg. 179, 1947.
rat LD50 intramuscular 2500ug/kg (2.5mg/kg)   Nature. Vol. 160, Pg. 179, 1947.
rat LD50 oral 3500ug/kg (3.5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. PB158-508,
rat LD50 subcutaneous 5mg/kg (5mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 90, 1946.

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