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CAS No.: | 640-19-7 |
---|---|
Name: | FLUOROACETAMIDE |
Article Data: | 18 |
Molecular Structure: | |
Formula: | C2H4FNO |
Molecular Weight: | 77.0583 |
Synonyms: | 1081;2-Fluoroacetamide;AFL 1081;Compound 1081;Fluorakil 100;Fluoroacetamide;Fluoroacetic acid amide;Flutritex 1;Fussol;Megatox;Monofluoroacetamide;NSC31876;a-Fluoroacetamide; |
EINECS: | 211-363-1 |
Density: | 1.136 g/cm3 |
Melting Point: | 106-108 °C(lit.) |
Boiling Point: | 259 °C at 760 mmHg |
Flash Point: | 110.4 °C |
Appearance: | crystals |
Hazard Symbols: | T+, T, Xi |
Risk Codes: | 24-28 |
Safety: | 36/37-45 |
PSA: | 43.09000 |
LogP: | 0.14150 |
Conditions | Yield |
---|---|
With ammonia In dichloromethane at 25℃; for 10h; Solvent; Temperature; | 99.3% |
With diethyl ether; ammonia |
Conditions | Yield |
---|---|
With potassium fluoride In water at 116℃; for 3h; | 94% |
With potassium fluoride In para-xylene at 100 - 120℃; for 20h; Inert atmosphere; Schlenk technique; | 67% |
With potassium fluoride; xylene |
α-fluoro-N-bromoacetamide
A
fluoroacetamide
N-((1S,2R)-2-Bromo-cyclohexyl)-2-fluoro-acetamide
N-((1S,2S)-2-Bromo-cyclohexyl)-2-fluoro-acetamide
Conditions | Yield |
---|---|
With cyclohexene In dichloromethane at 15 - 20℃; for 1.5h; Irradiation; Yields of byproduct given; | A 30% B n/a C n/a |
α-fluoro-N-bromoacetamide
cyclohexene
A
fluoroacetamide
N-((1S,2R)-2-Bromo-cyclohexyl)-2-fluoro-acetamide
N-((1S,2S)-2-Bromo-cyclohexyl)-2-fluoro-acetamide
Conditions | Yield |
---|---|
In dichloromethane at 15 - 20℃; for 1.5h; Irradiation; Yield given. Yields of byproduct given; | A 30% B n/a C n/a |
N-Chloro-2-fluoroacetamid
A
fluoroacetamide
N-((1S,2R)-2-Chloro-cyclohexyl)-2-fluoro-acetamide
N-((1S,2S)-2-Chloro-cyclohexyl)-2-fluoro-acetamide
Conditions | Yield |
---|---|
With cyclohexene In dichloromethane at 15 - 20℃; for 2.5h; Irradiation; Yields of byproduct given; | A 7% B n/a C n/a |
N-Chloro-2-fluoroacetamid
cyclohexene
A
fluoroacetamide
N-((1S,2R)-2-Chloro-cyclohexyl)-2-fluoro-acetamide
N-((1S,2S)-2-Chloro-cyclohexyl)-2-fluoro-acetamide
Conditions | Yield |
---|---|
In dichloromethane at 15 - 20℃; for 2.5h; Irradiation; Yield given. Yields of byproduct given; | A 7% B n/a C n/a |
Conditions | Yield |
---|---|
With ammonia; water |
Conditions | Yield |
---|---|
With ammonia; water |
Conditions | Yield |
---|---|
(i) HF, Et2O, (ii) NH3, MeOH; Multistep reaction; |
Conditions | Yield |
---|---|
(i) HCl, Et2O, (ii) H2O; Multistep reaction; |
EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.
The IUPAC name of Fluoroacetamide is 2-fluoroacetamide. With the CAS registry number 640-19-7, it is also named as 2-Fluoroacetamide ; Amid kyseliny fluoroctove ; Amid kyseliny fluoroctove [Czech] ; Fluorakil 100 ; Fluorkill ; Fluoroacetamide ; Fluoroacetic acid amide ; Megatox ; Monofluoroacetamide ; Acetamide, 2-fluoro- .
Fluoroacetamide is an organic compound based on acetamide with one fluorine atom replacing hydrogen on the methyl group. It is a colorless crystalline powder. It is soluble in water, acetone and insoluble in chloroform. Heating can be sublimation, and when the temperature ia higher than 170 °C, it is easy to decompose.
Fluoroacetamide is a metabolic poison which disruptes the citric acid cycle and is used as a rodenticide. It is also used to control aphids of cotton, soybeans, sorghum, wheat and apples, particularly effective on cotton aphid resistance. Fluoroacetamide has a certain irritation to digestive tract mucosa.
Fluoroacetamide is a fluorinated amide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). It is super toxic; probable oral lethal dose in humans is less than 5 mg/kg, or a taste (less than 7 drops) for a 150-lb. person. Chemically inhibits oxygen metabolism by cells with critical damage occurring to the heart, brain, and lungs resulting in heart failure, respiratory arrest, convulsions, and death. Emits very toxic fumes of fluorine containing compounds and nitrogen oxides when heated to decomposition. Avoid decomposing heat.
Fluoroacetamide is obtained by the chlorine acetamide through fluorination. Fluorination may react in xylene, PCE and other solvents; it also can adopt dry method (without solvent), which heat dry chlorine acetamide and fluoride agent KF. Dry method is more easy, no explosion-proof requirements, and the yield is also higher than the solvent method.