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Fluoroacetamide

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Name

Fluoroacetamide

EINECS 211-363-1
CAS No. 640-19-7 Density 1.136 g/cm3
PSA 43.09000 LogP 0.14150
Solubility N/A Melting Point 106-108 °C(lit.)
Formula C2H4FNO Boiling Point 259 °C at 760 mmHg
Molecular Weight 77.0583 Flash Point 110.4 °C
Transport Information N/A Appearance crystals
Safety 36/37-45 Risk Codes 24-28
Molecular Structure Molecular Structure of 640-19-7 (FLUOROACETAMIDE) Hazard Symbols VeryT+, ToxicT, IrritantXi
Synonyms

1081;2-Fluoroacetamide;AFL 1081;Compound 1081;Fluorakil 100;Fluoroacetamide;Fluoroacetic acid amide;Flutritex 1;Fussol;Megatox;Monofluoroacetamide;NSC31876;a-Fluoroacetamide;

Article Data 18

Fluoroacetamide Synthetic route

359-06-8

monofluoroacetyl chloride

640-19-7

fluoroacetamide

Conditions
ConditionsYield
With ammonia In dichloromethane at 25℃; for 10h; Solvent; Temperature;99.3%
With diethyl ether; ammonia
79-07-2

Chloroacetamide

640-19-7

fluoroacetamide

Conditions
ConditionsYield
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
36015-63-1

α-fluoro-N-bromoacetamide

A

640-19-7

fluoroacetamide

35077-30-6, 35077-31-7

N-((1S,2R)-2-Bromo-cyclohexyl)-2-fluoro-acetamide

35077-30-6, 35077-31-7

N-((1S,2S)-2-Bromo-cyclohexyl)-2-fluoro-acetamide

Conditions
ConditionsYield
With cyclohexene In dichloromethane at 15 - 20℃; for 1.5h; Irradiation; Yields of byproduct given;A 30%
B n/a
C n/a
36015-63-1

α-fluoro-N-bromoacetamide

110-83-8

cyclohexene

A

640-19-7

fluoroacetamide

35077-30-6, 35077-31-7

N-((1S,2R)-2-Bromo-cyclohexyl)-2-fluoro-acetamide

35077-30-6, 35077-31-7

N-((1S,2S)-2-Bromo-cyclohexyl)-2-fluoro-acetamide

Conditions
ConditionsYield
In dichloromethane at 15 - 20℃; for 1.5h; Irradiation; Yield given. Yields of byproduct given;A 30%
B n/a
C n/a
35077-08-8

N-Chloro-2-fluoroacetamid

A

640-19-7

fluoroacetamide

35077-20-4, 35077-21-5

N-((1S,2R)-2-Chloro-cyclohexyl)-2-fluoro-acetamide

35077-20-4, 35077-21-5

N-((1S,2S)-2-Chloro-cyclohexyl)-2-fluoro-acetamide

Conditions
ConditionsYield
With cyclohexene In dichloromethane at 15 - 20℃; for 2.5h; Irradiation; Yields of byproduct given;A 7%
B n/a
C n/a
35077-08-8

N-Chloro-2-fluoroacetamid

110-83-8

cyclohexene

A

640-19-7

fluoroacetamide

35077-20-4, 35077-21-5

N-((1S,2R)-2-Chloro-cyclohexyl)-2-fluoro-acetamide

35077-20-4, 35077-21-5

N-((1S,2S)-2-Chloro-cyclohexyl)-2-fluoro-acetamide

Conditions
ConditionsYield
In dichloromethane at 15 - 20℃; for 2.5h; Irradiation; Yield given. Yields of byproduct given;A 7%
B n/a
C n/a
453-18-9

methyl fluoroacetate

640-19-7

fluoroacetamide

Conditions
ConditionsYield
With ammonia; water
459-72-3

ethyl 2-fluoroacetate

640-19-7

fluoroacetamide

Conditions
ConditionsYield
With ammonia; water
623-73-4

diazoacetic acid ethyl ester

640-19-7

fluoroacetamide

Conditions
ConditionsYield
(i) HF, Et2O, (ii) NH3, MeOH; Multistep reaction;
503-20-8

fluoroacetonitrile

640-19-7

fluoroacetamide

Conditions
ConditionsYield
(i) HCl, Et2O, (ii) H2O; Multistep reaction;

Fluoroacetamide Consensus Reports

EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

Fluoroacetamide Specification

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.

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