Fluoroacetamide

Structural formula
General
Surname	Fluoroacetamide
other names	2-fluoroacetamide; Monofluoroacetamide; Fluoroacetic acid amide;
Molecular formula	C 2 H 4 FNO
Brief description	colorless solid
External identifiers / databases
EC number	211-363-1
ECHA InfoCard	100.010.331
PubChem	12542
Wikidata	Q419124
properties
Molar mass	77.06 g mol −1
Physical state	firmly
Melting point	108 ° C
boiling point	Sublimated
solubility	soluble in water and acetone
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary danger
H and P phrases	H: 300-311
	P: 264-280-301 + 310-312
Toxicological data	5.75 mg kg −1 ( LD 50 , rat , oral ) ; 80 mg kg −1 ( LD 50 , rat , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Fluoroacetamide is a chemical compound from the group of carboxamides and organic fluorine compounds .

Extraction and presentation

2-Fluoroacetamide can be obtained by reacting fluoroacetyl chloride or sodium fluoroacetate with ammonia . Production by fluorination of chloroacetamide with potassium fluoride is also possible . The compound was first described by Frédéric Swarts , but was not synthesized on a larger scale until 1943 by reacting methylfluoroacetate with ammonia.

properties

Fluoroacetamide is a colorless solid that is soluble in water. The toxic effect is based on the conversion after absorption into the toxic metabolite fluorocitrate . This compound blocks the intermediate metabolism by inhibiting the citric acid cycle .

use

Fluoroacetamide is used as a rodenticide .

literature

National Center for Biotechnology Information: Some properties of fluoracetamide as a rodenticide , EW Bentley and JH Greaves, November 10, 1959; PMC 2134338 (free full text, PDF).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f Entry on 2-fluoroacetamide in the GESTIS substance database of the IFA , accessed on February 7, 2017(JavaScript required) .
↑ ^a ^b ^c ^d ^e ^f Entry on Fluoroacetamide in the Hazardous Substances Data Bank , accessed July 29, 2012.
↑ Entry on 2-fluoroacetamide in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ MF Swarts: Sur la chaleur de formation de quelquesuns compounds organiques fluords , Recl. Trav. Chim. Pays-Bas , 1909, 28, pp. 143-154.
^ Bernard Charles Saunders: Some aspects of the chemistry and toxic action of organic compounds containing phosphorus and fluorine . Cambridge University Press, 1957 ( page 125 in Google Book Search).
↑ VetPharm: Fluorine and fluorine compounds

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f Entry on 2-fluoroacetamide in the GESTIS substance database of the IFA , accessed on February 7, 2017(JavaScript required) .

[hsdb-2] ↑ ^a ^b ^c ^d ^e ^f Entry on Fluoroacetamide in the Hazardous Substances Data Bank , accessed July 29, 2012.

[CLP_100.010.331-3] Entry on 2-fluoroacetamide in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[4] MF Swarts: Sur la chaleur de formation de quelquesuns compounds organiques fluords , Recl. Trav. Chim. Pays-Bas , 1909, 28, pp. 143-154.

[Saunders-5] Bernard Charles Saunders: Some aspects of the chemistry and toxic action of organic compounds containing phosphorus and fluorine . Cambridge University Press, 1957 ( page 125 in Google Book Search).

[6] VetPharm: Fluorine and fluorine compounds