Methyl fluoroacetate

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Methyl fluoroacetate
Methyl fluoroacetate.svg
MFA 3D structure.png
Names
Other names
MFA
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.563
EC Number 207-218-7
UNII
Properties
C3H5FO2
Molar mass 92.069 g·mol−1
Appearance Colorless liquid
Melting point −40 °C (−40 °F; 233 K)
Boiling point 104 °C (219 °F; 377 K)
Hazards
Main hazards Extremely toxic
GHS pictograms GHS02: FlammableGHS06: ToxicGHS07: HarmfulGHS09: Environmental hazard
GHS signal word Danger
H226, H300, H315, H319, H335, H400
P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P273, P280, P301+310, P302+352, P303+361+353, P304+340, P305+351+338, P312, P321, P330, P332+313, P337+313, P362, P370+378, P391
Flash point −32 °C (−26 °F; 241 K)
Lethal dose or concentration (LD, LC):
6 mg/kg (mice)
Related compounds
Related compounds
Fluoroacetic acid
Sodium fluoroacetate
Fluoroacetamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Methyl fluoroacetate (MFA) is an extremely toxic methyl ester of fluoroacetic acid. It is a colorless, odorless liquid at room temperature. Because of its extreme toxicity, MFA was studied for potential use as chemical weapon.[1]

Synthesis[edit]

MFA was first synthesized in 1896 by reacting methyl iodoacetate with silver fluoride. It can also be synthesized by reacting methyl chloroacetate with potassium fluoride[1]

Toxicity[edit]

MFA is a convulsant poison. It causes severe convulsions in poisoned victims.[2] Death results from respiratory failure.[3]

See also[edit]

References[edit]

  1. ^ a b Gribble, Gordon W. (July 1973). "Fluoroacetate toxicity" (PDF). Journal of Chemical Education. 50 (7): 460–2. doi:10.1021/ed050p460. PMID 4711243.
  2. ^ Saunders, B. C.; Stacey, G. J. (1948). "358. Toxic fluorine compounds containing the C–F link. Part I. Methyl Fluoroacetate and Related Compounds". J. Chem. Soc. 0: 1773–1779. doi:10.1039/jr9480001773.
  3. ^ FOSS, G. L. (June 1948). "THE TOXICOLOGY AND PHARMACOLOGY OF METHYL FLUOROACETATE (MFA) IN ANIMALS, WITH SOME NOTES ON EXPERIMENTAL THERAPY". British Journal of Pharmacology and Chemotherapy. 3 (2): 118–127. doi:10.1111/j.1476-5381.1948.tb00362.x. PMC 1509813. PMID 18866990.