Mipafox

Mipafox
Names
Preferred IUPAC name
N,N′-Di(propan-2-yl)phosphorodiamidic fluoride
Other names
Bis(isopropylamino)fluorophosphine oxide; Isopestox
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.006.130 Edit this at Wikidata
EC Number
  • 206-742-3
KEGG
UNII
  • InChI=1S/C6H16FN2OP/c1-5(2)8-11(7,10)9-6(3)4/h5-6H,1-4H3,(H2,8,9,10)
    Key: UOSHUBFBCPGQAY-UHFFFAOYSA-N
  • CC(C)NP(=O)(NC(C)C)F
Properties
C6H16FN2OP
Molar mass 182.179 g·mol−1
Density 1.2
Melting point 65 °C (149 °F; 338 K)
Boiling point 125 °C (257 °F; 398 K)
80 g/L
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Highly toxic
GHS labelling:
GHS06: ToxicGHS07: Exclamation mark
Danger
H301, H370
P260, P264, P270, P301+P310, P307+P311, P321, P330, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Mipafox is a highly toxic organophosphate insecticide that is an irreversible acetylcholinesterase inhibitor and is resistant to cholinesterase reactivators. It was developed in the 1950s and is now believed to be no longer in use.

Toxicity

There are case reports of delayed neurotoxicity and paralysis due to acute exposure to mipafox.

Synthesis

Phosphoryl chloride is first reacted with isopropylamine. The resulting product is then reacted with potassium fluoride or ammonium fluoride to produce mipafox.

See also