Neopentylene fluorophosphate

Neopentylene fluorophosphate
Names
	Preferred IUPAC name 2-Fluoro-5,5-dimethyl-1,3,2λ5-dioxaphosphinan-2-one
	Other names NPF, neopentylene phosphoryl fluoridate
Identifiers
CAS Number	39846-28-1 ;
3D model (JSmol)	Interactive image;
ChemSpider	4422271;
PubChem CID	5256276;
CompTox Dashboard (EPA)	DTXSID901337043 ;
	InChI InChI=1S/C5H10FO3P/c1-5(2)3-8-10(6,7)9-4-5/h3-4H2,1-2H3 Key: XJISJBVVETYAMI-UHFFFAOYSA-N;
	SMILES CC1(COP(=O)(OC1)F)C;
Properties
Chemical formula	C5H10FO3P
Molar mass	168.104 g·mol−1
Melting point	41–42 °C (106–108 °F; 314–315 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Neopentylene fluorophosphate, also known as NPF, is an organophosphate compound that is classified as a nerve agent.^[2]^[3] It has a comparatively low potency, but is stable and persistent, with a delayed onset of action and long duration of effects.^[4]

References

^ Edmundson R. Dictionary of Organophosphorus Compounds. pp 435-436. ISBN 9780412257902
^ Hart GJ, O'Brien RD, Milbrath DS, Verkade JG (1976). "Dissociation and phosphorylation constants for the inhibition of acetylcholinesterase by 2-fluoro, 2-oxo-1,3,2-dioxaphosphorinanes". Pesticide Biochemistry and Physiology. 6 (5): 464–470. Bibcode:1976PBioP...6..464H. doi:10.1016/0048-3575(76)90057-2. ISSN 0048-3575.
^ Crippin JB (2006). Explosives and Chemical Weapons Identification. Taylor & Francis. p. 21. ISBN 978-0-8493-3338-5.
^ Ledgard J (2006). A laboratory history of chemical warfare agents (2nd ed.). ISBN 978-0-6151-3645-5.

[1] Edmundson R. Dictionary of Organophosphorus Compounds. pp 435-436. ISBN 9780412257902

[2] Hart GJ, O'Brien RD, Milbrath DS, Verkade JG (1976). "Dissociation and phosphorylation constants for the inhibition of acetylcholinesterase by 2-fluoro, 2-oxo-1,3,2-dioxaphosphorinanes". Pesticide Biochemistry and Physiology. 6 (5): 464–470. Bibcode:1976PBioP...6..464H. doi:10.1016/0048-3575(76)90057-2. ISSN 0048-3575.

[3] Crippin JB (2006). Explosives and Chemical Weapons Identification. Taylor & Francis. p. 21. ISBN 978-0-8493-3338-5.

[4] Ledgard J (2006). A laboratory history of chemical warfare agents (2nd ed.). ISBN 978-0-6151-3645-5.

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[3]

[4]

Neurotoxins
Animal toxins	Batrachotoxin Bestoxin Birtoxin Bungarotoxin Charybdotoxin Conotoxin Fasciculin Huwentoxin Poneratoxin Saxitoxin Tetrodotoxin Vanillotoxin Spooky toxin (SsTx) Epibatidine Zetekitoxin AB Dendrotoxin
Bacterial	Botulinum toxin Tetanospasmin
Cyanotoxins	Anatoxin-a Guanitoxin BMAA Saxitoxin
Plant toxins	Aconitine Bicuculline Penitrem A Picrotoxin Strychnine Tutin Rotenone Ginkgotoxin Cicutoxin Oenanthotoxin Thujone Volkensin Veratridine
Mycotoxins	Ibotenic acid Muscarine Muscimol
Pesticides	Fenpropathrin Tetramethylenedisulfotetramine Bromethalin Crimidine Methamidophos Endosulfan Fipronil Phenylsilatrane Chlorophenylsilatrane Sulfuryl fluoride Mipafox Schradan Dimefox
Nerve agents	Cyclosarin EA-3148 Novichok agent Sarin Soman Tabun VE VG VM VP VR VX GV EA-3990 EA-4056 T-1123 Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide) Fluorotabun Chinese VX EA-2192
Bicyclic phosphates	TBPS TBPO IPTBO
Cholinergic neurotoxins	Acetylcholine mustard Catecholine Choline mustard Ethylcholine mustard Hemicholinium mustard
Psychoactive drugs	Alcohol Nitrous oxide
Other	Dimethylcadmium Dimethylmercury Toxopyrimidine IDPN Tetraethyllead

See also

References