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]

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

[2] [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. doi:10.1016/0048-3575(76)90057-2. ISSN 0048-3575.

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

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

[2]

[3]

[4]

[1]

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References