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Crotylsarin
Names
	Preferred IUPAC name (2E)-But-2-en-1-yl methylphosphonofluoridate
	Other names CRS
Identifiers
CAS Number	138780-00-4;
3D model (JSmol)	Interactive image;
ChemSpider	4943171;
PubChem CID	6438716;
UNII	Y98LED33GD ;
CompTox Dashboard (EPA)	DTXSID701254289 ;
	SMILES C/C=C/COP(=O)(C)F;
Properties
Chemical formula	C5H10FO2P
Molar mass	152.105 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Crotylsarin (CRS) is an extremely toxic organophosphate nerve agent of the G-series.^[1] Like other nerve agents, CRS irreversibly inhibits acetylcholinesterase. However, since the inhibited enzyme ages so rapidly, it can't be reactivated by cholinesterase reactivators.^[2]^[3]

References

^ Worek, Franz; Wille, Timo; Koller, Marianne; Thiermann, Horst (27 June 2016). "Toxicology of organophosphorus compounds in view of an increasing terrorist threat". Archives of Toxicology. 90 (9): 2131–2145. doi:10.1007/s00204-016-1772-1. PMID 27349770. S2CID 15724842.
^ Busker, R.W.; Zijlstra, J.J.; van der Wiel, H.J.; Melchers, B.P.C.; van Helden, H.P.M. (January 1991). "Organophosphate poisoning: a method to test therapeutic effects of oxamines other than acetylcholinesterase activation in the rat". Toxicology. 69 (3): 331–344. doi:10.1016/0300-483x(91)90191-3. PMID 1658986.
^ Soukup, O.; Jun, D.; Tobin, G.; Kuca, K. (21 November 2012). "The summary on non-reactivation cholinergic properties of oxime reactivators: the interaction with muscarinic and nicotinic receptors". Archives of Toxicology. 87 (4): 711–719. doi:10.1007/s00204-012-0977-1. PMID 23179755. S2CID 18252681.