2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate

2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate
Identifiers
3D model (JSmol)	Interactive image;
ChemSpider	95669708;
PubChem CID	154263067;
CompTox Dashboard (EPA)	DTXSID201020093;
	InChI InChI=1S/C13H23O5P/c1-4-16-13(14)10-11(2)17-19(3,15)18-12-8-6-5-7-9-12/h10,12H,4-9H2,1-3H3 Key: TTYDEDJCAOJJNU-UHFFFAOYSA-N;
	SMILES CCOC(=O)C=C(C)O[P](C)(=O)OC1CCCCC1;
Properties
Chemical formula	C13H23O5P
Molar mass	290.296 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

2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate is an extremely toxic organophosphate nerve agent. It is the cyclohexyl methylphosphonate ester of ethyl acetoacetate.^[1] The compound has two isomers, the cis isomer and trans isomer, with the trans isomer being more toxic.^[2]

References

↑ Dawson, Williamson. Studies Involving the Geometric Structures of Certain 2-Alkoxy-Carbonyl-1-Methylvinyl Cyclohexyl Methylphosphonates.
↑ "Phosphonate esters of alkyl acetoacetates". https://patents.google.com/patent/US3450801A/en.

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[1] Dawson, Williamson. Studies Involving the Geometric Structures of Certain 2-Alkoxy-Carbonyl-1-Methylvinyl Cyclohexyl Methylphosphonates.

[2] "Phosphonate esters of alkyl acetoacetates". https://patents.google.com/patent/US3450801A/en.

[1]

[2]

v t e Neurotoxins
Animal	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 Anatoxin-a(S) BMAA Saxitoxin
Plant	Bicuculline Penitrem A Picrotoxin Strychnine Tutin Rotenone Ginkgotoxin Cicutoxin Oenanthotoxin Thujone Volkensin
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
Other	Dimethylmercury Toxopyrimidine IDPN

2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate

Topic: Chemistry

See also

References

Identifiers

3D model (JSmol)	Interactive image
ChemSpider	95669708
PubChem CID	154263067
CompTox Dashboard (EPA)	DTXSID201020093
InChI InChI=1S/C13H23O5P/c1-4-16-13(14)10-11(2)17-19(3,15)18-12-8-6-5-7-9-12/h10,12H,4-9H2,1-3H3 Key: TTYDEDJCAOJJNU-UHFFFAOYSA-N
SMILES CCOC(=O)C=C(C)O[P](C)(=O)OC1CCCCC1
Properties
Chemical formula	C₁₃H₂₃O₅P
Molar mass	290.296 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