 | |
| Names | |
|---|---|
| Preferred IUPAC name Pyridin-3-yl 3,3,5-trimethylcyclohexyl methylphosphonate | |
| Other names EA-1511[1] | |
| Identifiers | |
3D model (JSmol) | |
| |
| |
| Properties | |
| C15H24NO3P | |
| Molar mass | 297.335 g·mol−1 |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards | Extremely toxic |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
VP (3,3,5-Trimethylcyclohexyl 3-pyridyl methylphosphonate), also known asEA-1511, is an extremely toxic organophosphatenerve agent of the V-series.[2]
Agent VP belongs to a class of organophosphates known as 3-pyridyl phosphonates. These agents are extremely potentacetylcholinesterase inhibitors.[3][4]
Methylphosphonic dichloride andtriethylamine are dissolved inbenzene.3,3,5-Trimethylcyclohexanol is then slowly added while stirring and cooling. The reaction temperature is maintained at10 –15 °C. The mixture is then heated to 40 °C for 1 hour. A benzene solution of 3,3,5-trimethylcyclohexyl methylphosphonochloridate is formed.
Triethylamine is then added to reaction mixture and3-pyridol is added slowly while stirring and cooling. The reaction temperature is maintained at 35 °C. The mixture is then stirred for 1 hour at room temperature. The mixture is washed with asodium hydroxide solution and water. The solvent is then removed bydistillation at reduced pressure to yield the final product. The resulting product can be converted to aquaternary salt by reacting with ahaloalkane, such asmethyl iodide, to produce a water-soluble agent.[3]