Английская Википедия:3,3,5-Trimethylcyclohexyl 3-pyridyl methylphosphonate

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Версия от 22:17, 25 декабря 2023; EducationBot (обсуждение | вклад) (Новая страница: «{{Английская Википедия/Панель перехода}} {{Chembox | Name = VP | OtherNames = EA-1511<ref>{{cite report |url=https://fas.org/irp/threat/cbw/1957_majoreventsandproblems.pdf |title=Summary of major events and problems |date=October 1957 |publisher=U.S. Army Chemical Corps |via=fas.org}}</ref> | ImageFile = 3,3,5-Trimethylcyclohexyl 3-pyridyl methylphosphonate.svg | PIN = Pyridin-3-yl 3,3,5-trimethylcyclohexyl methylphos...»)
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Шаблон:Chembox

VP (3,3,5-Trimethylcyclohexyl 3-pyridyl methylphosphonate), also known as EA-1511, is an extremely toxic organophosphate nerve agent of the V-series.

Agent VP belongs to a class of organophosphates known as 3-pyridyl phosphonates. These agents are extremely potent acetylcholinesterase inhibitors.[1]

Synthesis

Methylphosphonic dichloride and triethylamine are dissolved in benzene. 3,3,5-Trimethylcyclohexanol is then slowly added while stirring and cooling. The reaction temperature is maintained at 10-15 °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 and 3-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 a sodium hydroxide solution and water. The solvent is then removed by distillation at reduced pressure to yield the final product. The resulting product can be converted to a quaternary salt by reacting with a haloalkane, such as methyl iodide, to produce a water-soluble agent.[1]

See also


References

Шаблон:Reflist

Шаблон:Chemical agents Шаблон:Neurotoxins Шаблон:Acetylcholine metabolism and transport modulators