GS (nerve agent)

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GS
Names
IUPAC name
2-[fluoro(methyl)phosphoryl]oxycyclopentane
Other names
Cyclopentyl methylphosphonofluoridate
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C6H12FO2P/c1-10(7,8)9-6-4-2-3-5-6/h6H,2-5H2,1H3
    Key: JVMPZDDDTZJTKS-UHFFFAOYSA-N
  • P(C)(=O)(OC1CCCC1)F
Properties
C6H12FO2P
Molar mass 166.132 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

GS (IUPAC name: Cyclopentyl methylphosphonofluoridate), also known as G-agent S candidate No. 3 or EA-1246 (Edgewood Arsenal cryptonym), is an organophosphate nerve agent, part of a series of nerve agents "G-series".[1] It is a potent acetylcholinesterase inhibitor with properties similar to other nerve agents. GS is structurally a derivative of the nerve agent sarin, being closely structurally related to GP. The carbon-carbon bond angle makes it less persistent than sarin. It is a derivative of its acyclic equivalent, 3-pentanyl methylphosphonofluoridate.[2]

GS rapidly ages the acetylcholinesterase, exhibiting a rate approximately half that of soman and 60 times faster than its larger GF counterpart.[3][4] GS was the third candidate in a series of 6 other organophosphonates, in which the vast majority are cycloalkyl/alkyl methylphosphonofluoridates, with the exception of GS-7, a derivative of the pesticide monitor.[3]

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