A-234 (nerve agent)

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A-234 (according to Mirzayanov)
Chemical structure of A-234 according to Mirzayanov
Chemical structure of A-234 according to Mirzayanov[1]
Names
IUPAC name
ethyl N-[(1E)-1-(diethylamino)ethylidene]-phosphoramidofluoridate
Other names
N-2-diethylaminomethylacetamido-ethoxyphosphonofluoridate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C8H18FN2O2P/c1-5-11(6-2)8(4)10-14(9,12)13-7-3/h5-7H2,1-4H3/b10-8+
    Key: SBPSVLLDDYOPDZ-CSKARUKUSA-N
  • CCOP(F)(=O)\N=C(/C)\N(CC)CC
Properties
C8H18FN2O2P
Molar mass 224.216 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

A-234 is an organophosphate nerve agent. It was developed in the Soviet Union under the FOLIANT program and is one of the group of compounds referred to as Novichok agents that were revealed by Vil Mirzayanov.[2][3][4][5] In March 2018, the Russian ambassador to the UK, Alexander Yakovenko, claimed to have been informed by British authorities that A-234 had been identified as the agent used in the poisoning of Sergei and Yulia Skripal in Salisbury.[6] Vladimir Uglev, a Russian chemist who worked on the Novichok series of compounds, said he was "99 percent sure that it was A-234" in relation to the 2018 Amesbury poisonings that resulted in the death of Dawn Sturgess and the poisoning of another British national, noting its unusually high persistence in the environment.[7][8]

According to a classified report by the United States Army National Ground Intelligence Center,[9] the agent designated as A-232 and its ethyl analog A-234, developed under the FOLIANT program, were "as toxic as VX, as resistant to treatment as soman, and more difficult to detect and easier to manufacture than VX".

No certain data on toxicity exist but it is estimated that the median lethal concentration of A-234 is 7 mg/m3. This means that half of 70 kg individuals under slight physical activity  breathing 15 litres of air per minute  would die within two minutes of exposure. This equates to a median lethal dose of 0.2 mg via respiration.[10]

As of 7 June 2020, A-234 has been added to Schedule 1 of the Annex on Chemicals of the Chemical Weapons Convention and it has been explicitly named as an example compound for schedule 1.A.14.[11][12] For chemicals listed in Schedule 1, the most stringent declaration and verification measures are in place combined with far-reaching limits and bans on production and use. It is notable to say that Annex 1 does not explicitly relate this structure to the name A-234, instead adding this particular structure to the prohibited compounds section.

Alternative structure

See also

References

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