Chlorosoman is a chlorine analog of soman. It is a highly toxic organophosphorus compound and used as the precursor substance for soman nerve agent. Its physical properties are estimated. Soman is insoluble in water, with a boiling point of 223 degrees Celsius and a melting point of -27 degrees Celsius. Chlorosoman is at least 2.5x less toxic than its analogue.

The ClG series of compounds is used more as a precursor to highly toxic compounds. For example, soman is a precursor to EA-2613 and EA-3209.

Synthesis

ClGD follows the same synthetic route as soman, with fluoridation being omitted. Chlorosoman is prepared by the Finkelstein reaction between a solution of sodium chloride in DMF and soman. A fluoride substitution is hypothetically made by the metathetic reaction between soman, anhydrous aluminum chloride, and sodium chloride in a suitable solvent, precipitating sodium hexafluoroaluminate.

6 CH 3 P ( O ) FOCH 3 CHC ( CH 3 ) 3 AlCl 3 3 NaCl 6 CH 3 P ( O ) ClOCH 3 CHC ( CH 3 ) 3 Na 3 AlF 6 {\displaystyle {\ce {6 CH3P(O)FOCH3CHC(CH3)3 AlCl3 3 NaCl-> 6 CH3P(O)ClOCH3CHC(CH3)3 Na3AlF6v}}}

References



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