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Thiourea, (H2N)2CS, aminoiminomethanesulfinic acid, H2N(HN)CSO2H (AIMSA), and aminoiminomethanesulfonic acid, H2N(HN=)CSO3H (AIMSOA) are all oxidized by mild oxidizing agents to a sulfate and an organic residue. AIMSA and AIMSOA are the postulated intermediates in the oxidation pathway of thiourea to sulfate. The oxidation of AIMSOA is accompanied by a cleavage of the C−S bond to form sulfate. Surprisingly, freshly prepared solutions of AIMSOA are oxidized by the common oxidants (oxyhalogens and halogens) at rates that are much slower than oxidation rates of AIMSA by the same oxidants. These results seem to suggest that AIMSOA may be structurally different from AIMSA and that the decomposition of AIMSOA to HSO3 - is the prerequisite to its oxidation. The oxidation pathway of AIMSA to SO4 2- also proceeds through the formation of HSO3 - and not predominantly through AIMSOA.

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