The route of formation and identification of the principal degradation prod
ucts of thimerosal (thiomersal) has been undertaken. The initial oxidation
to dithiosalicylic acid is followed by cleavage of the disulphide bond of t
he dithiosalicylic acid by the ethylmercuric ion to reform 1.5 mol of thime
rosal with concurrent oxidation to form 0.5 mol of 2-sulfinobenzoic acid fo
r each mole of dithiosalicylic acid. In the presence of copper ions 2-sulfo
benzoic acid was also formed. A mechanism has been proposed which accounts
for the stoichiometry of the cleavage reaction observed and the significanc
e of the reaction is discussed. (C) 2000 Elsevier Science B.V. All rights r
eserved.