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Issue 22, 2009
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Molecular structures of protonated and mercurated derivatives of thimerosal

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Abstract

The carboxylate oxygen of thimerosal, [(ArCO2)SHgEt]Na, is subject to facile electrophilic attack by H+ and [HgEt]+ to give (ArCO2H)SHgEt and [(ArCO2HgEt)SHgEt]2, respectively. X-Ray diffraction demonstrates that (ArCO2H)SHgEt exists as a hydrogen bonded dimer in the solid state whereas [(ArCO2HgEt)SHgEt]2 is tetranuclear, with the mercury centers being connected by bridging carboxylate groups. 1H NMR spectroscopic studies indicate that the form of the 199Hg satellites of the ethyl group of (ArCO2H)SHgEt are dependent on the magnetic field, such that the inner pair of CH2 and CH3 satellites appear as a singlet at 400 MHz, as a consequence of 2JHg–H and 3JHg–H having opposite signs and the difference in chemical shifts of the central CH2 and CH3groups being equal to ½{|2JHg–H3JHg–H|}.

Graphical abstract: Molecular structures of protonated and mercurated derivatives of thimerosal

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Publication details

The article was received on 05 Jan 2009, accepted on 11 Feb 2009 and first published on 11 Mar 2009


Article type: Paper
DOI: 10.1039/B823467A
Citation: Dalton Trans., 2009,0, 4327-4333
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    Molecular structures of protonated and mercurated derivatives of thimerosal

    W. Sattler, K. Yurkerwich and G. Parkin, Dalton Trans., 2009, 0, 4327
    DOI: 10.1039/B823467A

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