Abstract
Decarbonylation is commonly observed in the 70 eV electron impact mass spectra of a series of S-alkyl thioformates, H−C(O)SR 1−7. Using a combination of collisional activation (CA) and neutralization−reionization (NR) mass spectra, it is shown that the spectra of the so-formed [M−CO]•+ ions differ from the isomeric alkane thiol ions (RSH•+), if R > CH3. These fragment ions are therefore distonic radical cations, and given the fact that the α-distonic •CH2−S+H2 ions are not present under our experimental conditions, it is proposed that they actually are β-distonic ions. Strong evidence for the distonic nature of the fragment ions derived from 2−7•+ has been obtained owing to the use of a new hybrid tandem mass spectrometer presenting a sector−quadrupole−sector configuration. In the case of ethyl derivatives (R = C2H5), both the distonic •CH2CH2S+H2 (2b) and conventional CH3CH2SH•+ (2a) ions are observed. The nonclassical structure 2b reacts indeed with nitric oxide (NO•) giving the production of H2S+−NO io...
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