Abstract
AbstractMass spectrometric investigation of cis and trans decalines shows an influence of geometrical isomerism on the behavior of these two compounds under electron bombardment. Qualitatively mass spectra are identical, but quantitatively differences appear between relative abundances of molecular ions and most important fragment ions as well as between appearance potentials determined for the two fragment ions first produced.Greater stability of ionized trans decaline parallels its greater thermodynamic stability with respect to the cis isomer. Ionization potential has been measured for both isomers and found to be the same, 9.61 ±.02 ev, within experimental uncertainties, which means that an effect due to geometrical isomerism appears in both compounds in the ionized state. As shown by ionization potential and appearance potential data, lower energy is required to dissociate ionized cis decaline into fragments. This has to be related to the energy provided by steric conformation which is released in cis isomer when fragmentation occurs.In mass spectra of decalines and several other pairs of stereoisomers containing a cyclohexane ring it is possible to distinguish H atoms according to their axial or equatorial position.
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