Distonic ion: Difference between revisions

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Radical cation or anion arising formally by ionization of diradicals or zwitterionic molecules (including ylides). In these ions the charge site and the unpaired electron spin cannot be both formally located in the same atom or group of atoms as it can be with a conventional ion. For example, ?????????CH<sub>2</sub>-OH<sub>2</sub><sup>+</sup> is a distonic ion whereas the radical cation of methanol, CH<sub>3</sub>OH<sup>+?????????</sup> is a [[conventional ion]] This term is also used for multiply charged ions such as the distonic oxonium dication H<sub>2</sub>O<sup>+</sup>-CH<sub>2</sub>-CH<sub>2</sub>-OH<sub>2</sub><sup>+</sup> as opposed to the gitonic (proximal) oxonium dication HO-CH<sub>2</sub>-CH<sub>2</sub>-OH<sub>3</sub><sup>2+</sup>.
Radical cation or anion arising formally by ionization of diradicals or zwitterionic molecules (including ylides). In these ions the charge site and the unpaired electron spin cannot be both formally located in the same atom or group of atoms as it can be with a conventional ion. For example, ?????????CH<sub>2</sub>-OH<sub>2</sub><sup>+</sup> is a distonic ion whereas the radical cation of methanol, CH<sub>3</sub>OH<sup>+?????????</sup> is a [[conventional ion]] This term is also used for multiply charged ions such as the distonic oxonium dication H<sub>2</sub>O<sup>+</sup>-CH<sub>2</sub>-CH<sub>2</sub>-OH<sub>2</sub><sup>+</sup> as opposed to the gitonic (proximal) oxonium dication HO-CH<sub>2</sub>-CH<sub>2</sub>-OH<sub>3</sub><sup>2+</sup>.
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Radical ion whose charge and radical sites are neither at the same atom nor in conjugation with each other. For example, ?????????CH2-OH2+ is a distonic ion whereas the radical cation of methanol, CH3OH+????????? is a conventional radical cation.
Note:  In a valence bond description, ?-distonic ions have the charge and radical sites on adjacent atoms, ?-distonic ions are separated by one atom, ?-distonic ions by two atoms, and so forth.
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#T. M. Sack, R. L. Cerny, M. L. Gross. J. Am. Chem. Soc. 107, 4562-4564 (1985).
#S. Hammerum. Mass Spectrom. Rev. 7, 123-202 (1988).
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ASMS TERMS AND DEFINITIONS POSTER ENTRY
Distonic ion

Radical ion in which the charge and radical sites are formally located on different atoms in the molecule.

ASMS Terms and Definitions Poster


See also