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Collision-induced dissociation reactions of o-, m- and p-methoxyphenyl anions in the gas phase

✍ Scribed by Remco Visser; Wilfried P. M. Maas; Nico M. M. Nibbering

Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
335 KB
Volume
109
Category
Article
ISSN
0165-0513

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✦ Synopsis

Abstract

On the basis of collision‐induced‐dissociation experiments, we show that o‐, m‐ and p‐methoxyphenyl anions, generated under negative‐chemical‐ionization (NCI) conditions from the corresponding ethyl methoxybenzoates, are distinct species.

The main collision‐induced‐dissociation channel for the o‐methoxyphenyl anion is formaldehyde loss. This ion also loses a CH~2~ moiety, which indicates that it can rearrange to a stable C~6~H~5~OCH~2~^−^ primary carbanion.

Methyl‐radical loss is the major collision‐induced‐dissociation channel for both the m‐ and p‐methoxyphenyl anions. The kinetic energy release accompanying this dissociation is significantly larger for the former anion than for the latter. It is suggested that this is due to a greater stability of the product radical ion, if generated from the m‐methoxyphenyl anion rather than from the p‐methoxyphenyl anion.

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