Mass spectrometry of 'onium compounds. Part XIV. Methiodides of methyl pyridylacetates

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Abstract
Methiodides of the three isomeric methyl pyridylacetates have been investigated by mass spectrometry. Thermal loss of hydrogen iodide with formation of the volatile anhydro-base was an important process for the 2- and 4-isomers. The 3-isomer underwent a redox process to give a volatile dihydropyridine whose structure was confirmed by separate synthesis of the 1,4-dihydro-derivative. Demethylation was shown by deuteriation to take place mainly from the ester group. Ionization potential values have been determined and used in structural deductions. The major electron-induced fragmentation pathways are discussed.

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