Abstract
Gas-liquid chromatographic separation of 18 anhalonium alkaloids and related bases has been studied employing 1 per cent methylsiloxane polymer (containing about 5 per cent phenyl substitution) as the liquid phase. The GLC behavior of these closely related compounds suggested a structure-retention time relationship. In general, <i>N</i>-monomethylation of primary and secondary amines, <i>O</i>-methylation, or <i>C</i>-monomethylation of the bases studied was found to decrease the retention time, while introduction of hydroxyl, methoxyl, or methylenedioxy group, or an unsaturation, produced an increase in retentivity. These changes in retention time may be attributed to the changes in polarity of amino and/or phenolic hydroxyl groups brought about by substitution in or adjacent to these groups.
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