In this project, the reactions of several functionalized compounds possessing the nicotine skeleton have been investigated. Studies also have been conducted on the cycloaddition reactions of C-pyridyl-h-methylnitrone with three olefinic compounds namely, allyl chloride, allyl bromide and allyl alcohol. Plausible mechanisms have been suggested for the formation of nicotine and nicotyrine by the reduction of 5-methoxycotinine and related compounds with lithium aluminum hydride. In the course of this work four new compounds, namelp 4-hydroxynicotine, 4-chloronicotine, 4-hydro:<y~l-methy1 -2-phenylpyrrolidine and 4-methoxy-l-methyl-2~phenylpyrrolidine, have been synthesized and their structures established