Reaction gas chromatography of alkyl halogenides. Optimization of the conversion into alkyl azides

Abstract

The central orthogonal composite design methodology is employed to find optimum conditions for the conversion of alkyl halogenides into alkyl azides in a chromatographic system. In spite of the difference in the chemical structure of the starting alkyl halogenides, we have found that there is a similarity in the effect of various factors on the conversion process of alkyl halogenides into the corresponding azides. Conditions have been established which provide 100% conversion of n-butyland isopropyl iodide. Computation of the response functions by the corresponding regression equations permitted us to define a region of optimum conditions common for the primary and secondary propyl- and n-butyl iodides and bromides, as well as for n-pentyl iodide providing for a conversion at least 90–95%. Differences in the relative retention times of the alkyl halogenides and the corresponding azides are sufficient to carry out identification by the peak shift method.