RADIOLYSIS OF CHLOROALKANES: 1-CHLOROPENTANE, 1-CHLOROHEXANE AND 1,6-DICHLOROHEXANE

S. Truszkowski, W. Szymański

Faculty of Chemistry, Nicholas Copernicus University, 87-100 Toruń, Poland


Stable and transient products of g-radiolysis of 1-chloropentane (1CP), 1-chlorohexane (1CHX) and 1,6-dichlorohexane (16DCHX) were inwestigated in oxygen-free atmosphere. The stable products were separated by preparative gas chromatography and identified by 1H as well as 13C NMR, and mass spectroscopy.
In all the investigated chlorides the products of isomerization and dechlorination of the parent compounds were found. The products with larger content of chlorine as well as the dimers of initial chloroalkanes are formed with smaller yields. The gaseous products identified in the investigated chlorides are HCl and H2. The EPR investigations at 77 K indicate the formation of alkyl radicals (RCH2CH2*) in irradiated alkyl chlorides. No essential changes in the character of the spectra were observed during heating.
A mechanism of the formation of stable radiolytic products has been proposed and the mechanism of isomerization has been discussed.