Model experiments were carried out on the reaction behaviour of benzen
e, phenol and phenylalanine during chlorination with NaOCl in aqueous
solution. The influence of the pH-value, concentration, reaction time
and UV-light were also determined. These experiments were conducted un
der conditions similar to chlorination of water and the reaction produ
cts were identified by capillary GC and GC/MS. All chlorinated isomers
of benzene including HCB, formed by chlorination of benzene, were ide
ntified and quantified. However, monochlorobenzene was the major react
ion product (in mu g/l-concentrations). The chlorinated organic substa
nces formed by the reaction of phenol with NaOCl were determined quant
itatively. Phenylalanine/NaOCl reaction lead to the formation of 22 ch
lorinated organic compounds. Thirteen of these were identified and qua
ntified. Under the influence of UV-light, the reaction of benzene/NaOC
l formed primarily higher chlorinated propane derivatives, chlorinated
phenols and octachlorocyclohexandiene derivatives. Similar results we
re obtained with the reaction of phenol/NaOCl and the phenylalanine/Na
OCl. The formation of chloroform during all these reactions were deter
mined quantitatively.