KINETIC-STUDY ON THE HYDROLYSIS OF 1-N-NAPHTHYLPHTHALAMIC ACID (NAPTALAM)

The hydrolysis rate of 1-N-naphthylphthalamic acid (Nap) was measured as a function of pH in the range of 0.9-5 and proceeds via undissociat ed neighboring carboxyl group participation as was proposed for other phthalamic acid derivatives. One of the main hydrolysis products is na phthy-lamine, which is a known carcinogenic agent. Nap is as reactive as phthalamic acid but is less reactive than phthalanilic acid. MMX ca lculations on phthalamic acid derivatives showed that phthalanilic aci d has the closest distance for a most efficient intramolecular catalys is. Additives such as cyclodextrin or metal ion do not affect the kine tics of the reaction.