A study of the mannich reaction with certain phenols, of the causes of formation of coloured products and the prevention of their occurence

Abstract

Mannich bases from dimethylamine, formaldehyde and phenol, m-cresol, eugenol, p-tent-pentylphenol, p-tert butylphenol, p-iso-propylphenol, 3,1,5-trimetbylphenol, resorcinol, 3-pentadecylphenol and the component phenols of cashew nut shell liquid (CNSL) have been prepared. Mannich bases have also been prepared from methylamine, formaldehyde with phenol and with m-cresol, from diethylenetriamine, formaldehyde and phenol, m-cresol, resorcinol, 3-pentadecylphenol and the component phenols of CNSL. A11 the Mannich bases were examined by H nuclear magnetic resonance, infra-red spectroscopy and by T. L. C. The coloured products formed from autoxidation of resorcinol, orcinol and hydrolr-ß-orcinol in presence of ammonia, methylamine and dimethylamine were isolated by column chromatography and preparative TLC and examined by 1H NMR, I. R, U. V. and mass spectroscopy. Structures of some of the products have been proposed based on chemical and spectroscopic evidence. A new technique for the separation of cardanol and cardol in cashew nut shell liquid by extractive distillation using bases has been devised.