abstracts - Институт катализа им. Г.К. Борескова

MECHANISM OF PHENOL AND ANILINE ALKYLATIONWITH METHANOL OVER MODIFIED ZSM-5 ZEOLITEOP-II-6Torosyan G.H., Aleksanyan A.R., Isakov A.A.State Engineering University of Armenia, Yerevan, ArmeniaE-mail: gtorosyan@seua.amZeolites have been used for alkylation of many aromatic compounds. Alkylation ofbenzene with ethanol over zeolites gives ethylbenzene [1], alkylation of toluene withmethanol is one of the methods used to produce xylene [2]. Phenol alkylation with methanolin the presence of zeolites gives the mixture of O- & C-alkylated products [3]. N & C-alkylation took place during the metylation of aniline with methanol [4].In the present paper the alkylation of phenol & aniline with methanol has demonstrate. Itwas earlier supposed [5], that alkylation of phenol with methanol took place either or as O-alkylation with formation of methyl phenyl ether ( anisol), which further will be rearranged incresol / Kursanov reaction in Russian chemical literature / at high temperature or had beenhave direct high-temperature alkylation / 250-300 o C/ in benzene ring of phenol.OH+CH 3 OHOCH 3CH 3OHOHCH 3Here it has been use as zeolite ZSM-5 modified by Bu 4 N+Br. The heating of phenol withmethanol over mentioned zeolite gives only the mixture of cresols (in generally p-cresol till90 %) at 35-37 % yield at 300 o C. The heating of anisole is resulted in formation of p-cresol atthe same temperature with a low yield (18%). The heating in the same conditions of the ethylphenol ether does not result in similar results, i.e. to formation of ethyl phenol. Moreover, theproducts of O–alkylation – alkyl phenyl ethers are not found out during the heating 1-butanol& 1-hexanol in the same condition.On the basis of mentioned supervision it is possible to assume, that during the alkylationof phenol with methanol on zeolites has places C-alkylation in a benzene ring.193