MODERN FRIEDEL-CRAFTS CHEMISTRY. PART 25. FRIEDEL-CRAFTS ALKYLATION OF BENZENE WITH 3-CHLORO-2-(CHLOROMETHYL)-1-PROPENE

摘要

The major alkylation products of benzene with 3-chloro-(2-chloromethyl)-1-propene (1) and H_2SO_4 catalyst were 1,1-di(chloromethyl)ethylbenzene (2), three simple isomeric dimers of 1 (structures 5a,b,c) and five mixed isomeric dimers resulting from a combination of 4 with 6 (molecular formula 7). With AlCl_3 or K10-montmorillonite clay catalyst, however, the major alkylation products were cis- and/or trans-2-methyl-1-phenylindan (11) and 1-chloro-2-methyl-3,3-diphenylpropane (14) proving that the latter two catalysts have dual Lewis-Broenested catalytic activities.