16876-18-9Relevant articles and documents
Friedel-Crafts alkylation of benzene with 1,2-diphenyl-2-propanol, 1-chloro-2,3-diphenylpropane and 2-methyl-1-phenyl-2-butanol
Khalaf, Ali A.,Awad, Ibrahim M.,El-Emary,El-Aal, H.A.K. Abd
experimental part, p. 595 - 600 (2011/08/21)
The alkylation of benzene with 1,2-diphenyl-2-propanol (1) using AlCl 3/CH3NO2 catalyst gave a mixture of 1,2,2- (4) and 1,1,2-triphenylpropane (5) as product alkylates. With 85% H 2SO4 catalyst, the product consisted of E-1,2-diphenylpropene (6) after 2 h of a mixture of 5 and 6 after 18 h. Similar alkylation of benzene with 1-chloro-2,3-diphenylpropane (2) using AlCl 3 catalyst gave a mixture consisting of 4, 5 and 6. Finally, alkylation of benzene with 2-methyl-1-phenyl-2-butanol (3) using AlCl 3/CH3NO2 gave 2-methyl-1,1-diphenylbutane (10) as sole product alkylate. The identities of the products were confirmed spectroscopically and by comparison with unequivocally prepared samples. Mechanisms are proposed to rationalise the observed results.