Modern Friedel–Crafts Chemistry. Part 24.† Alkylation of Benzene with 1,2-Dibromo-3-chloro-2-methylpropane in the Presence of Lewis and Brønsted Acid Catalysts‡

Abstract

The major alkylation products of benzene with 1,2-dibromo-3-chloro-2-methylpropane are 1-X-2-methyl- 3,3-diphenylpropane (X=Cl, Br) with AlCl₃ and 1,4-bis-(1-bromo-3-chloro-2-methylpropyl)benzene with AlCl₃–CH₃NO₂ or K10 montmorillonite (K10 Clay); minor products include di- and tri-phenylated butanes and/or 2-methyl- 1-phenylindane.

References

1. (a) For reviews see: R. M. Roberts and A. A. Khalaf, Friedel–Crafts Alkylation Chemistry, Marcel Dekker, New York, 1984; (b) Friedel–Crafts and Related Reactions, ed. G. A. Olah, Wiley, New York, 1963–1965.
2. (a) A. A. Khalaf and H. A. Albar, J. Indian Chem. Soc., 1995, 72, 87; (b) H. A. Albar, S. A. Basaif and A. A. Khalaf, Indian J. Chem. B, 1996, 35, 161.
3. B. N. Dolgov and N. A. Larin, J. Gen. Chem. USSR, 1950, 20, 450 (Chem. Abstr., 1951, 45, 566f).
4. A. A. Khalaf and R. M. Roberts, J. Org. Chem., 1969, 34, 3571.