An Investigation of Friedel-Crafts Alkylation Reactions in Super- and Subcritical Carbon Dioxide and Under Solventless Reaction Conditions
Date of Award
Master of Arts
Dr. John E. Chateauneuf
Dr. Marc W. Perkovic
Dr. Elke Schoffers
Masters Thesis-Open Access
This study investigates the Friedel-Crafts alkylation reaction of triphenylmethanol with methoxybenzene (anisole) in supercritical and subcritical carbon dioxide, and under solventless reaction conditions. The reaction was initiated using trifluoroacetic acid to produce triphenylmethylcarbocation as the reaction intermediate. Isolated product yields of the Friedel-Crafts product, p-methoxytetraphenylmethane, are reported. The possibility of using the above reaction as an alternative synthesis in an undergraduate organic laboratory to teach some of the tenets of green chemistry is also presented. Additionally, we have investigated the use of benzhydrol, 9-hydroxyxanthene and 9-phenylxanthen-9- ol as potential carbocation sources for supercritical carbon dioxide synthesis and we report those preliminary results.
Nie, Kan, "An Investigation of Friedel-Crafts Alkylation Reactions in Super- and Subcritical Carbon Dioxide and Under Solventless Reaction Conditions" (2001). Masters Theses. 4340.