C. J. Donahue, T. D'Amico, Jennifer A. Exline
Jun 1, 2002
Citations
0
Influential Citations
12
Citations
Journal
Journal of Chemical Education
Abstract
A laboratory procedure involving the synthesis and characterization of ethyl tert-butyl ether (ETBE) is described. This experiment has been used in a general chemistry sequence that includes a section on organic chemistry, but is also well suited for an introductory organic chemistry laboratory course. ETBE is prepared by the acid-catalyzed reaction of tert-butyl alcohol with ethyl alcohol. The product is recovered as a low-boiling azeotrope and purified by liquid–liquid extraction with water. By using gas chromatography and IR spectroscopy to examine both the crude and the purified products, students can see how much the purity of their sample improves. They can also appreciate the value of these methods (especially GC) as tools to establish purity. Student results are presented. The use of ETBE and its more prominent cousin methyl tert-butyl ether (MTBE) as gasoline oxygenates has become very controversial because they have polluted underground water supplies. This lab permits students to prepare a comp...