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Unformatted text preview: K ristine Schoppe Chemistry 213 18 March 2008 Separation of Fluorene/Fluorenone Mixture by Column Chromatography Introduction Chromatography is the process of separating compounds using their chemical differences along with the differences of two phases, one mobile and one stationary. Column Chromatography can be used for microscale and macroscale separation. Alumina and silica gel are the two most common stationary phases in column chromatography. This polar stationary phase is often contrasted by a nonpolar mobile phase. The polar stationary phase and nonpolar mobile phase use their polarity differences to separate the compounds. The more polar chemical species will adsorb to the stationart phase for longer periods, and therefore more nonpolar compounds will elute first. Despite the different types of chromatography, column chromatography (CC) is a useful and common technique to separate organic compounds. During this experiment, CC was used to separate a mixture of fluorene and fluorenone. Using Starks catalyst as a phase-transfer catalyst, fluorene was Page 1 oxidized under basic conditions. The 9-position of fluorene is deprotonated and after hydroperoxide intermediate the base is regenerated. Figure 1 demonstrates the mechanism of this reaction....
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