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About CCA!
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| Crown Ether Catalyzed Oxidation of 2,6-Di-tert-butylhydroquinone |
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Voiceover
In an Erlenmeyer flask, 2,6-di-tert-butylhydroquinone is dissolved in dichloromethane. Solid potassium permanganate is added, but the purple inorganic salt does not dissolve in the nonpolar dichloromethane. Addition of the cyclic crown ether dibenzo-18-crown-6 causes the potassium permanganate to dissolve and make a purple solution. The color changes to a reddish-brown as a quinone is formed.
Discussion
The cyclic crown ether dibenzo-18-crown-6 complexes with potassium ions, causing the potassium permanganate to dissolve and make a purple solution. The dissolved permanganate oxidizes 2,6-di-tert-butylhydroquinone to reddish-brown 2,6-di-tert-butyl-p-quinone.
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Design, Text and Demonstrator:
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Gary Trammell
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University of Illinois at Springfield, Springfield, IL 62794
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Videographer/Editor:
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Steve Dykema
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University of Illinois at Springfield, Springfield, IL 62794
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Voice:
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Margaret Biddle
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University of Wisconsin - Madison, Madison, WI 53706
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Audio Production:
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Greg Minix
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University of Wisconsin - Madison, College of Engineering, Madison, WI 53706
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Jerrold J. Jacobsen
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University of Wisconsin - Madison, Madison, WI 53706
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