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About CCA!
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| Electron Density of Aromatic Rings - Effect of Substituents |
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Voiceover
The intensity of the colors of complexes between benzene derivatives and tetracyanoethylene reveals their electron density.
Discussion
A 1% solution of tetracyanoethylene (TCNE) in dichloromethane is added to each of four test tubes containing nitrobenzene, chlorobenzene, benzene, and anisole respectively. TCNE forms colored p-complexes with aromatic rings and the intensity of the color increasing with increasing electron density of the ring. The nitro- and chloro- groups are both electron withdrawing. Nitrobenzene gives no added color, and chlorobenzene gives a pale yellow color with TCNE. The methoxy group is strongly electron donating and gives a purple color with TCNE.
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Citation:
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Kolb, K. E.
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J. Chem. Educ. 1989, 66, p 853.
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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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