Chlorination of Methyl Benzenes

CCA! Volume 5

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Chlorination of Methyl Benzenes

Benzene, toluene, m-xylene, and mesitylene are added to a solution of chlorine in dichloromethane and the rates of reaction are compared.


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Voiceover
Four test tubes contain a solution of chlorine in dichloromethane. Benzene, toluene, m-xylene, and mesitylene are added to the chlorine solution. Mesitylene reacts immediately and vigorously. m-Xylene reacts second. Benzene and toluene do not react under these conditions.

Discussion
The order of reactivity parallels the p-electron density shown in the previous section (Electron Density of Aromatic Rings - Effect of Methyl Groups).

Citation:
	Lambert, F.	J. Chem. Educ. 1958, 36, p 342.

Design, Text and Demonstrator:
	Gary Trammell	University of Illinois at Springfield, Springfield, IL 62794

Videographer/Editor:
	Steve Dykema	University of Illinois at Springfield, Springfield, IL 62794

Voice:
	Margaret Biddle	University of Wisconsin - Madison, Madison, WI 53706

Audio Production:
	Greg Minix	University of Wisconsin - Madison, College of Engineering, Madison, WI 53706
	Jerrold J. Jacobsen	University of Wisconsin - Madison, Madison, WI 53706