JCE Software Chemistry Comes Alive!
Bromination of Alkyl Benzenes

Bromine is added to benzene, toluene, ethyl benzene, and cumene and the reaction rates are compared.

View slide thumbnails.
View Slide Thumbnails
  Next movie.
View Next Movie
 

3.3 MB, 52 seconds

File: MOVIES/TRAM04/0161507.MOV

Voiceover
Bromine is added to separate test tubes containing benzene, toluene, ethyl benzene, and cumene or isopropyl benzene. Isopropyl benzene reacts immediately because of the rapid formation of a very stable tertiary benzylic radical. When the samples are irradiated with light from a slide projector, the ethyl benzene reacts next, followed by toluene. Benzene is inert. The order of reactivity parallels the stability of the intermediate radicals.

Discussion


       


Bromination of Alkyl Benzenes
       

Citation:  
  Doheny, A. J.; Loudon, G. M. J. Chem. Educ. 1980, 57, pp 507-508.
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