Friedel-Crafts Reaction
of 4-Bromobenzoylchloride and Benzene using aluminum chloride catalyst (not shown). Red is 0.4 positive and Green is 0.4 negative. |
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SlSlide 1: Charge distribution in acid chloride reagent. | Slide 2: Acylium ion. Charge distribution in the acylium ion that has formed from the action of the catalyst on the acid chloride. Notice increase in positive charge throughout structure, especially concentrated on the previously carbonyl carbon. | |
Slide 3: Benzene reagent. | Slide 4: Sigma Complex intermediate formed by attack of the electrophilic acylium ion on benzene. Note the hydrogen at the tetrahedral center accessible for removal by AlCl4-. | |
Slide 5. A substituted benzophenone is the final product with the production of HCl and the regeneration of the catalyst, AlCl3. |