Monday, March 11, 2013
Friedel-Crafts Alkylation
The Friedel-Crafts Alkylation reaction is used to add an alkyl group to an aromatic ring in the presence of a strong lewis acid. This reaction was developed by Charles Fiedel (France) and James Crafts (USA) in 1876, in studying reactions involving the creation of carbon-carbon bonds, some of the most valuable technology in organic chemistry.
This reaction involves taking an aromatic ring and adding an alkyl halide (Cl-R1) with a strong lewis acid (AlCl3), where the alkyl halide can exist as a tri-substituted, all the way to a methyl. The chemistry of this reaction involves the AlCl3 to strip the Cl from the alkyl halide, forming a carbocation (R+), followed with the π electrons of the aromatic ring to grab the carbocation. The AlCl4- can now strip the H away from the position where the R added on the aromatic ring, reverting the catalyst back to it's original form, and the final product to be formed.
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