Chapter 16 September 7 - withdrawing group on it. Decrease...

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1 Nitration Reaction: Generation of the Electrophile: Reduction of the Nitro Group (Amine Formation): Mechanism: .
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2 Sulfonation Reaction: Generation of the Electrophile: Alkali Fusion Reaction: Mechanism: . Sulfonation is favored in strong acid Reversible in hot, dilute aqueous acid (desulfonation)
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3 Aromatic Alkylation Reactions : The Friedel­Crafts Reaction Overall Reaction: Mechanism:
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4 Caveats and Limitations: Only alkyl halides (F, Cl, Br, I) can be used Cannot be performed on a benzene ring that has a strongly electron
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Unformatted text preview: withdrawing group on it. Decrease the reactivity of the ring by decreasing the ring's nucleophilicity via electron withdrawal Amino groups will react with the Lewis acid so that no electrophilic species is generated Often result in multiple substitutions. Difficult to stop at single addition 5 Caveats and Limitations (cont'd): Carbocation Rearrangement: Example (Hydride Shift): 6 Carbocation Rearrangement: Example (Alkyl Shift): Caveats and Limitations (cont'd):...
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This note was uploaded on 12/20/2011 for the course CHEM 234-54 taught by Professor Morrison during the Fall '09 term at University of Georgia Athens.

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Chapter 16 September 7 - withdrawing group on it. Decrease...

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