Reactions of Aromatic Compounds

More documents

Recommendations

Info

(2) Electrophilic Attack + : O: N : O: + = = slow step (3) Deprotonation and Re-aromatization H O + O + H O-H + N= : : : : : - :: H + O + N= : : : : O Arenium ion Remember, the nitro group is zwitterionic, and resonance stabilized: :O: - N+ : O: : - etc. NO 2 + H 3O + :O: N + O = : : : -
Sulfonation of Benzene Benzene reacts with fuming sulfuric acid (concentrated sulfuric acid plus added SO3, the actual electrophile) to give benzenesulfonic acid. Fuming H2SO4 25 o O SO3H S=O O C . . . . + Benzenesulfonic acid In concentrated sulfuric acid alone, an equilibrium-limited supply of SO 3 effects slow sulfonation. (1) Generation of the Electrophile :O: H-O-S-O-H : : = = :O: : : = : : :O: + H-O-S-O-H : : = = :O: :O: + H-O-S-O-H H : = = = :O: : : : : Sulfur trioxide : : :O: - + :O: H-O-S-O: + H-O-S-O-H H : : = = :O: : : : H3O + O + S=O O .. . = : : = : : = = :O: Sulfur trioxide : :
Page 1 and 2: Chapter 15 Reactions of Aromatic Co
Page 3 and 4: Examples of Electrophilic Aromatic
Page 5 and 6: Step 2: Deprotonation of the Areniu
Page 7 and 8: Halogenation of Benzene Halogenatio
Page 9 and 10: Mechanism: Step 1: Electrophilic At
Page 11 and 12: Iodination of Benzene Direct iodina
Page 13: Mechanism of Nitration (1) Generati
Page 17 and 18: (4) Acid-Base Equilibrium :O: S O:
Page 19 and 20: A Mechanism for the Alkylation Reac
Page 21 and 22: Evidence for Carbocation Intermedia
Page 23: 2) Alcohols alkylate arenes in the

Reactions of Aromatic Compounds

Create successful ePaper yourself

Delete template?

Save as template?