Electrophilic Armatic Substitution (SeAr) - Lecture Notes - Edubirdie

University:
York University
Course:
CHEM 2021 | Introductory Organic Chemistry II
Academic year:

2023
Views:

385

Pages:

5
Author:

Niklas

Electrophilic Aromatic Substitution (SEAr) benzene ring with Br2 and FeBr3 1. Bromination Reaction (Making Grignard Reagent (GR)) benzene ring with Br2 and FeBr3, then a benzene ring with MgBr Mechanism: reaction mechanism with arrows showing the movement of electrons Requires Catalyst! Resonance resonance structures of the intermediate Common Mechanism for EAS w/ diff. E+ benzene ring undergoing electrophilic aromatic substitution with a generic electrophile E+ 2. Chlorination: benzene ring reacting with Cl2 and FeCl3 Mechanism: mechanism for chlorination of benzene Cl-Cl + AlCl3 → Cl+ + AlCl4- 3. Sulfonylation Rxn: (+ sulfonyl group) SO3 in H2SO4 (conc) → SO3H Mechanism: Step 1: Prepare E+ reaction mechanism showing the formation of the electrophile, SO3H 4. Nitration or Nitrosation Rxn: HNO3 H2SO4 → NO2 Mechanism: Nitric Acid + Sulfuric Acid → Nitronium Ion (E+) mechanism for nitronium ion formation In presence of H2SO4: nitration mechanism of benzene Rxns of Nitrobenzenes: Reduction (H2) decrease OS reduction of nitrobenzene to aniline

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