CHEM 3410 1st Edition Lecture 10Outline of CurrentI. Table of RulesII. Directing Effects and ReactivityIII. Synthesis IV. Nucleophilic Aromatic Substitution A. Resonance Mechanisms Outline of Last LectureI. Reactions ReviewII. Oxidizing Side Chains of BenzeneIII. Substituent Effect on Aromatic RingsA. Electron donating vs electron withdrawingB. Induction vs ResonanceCurrent LectureI. Table of RulesSubstituent More or less reactive than BenzeneReactivity Directing EffectInductive Effect Resonance EffectH N/A N/A N/A N/A N/ACH3 (or anyR group)Slightly more reactive Activating O,P Donating N/aOH, NH2A lot more reactiveActivating O,P Donating DonorF, Cl, Br, I Slightly less reactiveDeactivating O,P Withdrawing DonorNO2, Cyano A lot less reactiveStrongly DeactivatingM (Strongly) Withdrawing(Strongly) WithdrawingCarbonyls A lot less reactiveStronglyDeactivating M (Strongly) Withdrawing(Strongly) WithdrawingThese notes represent a detailed interpretation of the professor’s lecture. GradeBuddy is best used as a supplement to your own notes, not as a substitute.II. Directing Groups and ReactivityThe more activating a substituent is, the more influence it has on the direction of the next group.III. Synthesis“Complete the following synthesis”Here is how you may see it on an exam and how to answer.III. Nucleophilic Aromatic SubstitutionResonance Mechanism: Molecular Pop GunParaOrthoMETA WILL NOT WORK WITH THIS
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