CHEM263 Lecture Notes - Lecture 9: Nitro Compound, Electrophile, Alizarin
15 Oct 2016
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Chem 263 - lecture #9 - determining position and reactivity. The strongest donating group wins when it comes to activating or deactivating. This can be explained with resonance forms. Meta directing examples: nitro group has directing effect, can be explained with resonance forms. Nitro is electrophile group so will react at m positions, which are the most negative ones: special case. Cl: ewg inductively, so would think substituent goes meta. But ortho and para occurs because the lp of electrons on cl causes resonance as a. Bonds with c and o or bonds with c and halogen are easier to break. **deactivating --- inductive*: further examples (important!) Steric hindrance: causes the ortho to be dominant instead of para. How to determine position and reactivity: ** 6 and 5 membered rings are favoured, intra favoured reaction. What happens is that its supposed to go meta, but goes ortho because that way it can form a ring (more stable)
