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okay so uh, today we're covering nucleophilic substitution reactions, right, so um there's basically two main types you need to know about... the first one is called SN1 and then there's SN2... so SN1 is like, it happens in two steps, the leaving group leaves first and you get this carbocation intermediate, which is why it's unimolecular, hence the 1... and then the nucleophile attacks... this means SN1 favours tertiary substrates because the carbocation is more stable with more alkyl groups... and um, solvent plays a big role here, you want a polar protic solvent... okay so SN2 is different, it's a concerted mechanism, one step, the nucleophile attacks at the same time as the leaving group leaves, backside attack, so you get inversion of configuration, Walden inversion... it favours primary substrates, less steric hindrance, and polar aprotic solvents work better here... the rate law for SN1 depends only on the substrate concentration, for SN2 it depends on both substrate and nucleophile...
- Two-step mechanism: leaving group departs → carbocation intermediate forms
- Rate = k[substrate] only (unimolecular)
- Favours tertiary substrates (stable carbocation)
- Solvent: polar protic (e.g. water, ethanol)
- One-step concerted mechanism: backside nucleophile attack
- Results in Walden inversion of configuration
- Rate = k[substrate][nucleophile]
- Favours primary substrates (low steric hindrance)
- Solvent: polar aprotic (e.g. DMSO, acetone)
A: Tertiary carbocations are stabilised by three electron-donating alkyl groups, lowering activation energy.
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