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What distinguishes an $\text{S}_\text{N}1$ reaction from an $\text{S}_\text{N}2$ nucleophilic substitution mechanism?

Lernkarte aus dem Deck NEET UG High-Yield Review (Biology, Physics, Chemistry).

Antwort

$\text{S}_\text{N}1$ is unimolecular (two steps via planar carbocation, leading to racemization); $\text{S}_\text{N}2$ is bimolecular (one concerted step with backside attack, leading to Walden inversion).

Erklärung

$\text{S}_\text{N}1$ is favored by tertiary substrates and polar protic solvents, whereas $\text{S}_\text{N}2$ is favored by primary substrates and polar aprotic solvents.

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