Complete Theory

Worked Examples

Example 1SN2: Walden inversion in 2-bromooctane

Example 2Carbocation rearrangement in SN1

Exercise 1SN2 vs SN1Medium

📋 Problem to solve

Predict whether the following substrates react preferentially via SN1 or SN2 with OH⁻ in water: (a) CH₃Br, (b) (CH₃)₃CBr, (c) CH₃CH₂Br.

📌 Given data

CH₃Br (bromomethane)(CH₃)₃CBr (bromo-tert-butane)CH₃CH₂Br (bromoethane)

Exercise 2E2 and Saytsev ruleHard

📋 Problem to solve

What elimination products form from the reaction of 2-bromobutane with t-BuOK in t-BuOH?

📌 Given data

2-bromobutane + t-BuOK (potassium tert-butoxide) in t-BuOH

Exercise 3SN/E competitionVery Hard

📋 Problem to solve

Predict the products (and relative proportions) of the reaction of 2-bromopropane with CH₃CH₂ONa in ethanol at 50°C.

📌 Given data

2-bromopropane (CH₃CHBrCH₃) + CH₃CH₂ONa (sodium ethoxide) in ethanol

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