A Levels Chemistry (9701)•9701/11/M/J/22

Explanation
Reaction types in alcohol to nitrile conversion
Steps:
- First step (X): CH3CH2OH to CH3CH2Br replaces OH with Br using reagent like HBr or PBr3; Br⁻ acts as nucleophile attacking the carbon, displacing H2O.
- Second step (Y): CH3CH2Br to CH3CH2CN replaces Br with CN using KCN; CN⁻ acts as nucleophile attacking the carbon, displacing Br⁻.
- Both are SN2 mechanisms typical for primary alkyl compounds.
- Eliminate options with free-radical (alkane halogenation) or electrophilic substitution (aromatic rings).
Why B is correct:
- Option B matches both steps as nucleophilic substitution, where a nucleophile bonds to an electrophilic carbon, displacing a leaving group (per SN2 definition).
Why the others are wrong:
- A: Free-radical substitution applies to alkanes like chlorination of methane, not alcohol conversion; electrophilic substitution is for benzene derivatives.
- C: Second step is nucleophilic (CN⁻ attacks), not electrophilic substitution.
- D: Identical to C, so second step incorrectly labeled electrophilic.
Final answer: B
Topic: Organic synthesis
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