A Levels Chemistry (9701)•9701/13/O/N/23

Explanation
Hydrolysis of geminal dihalide starts with substitution
Steps:
- Identify reactant: CH3CH2CHCl2 is a geminal dihalide with two Cl on the same carbon.
- Note reagent: Aqueous NaOH provides OH- as a nucleophile for attack.
- Determine first step: OH- displaces one Cl- via SN1 or SN2, forming CH3CH2CH(OH)Cl.
- Confirm mechanism: This halogen replacement defines substitution.
Why D is correct:
- Substitution involves nucleophilic attack replacing Cl with OH, as in R-X + OH- → R-OH + X-.
Why the others are wrong:
- A: Addition occurs across double/triple bonds, absent in saturated dihalide.
- B: Elimination removes HX to form alkenes, but product is aldehyde, not alkene.
- C: Oxidation requires oxidizing agents like KMnO4; here, first step adds OH without electron loss.
Final answer: D
Topic: Halogen compounds
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