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A to B : Cl2(g), hv (light/sunlight) or ∆ (heat)
B to C : NaOH(aq), heat
Reaction type for A to B : free-radical substitution.
B to C : NaOH(aq), heat
Reaction type for A to B : free-radical substitution.
Limited Cl2(g) *
I realised I did this question entirely backwards previously so I will repost my answer. Hope it did not create confusion.
A to B: Limited Cl2 with UV Light. Free Radical Substitution.
B to C: KOH, heat under reflux, SN1 Nucleophilic Substitution.
A to B: Limited Cl2 with UV Light. Free Radical Substitution.
B to C: KOH, heat under reflux, SN1 Nucleophilic Substitution.