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5. Draw a reasonable mechanism for each of the following transformations. 11 Points Br [H3O] Br2 Cl NH2 NaNO2, HCI
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Halogenation of cyclohexanone in acid medium Br2, HThe mechanism of halogenation in acid medium has the following stages Step 1. Enol formation 0% OH OH H, H EnolStep 2. Nucleophilic attack on halogen enol aided by the tran sfer of oxygen OH tOH Br +Br BrBr EnolStep 3. Deprotonation HBr

Diazotisation reaction NH2 NaNO2

The actual nitrosation reagent is the nitrosyl cation, No which is formed in situ H.o Nitrite anion Nitrous acid Nitrosyl cat

Mechanism CI Cl CT N-N OH2 H2O Diazoniun ion

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