Question

3. Predict which of the following substrates will undergo SN faster under the conditions given.Explain the mechanistic pathway and the product(s) obtained. \mathrm{MeOCH}_{2} \mathrm{Cl} \text { or } \mathrm{MeOCH}_{2} \mathrm{CH}_{2}

\mathrm{Cl} \text { with } \mathrm{NaN}_{3} \text { in MeOH } \text { b) } \mathrm{MeOCH}_{2} \mathrm{CH}, \mathrm{Cl} \text { or MeSCH } 2 \mathrm{CH}_{2} \mathrm{Cl} \text { with KCN in EtOH } \text { c) MeF or Mel with NaN in DMF } \text { d) } \mathrm{MeCH}=\mathrm{CHCH}_{2} \mathrm{Cl} \text { or } \mathrm{MeCH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{Cl} \text { with water } \text { el MeOTs or tBuOTs of "BuCHisOTs with K I in THF } \text { f) MeOTs or 'BuOTs or }{ }^{\text {t }} \mathrm{BuCH}_{2} \text { OTs with water }

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