Organic Chemistry

SOLUTION E20.2b

Ammonia (NH3) is a medium nucleophile and base. In the first reaction, SN2 mechanism is favoured with a primary substrate. The second reaction favours E2, due to primary substrate and strong base. Although NaNH2 is small and anionic, it only ever acts as a base (attacking hydrogen) and not as a nucleophile (attacking carbon) due to solubility aggregation. We will discuss more on this in the coming week.

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