Anions are solvated in protic hydrogen-bonding solvents (such as ethanol). Consequently, nucleophiles are less reactive. Since soft nucleophiles are less strongly solvated than hard nucleophiles, these solvents boost the relative reactivity of soft anions.
The ethanol is a base Because carbocation is an extremely reactive species, a base or nucleophile as weak as ethanol can replace or remove it. SN1 and E1 would not be conceivable without the carbocation or a strong departing group.
In polar aprotic solvents, nucleophilic substitution reactions of anionic nucleophiles often proceed more quickly. The normal relative reactivity order in such solvents (like DMSO)is Anions are solvated in protic hydrogen-bonding solvents (such as ethanol). Consequently, nucleophiles are less reactive.
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