1. Ethanol and 2,6-dimethylphenol both have hydroxyl groups that can be deprotonated by a base. Why does ethanol act as a solven

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Helen [10]

1 year ago

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1. Ethanol and 2,6-dimethylphenol both have hydroxyl groups that can be deprotonated by a base. Why does ethanol act as a solven

t but not as a nucleophile under the conditions used in this experiment

Chemistry

1 answer:

Volgvan · Answer 1 · 2023-12-02T01:24:50+03:00

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.

<h3>Ethanol is either a nucleophile or a base.</h3>

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.

<h3>How do solvents impact anionic nucleophile's reactivity?</h3>

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.

Learn more about nucleophiles here:-

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