when the acid constants of tert-butyl alcohol and methanol are determined in the gas phase, tertiary...

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Chemistry

when the acid constants of tert-butyl alcohol and methanol aredetermined in the gas phase, tertiary alcohol is found to be astronger acid. This result is opposite in aqueous medium. Considerthe effects of solvation to explain these different results.

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Answer The general explanation is that the larger substituents are better electron donors which destabilize the resulting alkoxide anions But it is completely opposite in gaseous phase The relative acidities in the gas phase are opposite to those in aqueous solution The inversion of the acidities of alcohols between the gas phase and aqueous solution    See Answer
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