从无键共振看气相中醇的酸性顺序

doi:10.3866/PKU.DXHX20150114

Abstract

Abstract:

By comparing bond energies of C—O single bond and C=O double bond, it can be predicted that the conjugate bases of alcohols are able to form C=O double bond via no-bond resonance. Since the bond energy of C—C single bond is much lower than that of the C—H single bond, methyl group is easier to stabilize alkoxide ions via no-bond resonance compared with H atom, the acidity sequence of alcohols in vapor phase is: (CH₃)₃COH >(CH₃)₂CHOH >CH₃CH₂OH >CH₃OH. This viewpoint has been supported by the result of quantum chemistry calculation.

Key words: Bond energy, No-bond resonance, Alcohol, Acidity sequence

Wang Wenfeng, Yuan Yaofeng. The Acidity Sequence of Alcohols in Vapor Phase in Terms of No-bond Resonance[J].University Chemistry, 2015, 30(1): 68-71.

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The Acidity Sequence of Alcohols in Vapor Phase in Terms of No-bond Resonance

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