HSAB analysis of charge transfer in the gas-phase acid-base equilibria of alkyl-substituted alcohols

Patricia Pérez, Alejandro Toro-Labbé, Renato Contreras

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

A simple model to analyze charge redistribution associated with proton transfer (PT) reaction is derived from a classical ion transport model. The model is applied to the gas-phase acid-base equilibria of alkyl alcohols. Proton transfer is simulated as the motion of a charged particle in an applied external potential defined by the chemical environment of the proton, and represented by the difference in proton affinity (PA) of the conjugated bases RO- and CH3O-; the latter is taken as reference. The electronic chemical potential of transfer accounts for both the amount and direction of charge transfer (CT). The relative acidity for a short series of alkyl alcohols is determined by the difference in proton affinity (ΔPA = PA(RO-) -PA(CH3O-)) of the conjugated bases. The predicted charge transfer is in agreement with the CT pattern obtained from the group hardness and electronegativity analysis.

Original languageEnglish
Pages (from-to)11246-11249
Number of pages4
JournalJournal of Physical Chemistry A
Volume103
Issue number50
Publication statusPublished - 16 Dec 1999

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acid base equilibrium
Protons
Charge transfer
alcohols
Gases
charge transfer
Alcohols
vapor phases
protons
affinity
Proton transfer
Electronegativity
Chemical potential
Charged particles
Acidity
Acid-Base Equilibrium
hydroxysuccinimidyl-4-azidobenzoate
Hardness
acidity
Ions

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

Cite this

Pérez, Patricia ; Toro-Labbé, Alejandro ; Contreras, Renato. / HSAB analysis of charge transfer in the gas-phase acid-base equilibria of alkyl-substituted alcohols. In: Journal of Physical Chemistry A. 1999 ; Vol. 103, No. 50. pp. 11246-11249.
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HSAB analysis of charge transfer in the gas-phase acid-base equilibria of alkyl-substituted alcohols. / Pérez, Patricia; Toro-Labbé, Alejandro; Contreras, Renato.

In: Journal of Physical Chemistry A, Vol. 103, No. 50, 16.12.1999, p. 11246-11249.

Research output: Contribution to journalArticle

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AU - Toro-Labbé, Alejandro

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