Cited by 65Ionic liquids properties and applicationsChemical Synthesis and ReactionsChemical Reaction Mechanisms

Esterification in Ionic Liquids: The Influence of Solvent Basicity

Wells, Thomas P., Hallett, Jason P., Williams, Charlotte K., Welton, Tom·2008·The Journal of Organic Chemistry

Abstract

The second-order rate constant (k2) for the esterification of methoxyacetic acid with benzyl alcohol is reported in a range of ionic and molecular solvents. The solvent effects on esterification rate are examined by using a linear solvation energy relationship based on the Kamlet-Taft solvent scales (alpha, beta, and pi*). It is shown that the hydrogen bond basicity of the solvent is the dominant parameter in determining the esterification rate and that the best rates are achieved in low basicity solvents.

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Crossref · 10.1021/jo8005864

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  • Decomposition of [C2C1im][MeCO2] and [C2C1im]Cl at 100-130 °C was almost complete within 4 months.

    “Decomposition of [C 2 C 1 im]-[MeCO 2 ] and [C 2 C 1 im]Cl at 100-130 °C was almost complete within 4 months.177”

    From Deconstruction of lignocellulosic biomass with ionic liquids (2013) · cites this paper as [177]

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Authors
Wells, T. P., Hallett, J. P., Williams, C. K., & Welton, T.
Affiliations
Imperial College London (GB)
Venue
The Journal of Organic Chemistry
Published
2008-06-17
Volume
73
Issue
14
Pages
5585-5588
ISSN
  • 0022-3263 (ISSN-L)
  • 1520-6904
OpenAlex
W2072442685
Cited by
65
References
32
Citations by year
2026: 2 · 2025: 1 · 2024: 2 · 2023: 1 · 2021: 1 · 2020: 2 · 2019: 3 · 2018: 5 · 2017: 1 · 2016: 4 · 2015: 3 · 2014: 6 · 2013: 7 · 2012: 4
FWCI
3.18
Type
journal article
Language
en
Open access
closed
Locations
  • The Journal of Organic Chemistry (publishedVersion)
  • PubMed (publishedVersion)
Topics
  • Physical Sciences › Chemical Engineering › Catalysis › Ionic liquids properties and applications
  • Physical Sciences › Chemistry › Organic Chemistry › Chemical Synthesis and Reactions
  • Physical Sciences › Chemistry › Organic Chemistry › Chemical Reaction Mechanisms
Keywords
esterification, ionic liquids, solvent basicity, methoxyacetic acid, benzyl alcohol, second-order rate constants, linear solvation energy relationships, hydrogen-bond basicity, solvent effects on reaction rates

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