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Updated: Dec 8, 2025

A New Straightforward Method for Lipophilicity logP Measurement using 19F NMR Spectroscopy
Published on: January 30, 2019
Lipophilicity trends upon fluorination of isopropyl, cyclopropyl and 3-oxetanyl groups
Benjamin Jeffries1, Zhong Wang1, Robert I Troup1
1School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK.
Abstract:
A systematic comparison of lipophilicity modulations upon fluorination of isopropyl, cyclopropyl and 3-oxetanyl substituents, at a single carbon atom, is provided using directly comparable, and easily accessible model compounds. In addition, comparison with relevant linear chain derivatives is provided, as well as lipophilicity changes occurring upon chain extension of acyclic precursors to give cyclopropyl containing compounds. For the compounds investigated, fluorination of the isopropyl substituent led to larger lipophilicity modulation compared to fluorination of the cyclopropyl substituent.
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