Solvent polarity scales: determination of new <i>E</i><sub>T</sub>(30) values for 84 organic solvents

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  • José P. Cerón‐Carrasco
    Laboratoire CEISAM, UMR CNRS 6230, BP 92208 Université de Nantes 2, rue de la Houssinière 44322, Cedex 3 Nantes France
  • Denis Jacquemin
    Laboratoire CEISAM, UMR CNRS 6230, BP 92208 Université de Nantes 2, rue de la Houssinière 44322, Cedex 3 Nantes France
  • Christian Laurence
    Laboratoire CEISAM, UMR CNRS 6230, BP 92208 Université de Nantes 2, rue de la Houssinière 44322, Cedex 3 Nantes France
  • Aurélien Planchat
    Laboratoire CEISAM, UMR CNRS 6230, BP 92208 Université de Nantes 2, rue de la Houssinière 44322, Cedex 3 Nantes France
  • Christian Reichardt
    Fachbereich Chemie Philipps‐Universität Hans‐Meerwein‐Strasse 35032 Marburg Germany
  • Khadija Sraïdi
    Laboratoire de Chimie Bioorganique, Faculté des Sciences Université Chouaïb Doukkali El Jadida Maroc

Description

<jats:p>The solvent polarity parameter <jats:italic>E</jats:italic><jats:sub>T</jats:sub>(30) is newly measured from the solvatochromism of the betaine dye <jats:bold>30</jats:bold> for 84 solvents and re‐measured for 186 additional ones. The results are organized in a database. It is shown that the validity of linear solvation energy relationships used for the determination of secondary <jats:italic>E</jats:italic><jats:sub>T</jats:sub>(30) values is limited to non‐hydrogen‐bond donor solvents. Relationships with the chain length <jats:italic>n</jats:italic> are given for the determination of tertiary <jats:italic>E</jats:italic><jats:sub>T</jats:sub>(30) values of the homologous H(CH<jats:sub>2</jats:sub>)<jats:italic><jats:sub>n</jats:sub></jats:italic>Y solvent series. The parameter <jats:italic>E</jats:italic><jats:sub>T</jats:sub>(30) is orthogonal to the function of the refractive index (<jats:italic>n</jats:italic><jats:sup>2</jats:sup> − 1) / (2<jats:italic>n</jats:italic><jats:sup>2</jats:sup> + 1). For non hydrogen‐bond donor solvents, this allows to enter <jats:italic>E</jats:italic><jats:sub>T</jats:sub>(30) as an almost pure electrostatic parameter in a new linear solvation energy relationship. Copyright © 2014 John Wiley & Sons, Ltd.</jats:p>

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