Correlation of the Rates of Solvolysis of Two Arenesulfonyl Chlorides and of trans-β-Styrenesulfonyl Chloride – Precursors in the Development of New Pharmaceuticals
2008

Study of Solvolysis Rates of Sulfonyl Chlorides

Sample size: 43 publication Evidence: moderate

Author Information

Author(s): Ryu Zoon Ha, Lee Sang Wok, D’Souza Malcolm J., Yaakoubd Lamia, Feld Samantha E., Kevill Dennis N.

Primary Institution: Dong-Eui University

Hypothesis

The study investigates the correlation of solvolysis rates of various sulfonyl chlorides in different solvents.

Conclusion

The study found that the solvolysis of sulfonyl chlorides follows a bimolecular mechanism, with significant effects from solvent nucleophilicity.

Supporting Evidence

  • The study determined specific rates of solvolysis for benzenesulfonyl chloride and p-nitrobenzenesulfonyl chloride.
  • A good correlation was obtained using the extended Grunwald-Winstein equation.
  • Kinetic solvent isotope effects were measured for the solvolysis of trans-β-styrenesulfonyl chloride.

Takeaway

The researchers looked at how different liquids affect the breakdown of certain chemicals called sulfonyl chlorides, finding that the type of liquid really matters.

Methodology

The specific rates of solvolysis were determined using titration of the acid developed in various solvents.

Limitations

The study may have limitations due to specific interactions between substituents and solvents that could affect the results.

Digital Object Identifier (DOI)

10.3390/ijms9122639

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