Leaving group property of dimethyl sulfide

J Org Chem. 2010 Jun 4;75(11):3851-4. doi: 10.1021/jo100327c.

Abstract

The LFER equation log k = s(f)(E(f) + N(f)) was used to derive the nucleofuge specific parameters (N(f) and s(f)) for dimethyl sulfide in the series of aqueous alcohols, using the S(N)1 solvolysis rate constants obtained for X-substituted benzhydryl dimethyl sulfonates 1-5. The slope parameters (s(f)) are practically independent of the solvent used, while N(f) parameters slightly decrease as the polarity of the solvent increases.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Kinetics
  • Methyl Methanesulfonate / chemistry
  • Solubility
  • Solvents / chemistry
  • Sulfides / chemistry*

Substances

  • Solvents
  • Sulfides
  • Methyl Methanesulfonate
  • dimethyl sulfide