The hydrolysis of phosphate diesters in cyclohexane and acetone

Chem Commun (Camb). 2010 Jun 28;46(24):4306-8. doi: 10.1039/c0cc00229a. Epub 2010 May 6.

Abstract

The hydrolysis of phosphate diesters is one of the most difficult reactions known. Here we show that in acetone or cyclohexane, at 25 degrees C, phosphodiesters undergo hydrolysis 5 x 10(5) and 2 x 10(9)-fold more rapidly than in water, respectively, and that this rate enhancement is achieved by lowering the enthalpy of activation.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Acetone / chemistry*
  • Cyclohexanes / chemistry*
  • Esters
  • Hydrolysis
  • Phosphates / chemistry*
  • Thermodynamics

Substances

  • Cyclohexanes
  • Esters
  • Phosphates
  • Acetone
  • Cyclohexane