Kinetic analyses of intramolecular dehydration of hexitols in high-temperature water

Carbohydr Res. 2020 Jan:487:107880. doi: 10.1016/j.carres.2019.107880. Epub 2019 Nov 20.

Abstract

Intramolecular dehydration of the biomass-derived hexitols D-sorbitol, D-mannitol, and galactitol was investigated. These reactions were performed in high-temperature water at 523-573 K without added acid catalyst. The rate constants for the dehydration steps in the reaction networks were determined at various reaction temperatures, and the activation energies and pre-exponential factors were calculated from Arrhenius plots. The yield of each product was estimated as a function of reaction time and temperature using the calculated rate constants and activation energies. The maximum yield of each product from the dehydration reactions was predicted over a range of reaction time and temperature, allowing the selective production of these important platform chemicals.

Keywords: Dehydration; High-temperature water; Isomannide; Isosorbide; Sugar alcohol.

MeSH terms

  • Dehydration
  • Kinetics
  • Molecular Structure
  • Sugar Alcohols / chemistry*
  • Temperature*
  • Water / chemistry*

Substances

  • Sugar Alcohols
  • hexitol
  • Water