Acid Catalyzed Dehydration of Alditols. Part I. D-Glucitol and D-Mannitol.
- 1 January 1981
- journal article
- research article
- Published by Danish Chemical Society in Acta Chemica Scandinavica
- Vol. 35b (6) , 441-449
- https://doi.org/10.3891/acta.chem.scand.35b-0441
Abstract
The acid catalyzed dehydration of D-glucitol and D-mannitol was studied using 13C NMR spectroscopy to monitor the reactions. The products formed were identified and rate constants were measured. Dehydration of (1S)-1-2H-D-mannitol with 3 M sulfuric acid was shown to yield (1R)-1-2H-1,4:3,6-dianhydro-D-mannitol, showing that dehydration of D-mannitol to 1,4-anhydro-D-mannitol and, subsequently, to the 1,4:3,6-dianhydride takes place with inversion at the primary carbon atom.This publication has 0 references indexed in Scilit: