A kinetic model for production of glucose by hydrolysis of levoglucosan and cellobiosan from pyrolysis oil.
Anhydro sugars, produced during wood pyrolysis, can by hydrolyzed to sugars under acidic conditions. The acid hydrolysis of two common anhydro sugars in wood pyrolysis oils, levoglucosan (1,6-anhydro-beta-D-glucopyranose) and cellobiosan (beta-D-glucopyranosyl-(1-->4)-1,6-anhydro-D-glucopyranose), was investigated. Levoglucosan hydrolysis to glucose follows a first-order reaction, with an activation energy of 114 kJ mol(-1). For cellobiosan hydrolysis, 44% of the cellobiosan is hydrolyzed initially via the beta-(1-->4) glycosidic bond to form levoglucosan and glucose. The remaining cellobiosan is hydrolyzed initially at the 1,6 anhydro bond to form cellobiose. Both reactions are first order with respect to cellobiosan, with an activation energy of 99 kJ mol(-1). The intermediate levoglucosan and cellobiose are hydrolyzed to glucose.
Helle
Steve
S
Environmental Science and Environmental Engineering, University of Northern British Columbia, 3333 University Way, Prince George, BC, Canada V2N 4Z9. helle@unbc.ca
Bennett
Nicole M
NM
Lau
Karen
K
Matsui
Justin H
JH
Duff
Sheldon J B
SJ
D004187:Disaccharides / Q000737:chemistry*; D005947:Glucose / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D006868:Hydrolysis; D007700:Kinetics; D008956:Models, Chemical; D015394:Molecular Structure; D009821:Oils / Q000737:chemistry*; D013464:Sulfuric Acids / Q000737:chemistry; D013696:Temperature
D004187:Disaccharides; D009821:Oils; D013464:Sulfuric Acids; C524805:glucopyranosyl-(1-4)-1,6-anhydroglucopyranose; C014989:1,6-anhydro-beta-glucopyranose; D005947:Glucose; C033158:sulfuric acid