Fast Pyrolysis of 13c-Labeled Cellobioses: Gaining Insights Into the Mechanisms of Fast Pyrolysis of Carbohydrates

Authors

John C. Degenstein, School of Chemical Engineering
Priya Murria, Purdue University
McKay Easton, Purdue University
Huaming Sheng, MerckFollow
Matt Hurt, Purdue University
Alex R. Dow, Purdue University
Jinshan Gao, Montclair State UniversityFollow
John J. Nash, Purdue UniversityFollow
Rakesh Agrawal, Purdue University
W. Nicholas Delgass, Purdue University
Fabio H. Ribeiro, Purdue University
Hilkka I. Kenttämaa, Purdue University

Document Type

Article

Publication Date

2-6-2015

Abstract

A fast-pyrolysis probe/tandem mass spectrometer combination was utilized to determine the initial fast-pyrolysis products for four different selectively 13C-labeled cellobiose molecules. Several products are shown to result entirely from fragmentation of the reducing end of cellobiose, leaving the nonreducing end intact in these products. These findings are in disagreement with mechanisms proposed previously. Quantum chemical calculations were used to identify feasible low-energy pathways for several products. These results provide insights into the mechanisms of fast pyrolysis of cellulose.

DOI

10.1021/jo5025255

Montclair State University Digital Commons Citation

Degenstein, John C.; Murria, Priya; Easton, McKay; Sheng, Huaming; Hurt, Matt; Dow, Alex R.; Gao, Jinshan; Nash, John J.; Agrawal, Rakesh; Delgass, W. Nicholas; Ribeiro, Fabio H.; and Kenttämaa, Hilkka I., "Fast Pyrolysis of 13c-Labeled Cellobioses: Gaining Insights Into the Mechanisms of Fast Pyrolysis of Carbohydrates" (2015). Department of Chemistry and Biochemistry Faculty Scholarship and Creative Works. 24.
https://digitalcommons.montclair.edu/chem-biochem-facpubs/24