Yield of 1,6-anhydro-3,4-dideoxy-β-D-glycero-hex-3-enopyranos-2-ulose (levoglucosenone) on the acid-catalyzed pyrolysis of cellulose and 1,6-anhydro-β-D-glucopyranose (levoglucosan)

Abraham Broido; Malcolm Evett; Craig C. Hodges

doi:10.1016/S0008-6215(00)84170-1

Treesearch

Yield of 1,6-anhydro-3,4-dideoxy-β-D-glycero-hex-3-enopyranos-2-ulose (levoglucosenone) on the acid-catalyzed pyrolysis of cellulose and 1,6-anhydro-β-D-glucopyranose (levoglucosan)

Formally Refereed

Authors:

Abraham Broido, Malcolm Evett, Craig C. Hodges

Year:

1975

Type:

Scientific Journal

Station:

Pacific Southwest Research Station

DOI:

https://doi.org/10.1016/S0008-6215(00)84170-1

Source:

Carbohydrate Research. 44(2): 267-274

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Abstract

Although 1,6-anhydro-3,4-dideoxy-β-D-glycero-hex-3-enopyranos-2-ulose (2) is produced by the acid-catalyzed pyrolysis of both cellulose and 1,6-anhydro-β-D-glucopyranose (1), data presented here show that the principal mechanism of its formation in the pyrolysis of cellulose is not via 1. Furthermore, the data provide evidence that 1 itself is not a primary product of cellulose pyrolysis, so that the principal mechanism of its formation must involve a precursor as yet unidentified.

Keywords

pyrolysis, cellulose, levoglucosan

Citation

Broido, Abraham; Evett, Malcolm; Hodges, Craig C. 1975. Yield of 1,6-anhydro-3,4-dideoxy-β-D-glycero-hex-3-enopyranos-2-ulose (levoglucosenone) on the acid-catalyzed pyrolysis of cellulose and 1,6-anhydro-β-D-glucopyranose (levoglucosan). Carbohydrate Research. 44(2): 267-274.