Conversion of glycerol to 1,3-propanediol via selective dehydroxylation

Keyi Wang, Martin C. Hawley, Scott J. DeAthos

Research output: Contribution to journalArticle

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Abstract

This paper presents a new approach to the production of 1,3-propanediol from glycerol via selective dehydroxylation. The idea is to selectively transform the middle hydroxyl group of glycerol into a tosyloxyl group and then remove the transformed group by catalytic hydrogenolysis. With this new approach, the conversion of glycerol to 1,3-propanediol is completed in three steps, namely, acetalization, tosylation, and detosyloxylation. All of these steps are experimentally examined in the current work to verify the feasibility of the new conversion approach. Before this work, the hydrogenolysis of tosylates had never been reported to have been performed catalytically with H2 as the reducing reagent. This work shows that this reaction can be effected, provided that the tosylate of concern contains a hydroxyl group next to its tosyloxyl group. The mechanism of this reaction is also established.

LanguageEnglish (US)
Pages2913-2923
Number of pages11
JournalIndustrial and Engineering Chemistry Research
Volume42
Issue number13
StatePublished - Jun 25 2003

Profile

dehydroxylation
Glycerol
Hydrogenolysis
Hydroxyl Radical
transform
1,3-propanediol

ASJC Scopus subject areas

  • Polymers and Plastics
  • Environmental Science(all)
  • Chemical Engineering (miscellaneous)

Cite this

Conversion of glycerol to 1,3-propanediol via selective dehydroxylation. / Wang, Keyi; Hawley, Martin C.; DeAthos, Scott J.

In: Industrial and Engineering Chemistry Research, Vol. 42, No. 13, 25.06.2003, p. 2913-2923.

Research output: Contribution to journalArticle

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