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.

    Original languageEnglish (US)
    Pages (from-to)2913-2923
    Number of pages11
    JournalIndustrial and Engineering Chemistry Research
    Volume42
    Issue number13
    StatePublished - Jun 25 2003

    Profile

    Glycerol
    dehydroxylation
    Hydroxyl Radical
    transform
    Hydrogenolysis
    Pharmacy Legislation
    Middle Ear

    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

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

    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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