Synthesis of p-xylene from ethylene

Thomas W. Lyons, Damien Guironnet, Michael Findlater, Maurice Brookhart

Research output: Contribution to journalArticle

74 Scopus citations

Abstract

As oil supplies dwindle, there is a growing need to develop new routes to chemical intermediates that utilize alternative feedstocks. We report here a synthesis of para-xylene, one of the highest volume chemicals derived from petroleum, using only ethylene as a feedstock. Ethylene is an attractive alternative feedstock, as it can be derived from renewable biomass resources or harnessed from large domestic shale gas deposits. The synthesis relies on the conversion of hexene (from trimerization of ethylene) to 2,4-hexadiene followed by a Diels-Alder reaction with ethylene to form 3,6-dimethylcyclohexene. This monoene is readily dehydrogenated to para-xylene uncontaminated by the ortho and meta isomers. We report here a selective synthesis of para-xylene, uncontaminated by the ortho or meta isomers, using ethylene as the sole feedstock.

Original languageEnglish
Pages (from-to)15708-15711
Number of pages4
JournalJournal of the American Chemical Society
Volume134
Issue number38
DOIs
StatePublished - Sep 26 2012

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