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Issue 4, 2015
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Synthesis of biomass-derived methylcyclopentane as a gasoline additive via aldol condensation/hydrodeoxygenation of 2,5-hexanedione

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Abstract

A novel approach to produce biomass-derived gasoline is the hydrolysis of 2,5-dimethylfuran (DMF) to produce 2,5-hexanedione followed by base-catalyzed intramolecular aldol condensation of this product to form 3-methylcyclopent-2-enone (MCP). By proper choice of catalysts and conditions, MCP yields of 98% can be achieved. We further show that hydrogenation of MCP over Pt/NbOPO4 gives methylcyclopentane with virtually quantitative yields. Methylcyclopentane is an attractive gasoline substitute for ethanol, since its octane number is similar to ethanol and its gravimetric energy density is 58% higher.

Graphical abstract: Synthesis of biomass-derived methylcyclopentane as a gasoline additive via aldol condensation/hydrodeoxygenation of 2,5-hexanedione

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Publication details

The article was received on 21 Nov 2014, accepted on 23 Jan 2015 and first published on 23 Jan 2015


Article type: Paper
DOI: 10.1039/C4GC02292K
Citation: Green Chem., 2015,17, 2393-2397
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    Synthesis of biomass-derived methylcyclopentane as a gasoline additive via aldol condensation/hydrodeoxygenation of 2,5-hexanedione

    E. R. Sacia, M. H. Deaner, Y. “. Louie and A. T. Bell, Green Chem., 2015, 17, 2393
    DOI: 10.1039/C4GC02292K

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