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Route for Conversion of Furfural to Ethylcyclopentane
[Image: see text] A method for conversion of furfural, widely available platform chemical from biomass, to ethylcyclopentane, is reported. Ethylcyclopentane is a cyclic alkane with a relatively high octane number (RON 67, bp 103 °C) and could potentially serve as a drop-in biofuel. The synthetic rou...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2018
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6645295/ https://www.ncbi.nlm.nih.gov/pubmed/31459150 http://dx.doi.org/10.1021/acsomega.8b00588 |
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author | Bredihhin, Aleksei Salmar, Siim Vares, Lauri |
author_facet | Bredihhin, Aleksei Salmar, Siim Vares, Lauri |
author_sort | Bredihhin, Aleksei |
collection | PubMed |
description | [Image: see text] A method for conversion of furfural, widely available platform chemical from biomass, to ethylcyclopentane, is reported. Ethylcyclopentane is a cyclic alkane with a relatively high octane number (RON 67, bp 103 °C) and could potentially serve as a drop-in biofuel. The synthetic route includes a transformation of furfural to 1-(furan-2-yl)propan-1-ol that is further subjected to Piancatelli rearrangement to give 5-ethyl-4-hydroxycyclopent-2-en-1-one. The subsequent hydrodeoxygenation affords ethylcyclopentane in 48% isolated yield. |
format | Online Article Text |
id | pubmed-6645295 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-66452952019-08-27 Route for Conversion of Furfural to Ethylcyclopentane Bredihhin, Aleksei Salmar, Siim Vares, Lauri ACS Omega [Image: see text] A method for conversion of furfural, widely available platform chemical from biomass, to ethylcyclopentane, is reported. Ethylcyclopentane is a cyclic alkane with a relatively high octane number (RON 67, bp 103 °C) and could potentially serve as a drop-in biofuel. The synthetic route includes a transformation of furfural to 1-(furan-2-yl)propan-1-ol that is further subjected to Piancatelli rearrangement to give 5-ethyl-4-hydroxycyclopent-2-en-1-one. The subsequent hydrodeoxygenation affords ethylcyclopentane in 48% isolated yield. American Chemical Society 2018-08-30 /pmc/articles/PMC6645295/ /pubmed/31459150 http://dx.doi.org/10.1021/acsomega.8b00588 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Bredihhin, Aleksei Salmar, Siim Vares, Lauri Route for Conversion of Furfural to Ethylcyclopentane |
title | Route for Conversion of Furfural to Ethylcyclopentane |
title_full | Route for Conversion of Furfural to Ethylcyclopentane |
title_fullStr | Route for Conversion of Furfural to Ethylcyclopentane |
title_full_unstemmed | Route for Conversion of Furfural to Ethylcyclopentane |
title_short | Route for Conversion of Furfural to Ethylcyclopentane |
title_sort | route for conversion of furfural to ethylcyclopentane |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6645295/ https://www.ncbi.nlm.nih.gov/pubmed/31459150 http://dx.doi.org/10.1021/acsomega.8b00588 |
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