2-O-Monoalkyl isosorbide ethers with C8, C10, C12 and C14 chain lengths

The title compounds, 6-(octyloxy)hexa­hydro­furo[3,2-b]furan-3-ol, C(14)H(26)O(4), 6-(decyl­oxy)hexa­hydro­furo[3,2-b]furan-3-ol, C(16)H(30)O(4), 6-(do­decyl­oxy)hexa­hydro­furo[3,2-b]furan-3-ol, C(18)H(34)O(4), and 6-(tetra­decyl­oxy)hexa­hydro­furo[3,2-b]furan-3-ol, C(20)H(38)O(4), consist of a po...

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Autores principales: Geburtig, Felix, Vill, Volkmar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7274014/
https://www.ncbi.nlm.nih.gov/pubmed/32523765
http://dx.doi.org/10.1107/S2056989020006647
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author Geburtig, Felix
Vill, Volkmar
author_facet Geburtig, Felix
Vill, Volkmar
author_sort Geburtig, Felix
collection PubMed
description The title compounds, 6-(octyloxy)hexa­hydro­furo[3,2-b]furan-3-ol, C(14)H(26)O(4), 6-(decyl­oxy)hexa­hydro­furo[3,2-b]furan-3-ol, C(16)H(30)O(4), 6-(do­decyl­oxy)hexa­hydro­furo[3,2-b]furan-3-ol, C(18)H(34)O(4), and 6-(tetra­decyl­oxy)hexa­hydro­furo[3,2-b]furan-3-ol, C(20)H(38)O(4), consist of a polar headgroup (isosorbide) and a lipophilic alkyl chain linked via an ether bridge. Isosorbide is a biobased diol, containing two fused furan rings. One inter­molecular hydrogen bond connects the mol­ecules between the free endo hy­droxy group and the opposing ether oxygen of the V-shaped head group. Thus the mol­ecule layers inter­lock like in a herringbone pattern parallel to the bc plane.
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spelling pubmed-72740142020-06-09 2-O-Monoalkyl isosorbide ethers with C8, C10, C12 and C14 chain lengths Geburtig, Felix Vill, Volkmar Acta Crystallogr E Crystallogr Commun Research Communications The title compounds, 6-(octyloxy)hexa­hydro­furo[3,2-b]furan-3-ol, C(14)H(26)O(4), 6-(decyl­oxy)hexa­hydro­furo[3,2-b]furan-3-ol, C(16)H(30)O(4), 6-(do­decyl­oxy)hexa­hydro­furo[3,2-b]furan-3-ol, C(18)H(34)O(4), and 6-(tetra­decyl­oxy)hexa­hydro­furo[3,2-b]furan-3-ol, C(20)H(38)O(4), consist of a polar headgroup (isosorbide) and a lipophilic alkyl chain linked via an ether bridge. Isosorbide is a biobased diol, containing two fused furan rings. One inter­molecular hydrogen bond connects the mol­ecules between the free endo hy­droxy group and the opposing ether oxygen of the V-shaped head group. Thus the mol­ecule layers inter­lock like in a herringbone pattern parallel to the bc plane. International Union of Crystallography 2020-05-29 /pmc/articles/PMC7274014/ /pubmed/32523765 http://dx.doi.org/10.1107/S2056989020006647 Text en © Geburtig and Vill 2020 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Geburtig, Felix
Vill, Volkmar
2-O-Monoalkyl isosorbide ethers with C8, C10, C12 and C14 chain lengths
title 2-O-Monoalkyl isosorbide ethers with C8, C10, C12 and C14 chain lengths
title_full 2-O-Monoalkyl isosorbide ethers with C8, C10, C12 and C14 chain lengths
title_fullStr 2-O-Monoalkyl isosorbide ethers with C8, C10, C12 and C14 chain lengths
title_full_unstemmed 2-O-Monoalkyl isosorbide ethers with C8, C10, C12 and C14 chain lengths
title_short 2-O-Monoalkyl isosorbide ethers with C8, C10, C12 and C14 chain lengths
title_sort 2-o-monoalkyl isosorbide ethers with c8, c10, c12 and c14 chain lengths
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7274014/
https://www.ncbi.nlm.nih.gov/pubmed/32523765
http://dx.doi.org/10.1107/S2056989020006647
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