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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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Detalles Bibliográficos
Autores principales: Geburtig, Felix, Vill, Volkmar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
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
Descripción
Sumario: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.