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

The title compounds, 6-(octyloxy)hexa-hydro-furo[3,2-b]furan-3-ol, C(14)H(26)O(4), 6-(decyl-oxy)hexa-hydro-furo[3,2-b]furan-3-ol, C(16)H(30)O(4), 6-(do-decyl-oxy)hexa-hydro-furo[3,2-b]furan-3-ol, C(18)H(34)O(4), and 6-(tetra-decyl-oxy)hexa-hydro-furo[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 inter-molecular hydrogen bond connects the mol-ecules between the free endo hy-droxy group and the opposing ether oxygen of the V-shaped head group. Thus the mol-ecule layers inter-lock like in a herringbone pattern parallel to the bc plane.