The title compounds, 6-(octyloxy)hexahydrofuro[3,2-b]furan-3-ol, C14H26O4, 6-(decyloxy)hexahydrofuro[3,2-b]furan-3-ol, C16H30O4, 6-(dodecyloxy)hexahydrofuro[3,2-b]furan-3-ol, C18H34O4, and 6-(tetradecyloxy)hexahydrofuro[3,2-b]furan-3-ol, C20H38O4, 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.