Synthesis and Crystal Structure of 2-O-(2-hydroxyethyl)-D-glucose

The title compound, 2-O-(2-hydroxyethyl)-D-glucose (C8H16O7 , Mr = 224.21), has been synthesized and its structure was characterized by using NMR spectrum and X-ray single-crystal diffraction. This molecule crystallizes in the monoclinic system, space group P21 , with a = 8.399(17), b = 6.620(14), c = 9.81(2), β = 115.110(17)°, V = 493.7(18)3 , Z = 2, Dc = 1.508 mg/m3 , μ = 0.13 mm-1 , F(000) = 240, the final R = 0.0464 and wR = 0.115 for 1521 observed reflections (Ⅰ > 2σ(Ⅰ)). X-ray crystal structure analysis revealed that the conformation of the pyranosyl ring existed in a slightly distorted 4C1 chair conformation (Cremer-Pople puckering parameters of Q = 0.573(4) , θ = 6.7(3)° and Ф = –5.2(2) °). The molecule exists as a monomer in the solid state, whose conformation is stabilized via multiple inter- and intramolecular hydrogen bonds.