Brief introduction of 3-Hydroxytetrahydrofuran

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High resolution rotational spectroscopy and ring-puckering conformation of 3-hydroxytetrahydrothiophene

High resolution rotational spectra have been recorded for 3-hydroxytetrahydrothiophene and its 34S and 13C isotopomers using a Fourier-transform microwave spectrometer. The spectroscopic moments of inertia were used to least-squares fit the ring puckering conformation. The structure was found to have C(3) puckered out of plane, and it is stabilized by a 2.634-A hydrogen bond from the hydroxyl group to the thioether. Ab initio calculations, at the MP2/6-31G** level, also found that the C(3) puckered conformation is the lowest energy conformation of the ring. Measurements of the Stark shifts were used to determine the dipole moment (mu = 1.556 (4) D) of 3-hydroxytetrahydrothiophene and its projections onto the principal inertial axes (mua = 0.024 (5) D, mub = 0.944 (5) D, and muc = 1.237 (4) D).

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem