Abstract

The hydroperoxide of tetrahydrofuran (THF) has been prepared from unstabilized THF by a simple procedure. It appears that there are no previous reports of vibrational spectra of THF hydroperoxide in the literature. Raman and infrared spectra of the compound are presented here. The prominent feature of the infrared spectrum is a very strong broad band centered at 3330 cm −1 attributed to the OO-H stretching mode. A strong Raman line at 884 cm −1 is assigned to the O-O stretching vibration. The corresponding infrared band is very weak. 300 MHz proton and 13C NMR spectra also have been recorded. The NMR spectra are consistent with the structure 2-hydroperoxytetrahydrofuran. Implications of the formation of the hydroperoxide during storing and handling of THF as a solvent for liquid chromatography and other applications are discussed.

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