VIBRATIONAL SPECTRA AND CONFORMATIONS OF (HALOMETHYL) CYCLOPROPANE DERIVATIVES
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Date
1979
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Ohio State University
Abstract
The infrared and Raman spectra of epifluorohydrin, epichlorohydrin, and (chloromethyl) cyclopropane have been recorded. In the case of epifluorohydrin, the presence of a number of spectral triplets has been interpreted on the basis of the existence of two non-equivalent gauche conformers and the cis conformer. The spectra indicate that two of the conformers are nearly equal in energy while the third appears to be significantly less stable. For epichlorohydrin, the presence of a number of doublets in the spectra has been interpreted as arising from the coexistence of two gauche conformers, and the energy difference between these appears to be of the order of 1 kcal/mole. The spectra of (chloromethyl) cyclopropane have been interpreted on the basis of a single gauche conformer. Apparently an interaction of the large chlorine atom with the ring precludes the existence of the cis form in the chlorinated species.
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