Infrared and Raman Spectra of Dialkoxymethanes in Various Phases and the Assignment of Spectra of Methoxyethoxymethane

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Abstract
The rotational isomerism of dialkoxymethanes (CH3OCH2OCH3, CH3OCH2OC2H5, C2H5OCH2OC2H5 and (CH3)2CHOCH2OCH·(CH3)2) is discussed from the spectroscopical point of view. The experimental results are as follows. 1) The appearance of infrared spectra is appreciably different among the vapor, liquid and solid phases. Of these, the solid spectrum gives the most complicated figure. 2) No solvent effect is obtained in acetonitrile solution. 3) No change is observed in the vapor infrared spectrum between room temperature and 100°C. It is concluded from these results and data of dipole moment that dimethoxymethane exists as one configuration in the liquid and vapor phases, the terminal methyl groups of which are rotating about 120° anticlockwise sense from the central OCO plane. The configuration of other dialkoxymethanes are assumed to be of one form by the analogy of experimental results. Finally, the assignment of vibrational spectra of methoxyethoxymethane is presented.

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