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Infrared and mass spectra of 2-deutero−2-propanol (from acetone and lithium aluminum deuteride), 2-chloro−2-deuteropropane (from 2-deutero−2-propanol and concentrated HCl and ZnCl2), 2,2-dideuteropropane (from 2-chloro−2-deuteropropane via the Grignard reagent and D2O), and 2-deutero−2-methylpropane (from t-butylmagnesium chloride and D2O) are presented in comparison with the infrared and mass spectra of the corresponding compounds not substituted with deuterium.
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Condon et al. (1951) studied this question.
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