Journal of the Chemical Society. Perkin transactions II p. 1223 - 1226 (1983)
Update date:2022-08-25
Topics:
Pihlaja, Kalevi
Parkkinen, Aija
Loennberg, Harri
The kinetics for the hydrolysis of 2-alkyl-3-methyl-1,3-oxazolidines have been examined spectrophotometrically in acidic solutions.The decomposition of the substrates to 2-methylaminoethanol and the corresponding aldehydes have been shown to proceed via stable intermediates which are kinetically and u.v.-spectroscopically very similar to the acyclic cationic Schiff's base derived from isobutyraldehyde and 2-methoxyethylmethylamine.The mechanisms for the formation and breakdown of the Schiff's base intermediate are discussed on the basis of pH-rate profiles, activation parameters, salt effects, and solvent deuterium isotope effects.
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