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Oxygen Exchange during Esterification

Abstract

IN a recent paper1 on the exchange of oxygen between water and acetic acid, we pointed out that the mechanism of the exchange of the carboxyl oxygen atoms of the acid with the oxygen of the water, H–OH, was probably identical with the mechanism of esterification of an acid by an alcohol, R–OH, and ventured to predict that “when esterification of an acid occurs in the presence of about equal quantities of alcohol and water an exchange will be observed between the oxygen of the water and that of the acid running parallel to the simultaneous rate of esterification”. We mentioned that we were carrying out experiments to test this view.

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References

  1. Trans. Far. Soc., 34, 1219 (1938).

  2. J. Amer. Chem. Soc., 60, 2393 (1938).

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HERBERT, J., LAUDER, I. Oxygen Exchange during Esterification. Nature 142, 954–955 (1938). https://doi.org/10.1038/142954b0

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