Question: Suppose we have some optically pure (R)-2-butyl acetate that has been labeled with the heavy 18O isotope at one oxygen atom as shown. (a) Draw

Suppose we have some optically pure (R)-2-butyl acetate that has been "labeled" with the heavy 18O isotope at one oxygen atom as shown.

(a) Draw a mechanism for the hydrolysis of this compound under basic conditions. Predict which of the products will contain the 18O label. Also predict whether the butan-2-ol product will be pure (R), pure (S), or racemized.
(b) Repeat part (a) for the acid-catalyzed hydrolysis of this compound.
(c) Explain how you would prove experimentally where the 18O label appears in the products. (18O is not radioactive.)

CH,CH CH

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