Methyl acetate \(\left(\mathrm{CH}_{3} \mathrm{COOCH}_{3}\right)\) is formed by
the reaction
of acetic acid with methyl alcohol. If the methyl alcohol is labeled with
oxygen-18, the oxygen-18 ends up in the methyl acetate:
\(\begin{array}{l}{\text { (a) Do the } \mathrm{C}-\mathrm{OH} \text { bond of
the acid and the } \mathrm{O}-\mathrm{H} \text { bond }} \\ {\text { of the
alcohol break in the reaction, or do the } \mathrm{O}-\mathrm{H} \text { bond
}} \\ {\text { of the acid and the } \mathrm{C}-\mathrm{OH} \text { bond of
the alcohol break? }}\end{array}\)
\(\begin{array}{l}{\text { (b) Imagine a similar experiment using the
radioisotope }^{3} \mathrm{H} \text { , }} \\ {\text { which is called
tritium and is usually denoted T. Would the }} \\ {\text { reaction between }
\mathrm{CH}_{3} \mathrm{COH} \text { and } \mathrm{TOCH}_{3} \text { provide
the same }} \\ {\text { information about which bond is broken as does the
above }} \\ {\text { experiment with } \mathrm{H}^{18} \mathrm{OCH}_{3}
?}\end{array}\)