Carbon forms an unusual unstable oxide of formula \(\mathrm{C}_{3}
\mathrm{O}_{2}\), called carbon suboxide. Carbon suboxide is made by using
\(\mathrm{P}_{2} \mathrm{O}_{5}\) to dehydrate the dicarboxylic acid called
malonic acid, which has the formula
\(\mathrm{HOOC}-\mathrm{CH}_{2}-\mathrm{COOH}\). (a) Write a balanced reaction
for the production of carbon suboxide from malonic acid. (b) How many grams of
carbon suboxide could be made from \(20.00 \mathrm{~g}\) of malonic acid? (c)
Suggest a Lewis structure for \(\mathrm{C}_{3} \mathrm{O}_{2}\) - (Hint: The
Lewis structure of malonic acid suggests which atoms are connected to which.)
(d) By using the information in Table 8.5, predict the \(\mathrm{C}-\mathrm{C}\)
and \(\mathrm{C}-\mathrm{O}\) bond lengths in \(\mathrm{C}_{3} \mathrm{O}_{2}\).
(e) Sketch the Lewis structure of a product that could result by the addition
of \(2 \mathrm{~mol}\) of \(\mathrm{H}_{2}\) to \(1 \mathrm{~mol}\) of
\(\mathrm{C}_{3} \mathrm{O}_{2}\) -