Consider benzene \(\left(\mathrm{C}_{6} \mathrm{H}_{6}\right)\) in the gas
phase. (a) Write the reaction for breaking all the bonds in $\mathrm{C}_{6}
\mathrm{H}_{6}(g)$, and use data in Appendix C to determine the enthalpy
change for this reaction. (b) Write a reaction that corresponds to breaking
all the carbon-carbon bonds in \(\mathrm{C}_{6} \mathrm{H}_{6}(g)\). (c) By
combining your answers to parts (a) and (b) and using the average bond
enthalpy for \(\mathrm{C}-\mathrm{H}\) from Table 8.4, calculate the average
bond enthalpy for the carbon-carbon bonds in $\mathrm{C}_{6}
\mathrm{H}_{6}(g)$. (d) Compare your answer from part (c) to the values for
\(\mathrm{C}-\mathrm{C}\) single bonds and \(\mathrm{C}=\mathrm{C}\) double bonds
in Table 8.4. Is benzene's \(\mathrm{C}-\mathrm{C}\) bond enthalpy exactly
halfway between them? If not, which bond type is more similar to that of
benzene, CC single or CC double bonds?