Chapter 13, Problem 54P

Consider the following bromination: ${\left({\text{CH}}_{\text{3}}\right)}_{\text{3}}\text{CH}+{\text{Br}}_2\stackrel{\Delta }{\to }{\left({\text{CH}}_{\text{3}}\right)}_{\text{3}}\text{CBr}+\text{HBr}$.

a. Calculate $\Delta H^o$ for this reaction by using the bond dissociation energies in Table 6.2.

b. Draw out a stepwise mechanism for the reaction, including the initiation, propagation, and termination steps.

c. Calculate $\Delta H^o$ for each propagation step.

d. Draw an energy diagram for the propagation steps.

e. Draw the structure of the transition state of each propagation step.