Questions: Bromination of isobutane is a two-step reaction.
Step 1 + Br . → + H-Br
Step 2 Br-Br → + Br .
Overall reaction
Using the table of bond dissociation energies for A-B → A+B, calculate the enthalpy of each step and the enthalpy of the overall reaction.
Bond broken ΔH, kJ / mol
H-H 436
Br-Br 194
H-Br 366
(CH3)3C-H 400.
(CH3)3C-Br 292
Transcript text: Bromination of isobutane is a two-step reaction.
Step 1
$+$
Br .
$\rightarrow$
$+$
$\mathrm{H}-\mathrm{Br}$
Step 2
$\mathrm{Br}-\mathrm{Br}$
$\longrightarrow$
$+$
Br .
Overall reaction
Using the table of bond dissociation energies for $\mathrm{A}-\mathrm{B} \rightarrow \mathrm{A}+\mathrm{B}$, calculate the enthalpy of each step and the enthalpy of the overall reaction.
\begin{tabular}{|c|c|}
\hline Bond broken & $\Delta H, \mathbf{k J} / \mathrm{mol}$ \\
\hline $\mathrm{H}-\mathrm{H}$ & 436 \\
\hline $\mathrm{Br}-\mathrm{Br}$ & 194 \\
\hline $\mathrm{H}-\mathrm{Br}$ & 366 \\
\hline$\left(\mathrm{CH}_{3}\right)_{3} \mathrm{C}-\mathrm{H}$ & 400. \\
\hline$\left(\mathrm{CH}_{3}\right)_{3} \mathrm{C}-\mathrm{Br}$ & 292 \\
\hline
\end{tabular}
Solution
Solution Steps
Step 1: Calculate the enthalpy change for Step 1
The enthalpy change (ΔH) is calculated as the sum of bond energies broken minus the sum of bond energies formed. In Step 1, a (CH3)3C-H bond is broken and an H-Br bond is formed. Thus, ΔH1 = 400 kJ/mol - 366 kJ/mol = +34 kJ/mol.
Step 2: Calculate the enthalpy change for Step 2
In Step 2, a Br-Br bond is broken and a (CH3)3C-Br bond is formed. Thus, ΔH2 = 194 kJ/mol - 292 kJ/mol = -98 kJ/mol.
Step 3: Calculate the enthalpy change for the overall reaction
The overall enthalpy change is the sum of the enthalpy changes for each step: ΔHoverall = ΔH1 + ΔH2 = 34 kJ/mol + (-98 kJ/mol) = -64 kJ/mol.