A chemist studies the conversion of reactant R into two possible isomeric products, P…

CHEMISTRY · Multi-part · AP · Chemistry · Thermodynamics and Electrochemistry · Thermodynamics and Electrochemistry

Problem

A chemist studies the conversion of reactant R into two possible isomeric products, P and Q, via independent, single-step pathways.
ReactionΔG298∘\Delta G^\circ_{298} (kJ mol−1\text{kJ\,mol}^{-1})EaE_a (kJ mol−1\text{kJ\,mol}^{-1})
R→P\mathrm{R} \to \mathrm{P}−34-34120120
R→Q\mathrm{R} \to \mathrm{Q}−12-125555
(a) Identify which product is the thermodynamic product and which is the kinetic product. Justify your answer using the data provided. (b) Determine the difference in standard Gibbs free energy (ΔΔG298∘\Delta\Delta G^\circ_{298}) between P and Q. Interpret the meaning of this value in terms of relative stability. (c) Predict which product will predominate when the reaction mixture is quenched after 5 minutes at −78 ∘C-78\,^\circ\text{C} (195 K195\,\text{K}). Explain your reasoning. (d) Predict which product will predominate when the reaction is allowed to proceed to completion over 12 hours at 150 ∘C150\,^\circ\text{C} (423 K423\,\text{K}). Explain your reasoning. (e) Propose one experimental modification (other than temperature change) that would allow isolation of Q in high yield. Justify how your modification affects the reaction profile.

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