Solution

ID: past-exam-of-the-chemistry-course-of-the-year-3-of-the-natural-sciences-course-of-the-university-of-cambridge/2021/paper-1/2/c/solution

The usual qualitative prediction is the carbon-separated isomer. It has four B–C ring edges and one B–B edge, whereas the adjacent-carbon isomer has two B–C, two B–B and one C–C edge. Separating the more electron-rich carbon vertices distributes skeletal electron density more evenly and avoids concentrating both carbon vertices on one edge, a useful carborane stability heuristic.
This is a thermodynamic suggestion, not a consequence of the peak count. hydrogen placement, metal–ring interactions and entropy can affect the ordering. Establishing the preferred isomer experimentally would require reversible interconversion and an equilibrium composition, rather than simply identifying the product formed fastest.

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