Isomerism and StereochemistryhardMCQ SINGLE⭐ Must-Do

A spirane consists of two rings sharing a single central spiro carbon. If an appropriately substitutIsomerism and Stereochemistry Chemistry Question

Question

A spirane consists of two rings sharing a single central spiro carbon. If an appropriately substituted spirane contains exactly THREE fused rings in a continuous chain, what kind of isomerism will it actively exhibit?

Answer: A

💡 Solution & Explanation

In stereochemistry, a rigid cycloalkane ring acts mathematically identical to a $\pi$ -bond. A 3-ring spirane is topologically equivalent to an odd-numbered cumulene (3 double bonds). In odd cumulenes, the terminal substituent groups are forced back into a perfectly co-planar orientation. Because they are coplanar, appropriately substituted ends will successfully exhibit Geometrical Isomerism, but will possess a Plane of Symmetry, making them optically inactive.

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