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

A rigid cycloalkane ring acts mathematically identically to a $\pi$-bond. A 3-ring spirane is topologically equivalent to an odd-numbered cumulene (3 double bonds). The terminal groups are perfectly co-planar, meaning it exhibits Geometrical Isomerism but generally fails to show optical isomerism due to a plane of symmetry.

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