Isomerism and StereochemistryhardNUMERICAL

What is the theoretical minimum number of consecutive (adjacent) double bonds strictly required for Isomerism and Stereochemistry Chemistry Question

Question

What is the theoretical minimum number of consecutive (adjacent) double bonds strictly required for an unsubstituted parent cumulene carbon skeleton to be capable of exhibiting geometrical isomerism?

Answer: 3

💡 Solution & Explanation

In cumulative diene systems, an even number of consecutive double bonds (e.g., 2 in allenes) forces the terminal $sp^2$ carbon substituents into mutually perpendicular planes, preventing GI. An odd number of consecutive double bonds (e.g., 3 in a butatriene skeleton) ensures the terminal carbon substituents reside exactly in the same plane, successfully fulfilling the geometric requirement for cis/trans isomerism.

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