Isomerism and StereochemistryhardNUMERICAL

How many of the following specifically listed molecular structures will successfully exhibit GeometrIsomerism and Stereochemistry Chemistry Question

Question

How many of the following specifically listed molecular structures will successfully exhibit Geometrical Isomerism? (i) 1,2-propadiene (ii) 2,3-pentadiene (iii) 2,3,4-hexatriene (iv) 1-Methylcyclohexylidene-4-acetic acid (v) Ortho-tetramethyl biphenyl.

Answer: 1

💡 Solution & Explanation

(i) and (ii) are even cumulenes (perpendicular planes, no GI). (iii) is an odd cumulene with differing terminal groups ($H$ and $CH_3$), so it has co-planar ends and SHOWS GI. (iv) is an alkylidene cycloalkane with 1 ring + 1 pi bond = 2 stereogenic units (acts as even cumulene, perpendicular ends, no GI). (v) is heavily hindered biphenyl forced into perpendicular rings (no GI, shows optical activity). Only (iii) shows GI.

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