JEE Advanced · 2018 · 20 May 2018 · Paper 2 · General Organic Chemistry

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For the given compound X, the total number of optically active stereoisomers is ____.

(In the structure of X: a bold wedge bond indicates that the configuration at the specific carbon and the geometry of the double bond is fixed; a wavy bond indicates that the configuration at the specific carbon and the geometry of the double bond is NOT fixed.)

Answer: 7

Solution

The compound has multiple chiral centers and double bonds. The solid wedge/dash bonds indicate fixed configurations at those carbons and fixed double bond geometry. The wavy bonds indicate variable configuration. Analyzing all possible stereoisomers with the given constraints and checking for optical activity (no plane of symmetry), there are 7 optically active stereoisomers.

JEE Advanced · 2018 · 20 May 2018 · Paper 2 · Numerical answer

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