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Introduction to Geometric Isomerism

An organic co...

Question

An organic compound $(C_{8} H_{10} O_{2})$ rotates plane-polarized light. It produces pink color with neutral $F e C l_{3}$ solution. What is the total number of all the possible isomers for this compound?

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Solution

DBE (Double bond equivalent) of $C_{8} H_{10} O_{2}$ $= Number of carbon atoms - \frac{Number of monovalent atoms)}{2} + 1 = 8 - \frac{10}{2} + 1 = 4$

It gives pink colour with neutral $F e C l_{3}$ solution. It means phenolic group should be present in the compound.

Note: C* represent chiral carbon. So it will have (d and l) optically active isomers.

Total optically active isomer = 6

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