Hydrocarbons 2 Question 61

65. The hydrocarbon $A$, adds one mole of hydrogen in the presence of a platinum catalyst to form $n$-hexane. When $A$ is oxidised vigorously with $\mathrm{KMnO}_{4}$, a single carboxylic acid, containing three carbon atoms, is isolated. Give the structure of $A$ and explain.

$(1997,2 \mathrm{M})$

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Solution:

  1. Oxidation product indicates that alkene is symmetrical :