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Chemical Properties of Alcohol

An organic co...

Question

An organic compound $A (C_{6} H_{10})$ on reduction first gives $B (C_{6} H_{12})$ and finally $C (C_{6} H_{14})$ . Compound $A$ on ozonolysis followed by hydrolysis gives two aldehydes $D (C_{2} H_{4} O)$ and $E (C_{2} H_{2 -} O_{2})$ . Oxidation of $B$ with acidified $K M n O_{4}$ gives the acid $F (C_{4} H_{8} O_{2})$ . Determine the structures of the compounds $A$ to $F$ with reasoning.

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Solution

$\begin{matrix} (A) R e d u c t i o n - ----- \to (B) \to (C) C_{6} H_{10} C_{6} H_{12} C_{6} H_{14} ↓ o z o n o l y s i s ↓ k M n o_{4} ↓ H y d r o l y s i s ↓ a c i d (C_{4} H_{8} O_{2}) (D) + (E) A l d d e h y d e 2 C H_{2} O C_{2} H_{2} O \end{matrix}$

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