Which of the following sequence of reagents convert 3-hexene to propane?

1. $\mathrm{KMnO}_4 \mid \mathrm{H}^{+}: \mathrm{NaOH}, \mathrm{CaO}$
2. (i) $\mathrm{O}_3$ (ii) $\mathrm{Zn} \mathrm{H}_2 \mathrm{O}: \mathrm{NaBH}_4$
3. (i) $\mathrm{O}_3$, (ii) $\mathrm{Zn}, \mathrm{H}_2 \mathrm{O} ; \mathrm{Zn}-\mathrm{Hg}, \mathrm{HCl}$
4. $\mathrm{KMnO}_4 \mid \mathrm{H}^{+} ; \mathrm{LiAlH}_4, \mathrm{H}_2 \mathrm{O}$

Solution

Step-I reaction is ozonolysis then Step-II reaction is Clemmensen reduction.

Asked in: AP EAMCET 2024 (23 May Shift 1)

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