1. Tardigrade
  2. Question
  3. Chemistry
  4. A halide with formula C 6 H 13 Br gave two isomeric alkenes (A) and (B) with formula C 6 H 12. On reductive ozonolysis of a mixture of (A) and (B), the following compounds were obtained: CH 3 COCH 3, CH 3 CHO , CH 3 CH 2 CHO, and ( CH 3)2 CHCHO. The halide is:

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Q. A halide with formula $C _{6} H _{13} Br$ gave two isomeric alkenes $(A)$ and $(B)$ with formula $C _{6} H _{12}$. On reductive ozonolysis of a mixture of $(A)$ and $(B)$, the following compounds were obtained: $CH _{3} COCH _{3}, CH _{3} CHO , CH _{3} CH _{2} CHO$, and $\left( CH _{3}\right)_{2} CHCHO$. The halide is:

Haloalkanes and Haloarenes

Solution:

Alkene has six $C$ atoms. Combine two products of ozonolysis containing three $C$ atoms each.
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ii. Combine two products of ozonolysis containing four $C$ and two $C$ atoms to get another alkene.
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Alkene $(A)$ and $(B) \xleftarrow[KOH]{Alc.} 3$-Bromo-$2$-metinyl pentane.