Question

An alkyl halide with molecular formula C₆H₁₃Br on dehydrohalogenation gave two isomeric alkenes X and Y with molecular formula C₆H₁₂. On reductive ozonolysis, X and Y gave four compounds CH₃ COCH₃. CH₃CHO, CH₃CH₂CHO and (CH₃)₂ CHCHO. Find the alkyl halide.

Answer 1

1. C₆H₁₃Br is 3 – Bromo – 4 methylpentanc.

2. 3 – Bromo -4 methylpentane on dehydrogenation give two isomers X and Y as follows:

There fore C₆H₁₃Br is 3 – Bromo – 4 – methy ipentane.