Question

I was going through an organic chemistry book I came along this question it's solution used sigmatropic rearrangement along with oxidation in Jones reagent, how does this rearrangement work?

Answer 1

A sigmatropic rearrangement is a type of organic reaction in which a group or atom shifts within a molecule. In the presence of Jones reagent, sigmatropic rearrangement can occur alongside oxidation of alcohols and aldehydes.

Step-by-step explanation:

A sigmatropic rearrangement is a type of organic reaction where a group or atom shifts from one position to another within a molecule, usually through the breaking and forming of sigma bonds. It is an example of a pericyclic reaction, meaning that it occurs through a concerted mechanism without the formation of any intermediates.

Jones reagent, which is a mixture of chromium trioxide (CrO3) and sulfuric acid (H₂SO4), is often used in organic chemistry to oxidize alcohols and aldehydes. In the presence of Jones reagent, sigmatropic rearrangement can occur alongside the oxidation process.