Ozonolysis is a chemical process in which ozone causes the oxidative breakage of an unsaturated bond in a molecule. The final result will be an organic molecule with numerous carbon–carbon links replaced by oxygen bonds. This product will next be treated with a reducing agent, Zn + H2O. It causes the molecule to disintegrate where a carbon-oxygen-carbon connection exists. – orthographic Xylene has two different resonance configurations. One in which one of benzene’s pi bonds is located between the carbon atoms carrying the alkyl groups, and the other in which no pi bond is located between those carbon atoms.
Let us now see what will be the products of ozonolysis of each resonance structure of ortho Xylene. –
- The first resonance structure will lead to the formation of 2 molecules of methyl glyoxal and one molecule of glyoxal.
- The second resonance structure (2) will lead to the formation of 2 molecules of glyoxal and one molecule of dimethyl glyoxal.
Hence, we can conclude that the products of ozonolysis of ortho Xylene will be Dimethyl glyoxal, Methylglyoxal and Glyoxal.