Frequently Asked Question

The ozonolysis of 1-methylcyclopentene proceeds through a series of steps involving the formation of a molozonide, an ozonide, and finally, the cleavage products. Here's a simplified mechanism:
1. Addition of Ozone: The ozone molecule adds to the double bond of 1-methylcyclopentene, forming a molozonide. This is a highly unstable intermediate.
2. Rearrangement: The molozonide undergoes a rapid rearrangement to form a more stable ozonide. This rearrangement involves the migration of an oxygen atom.
3. Cleavage: The ozonide is then cleaved by a reducing agent like dimethyl sulfide (DMS) or zinc. This cleavage results in the formation of two carbonyl compounds: a ketone and an aldehyde. In the case of 1-methylcyclopentene, the products would be 5-oxohexanal and formaldehyde.
Overall Reaction:
1-methylcyclopentene + O3 → 5-oxohexanal + HCHO