What aspect of the structure of the alkene does ozonolysis not tell you?

1 Answer
Dec 28, 2014

Ozonolysis does not tell you about any stereochemistry there may have been in the original alkene.

Reductive ozonolysis converts an alkene into a pair of carbonyl compounds.


If the R groups are different, we can have cis/trans or E/Z stereochemistry.


If R₂ and R₄ are the groups with higher priority, 1 is a Z alkene. 2 is an E alkene.

But both give the same ozonolysis products.

You cannot distinguish between cis-but-2-ene and trans-but-2-ene by reductive ozonolysis.


They both give acetaldehyde as the only ozonolysis product.