Hydrocarbons

Question

What is ozonolysis? What is its significance?

Answer

Ozonolysis: When an alkene reacts with ozone in an inert solvent (ether, CCl4etc.), an explosive and unstable ozonide is formed. The ozonide undergoes hydrolysis producing carbonyl compounds. These two processes, the addition of Oand hydrolysis are collectively called ozonolysis.


Significance: Ozonolysis is quite useful to locate the position of the double bond in an unknown alkene. This is done as shown below:
(i) Write the structures of the products (aldehydes or ketones or both) with carbonyl groups facing each other.
(ii) Remove oxygen atoms from carbonyl carbon and connect them by a double bond. For example, suppose the products of ozonolysis are ethanal and propanone.

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