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Question 55 of 83

Q.What is the action of ozone on acetylene?

Puducherry TnboardTamil Nadu HSC First Year (DGE) Board 2018Subjective· 3mImportance★★★★★
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Ozonolysis of acetylene cleaves its triple bond, giving glyoxal (OHC-CHO) as the product after hydrolysis of the intermediate ozonide.

Acetylene (HC=CH, triple bond), like alkenes, undergoes an addition reaction with ozone (O3) to form an unstable cyclic intermediate called an ozonide. This ozonide is not isolated directly but is decomposed (hydrolysed) with water, typically in the presence of zinc dust (which acts as a mild reducing agent, preventing the further oxidation of the aldehyde product to a carboxylic acid). This hydrolysis cleaves the carbon-carbon triple bond completely, converting each of the two triply-bonded carbon atoms into a -CHO (aldehyde) group. Since both carbons of acetylene are equivalent (each bearing one hydrogen), the product formed is glyoxal (ethanedial), OHC-CHO: …

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