An alkene of molecular formula C 5 H 10 give two products A and B on reductive ozonolysis. A can give Iodoform test while B can give Cannizaro reaction. What is the structure of alkene :

Question

An alkene of molecular formula C 5 ​ H 10 ​ give two products A and B on reductive ozonolysis. A can give Iodoform test while B can give Cannizaro reaction. What is the structure of alkene :

TestHub · Accepted Answer

* Reductive ozonolysis cleaves the alkene's double bond to produce two carbonyl fragments, A and B.

* Product B gives a positive Cannizzaro reaction, meaning it must be an aldehyde with no $α$ -hydrogens, which identifies it as formaldehyde ( $H C H O$ , 1 carbon).

* Product A gives a positive iodoform test, meaning it contains a methyl ketone group ( $C H_{3} C = O$ ) and accounts for the remaining 4 carbons ( $C H_{3} COC H_{2} C H_{3}$ , 2-butanone).

* Combining formaldehyde and 2-butanone back together at their carbonyl carbons yields 2-methylbut-1-ene, which corresponds directly to structure (C).

Chemistry - Carbonyl compounds Question with Solution | TestHub

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