JEE Main Chemistry question
How many of the following compounds will yield ethanol as one of the products on reductive ozonolysis (ozonolysis followed by reduction of the resulting carbonyls to alcohols)? Propene, 2-methylbut-2-ene, 2-methylbut-1-ene, 2,3-dimethylbut-2-ene, 2-methylpropene.
Answer: 2
Solution
Ethanol forms only when an alkene carbon is a "=CH–CH₃" unit (i.e., bears just H and a methyl group), giving acetaldehyde → ethanol on reduction. Propene (CH₃–CH=CH₂) cleaves to acetaldehyde (→ethanol) + formaldehyde (→methanol): YES. 2-Methylbut-2-ene, (CH₃)₂C=CH–CH�3, cleaves to acetone
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