Ozonolysis of an organic compound 'A' produces acetone and pro...
Ozonolysis of an organic compound 'A' produces acetone and pro...
Explanation:
The given reaction is an ozonolysis reaction, which involves the cleavage of a carbon-carbon double bond by ozone (O3) followed by the reductive workup.
In this reaction, the organic compound A produces acetone and propionaldehyde in an equimolar mixture. We need to identify which of the given compounds can produce this equimolar mixture of products.
To determine the product of the ozonolysis reaction, we need to consider the different possible ways the carbon-carbon double bond can be cleaved.
The ozonolysis reaction proceeds through two main steps:
1. Formation of ozonide: Ozone reacts with the double bond to form an intermediate called an ozonide. The ozonide is a cyclic compound containing an O-O bond.
2. Cleavage of ozonide: The ozonide is then cleaved by a reductive workup, which results in the formation of carbonyl compounds.
Based on the given products (acetone and propionaldehyde), we can infer the following cleavage pattern:
- The carbon adjacent to the double bond in the starting compound must have three different alkyl groups attached to it, resulting in the formation of a ketone (acetone).
- The other carbon of the double bond must have two different alkyl groups attached to it, resulting in the formation of an aldehyde (propionaldehyde).
Analysis of the given compounds:
a) 1-Pentene: This compound does not have a carbon adjacent to the double bond with three different alkyl groups attached to it. Therefore, it cannot produce the required products.
b) 2-Methyl-1-pentene: This compound does have a carbon adjacent to the double bond with three different alkyl groups attached to it. However, the other carbon of the double bond also has two identical methyl groups attached to it. Therefore, it cannot produce the required products.
c) 2-Methyl-2-pentene: This compound has a carbon adjacent to the double bond with three different alkyl groups attached to it. The other carbon of the double bond also has two different alkyl groups attached to it. Therefore, it can produce the required products (acetone and propionaldehyde) in an equimolar mixture.
d) 2-Pentene: This compound does not have a carbon adjacent to the double bond with three different alkyl groups attached to it. Therefore, it cannot produce the required products.
Conclusion:
From the analysis above, we can conclude that the organic compound A is 2-Methyl-2-pentene (option C) as it can produce acetone and propionaldehyde in an equimolar mixture through ozonolysis reaction.
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