Ozonolysis of alkenes results in cleavage of the double bond and formation of carbonyl compounds (aldehydes or ketones), depending on the structure of the alkene.
To solve this problem, we need to match the isomers of \(C_{10}H_{14}\) in List-I with their corresponding ozonolysis products in List-II. Let's analyze each option:
(A) Cyclohexene derivative: The ozonolysis of a simple cyclohexene derivative typically yields an aldehyde product due to the cleavage of the double bond without additional substitution complexity.
(B) 1,2-Dimethylcyclohexene: Ozonolysis of this compound results in a symmetrical break producing a diketone product, as both sides of the double bond would feature a carbonyl group.
(C) 1-Methylcyclohexene: Here, ozonolysis produces an aldehyde and a ketone. The presence of a methyl group allows for this variation due to the formation of different carbonyl groups on cleavage.
(D) 1,4-Dimethylcyclohexene: Similar to a simple cyclohexene but with additional methyl groups leading primarily to an aldehyde formation upon ozonolysis.
Now, let's match each isomer from List-I to its appropriate ozonolysis product in List-II:
(A) Cyclohexene derivative - (II) Diketone product.
(D) 1,4-Dimethylcyclohexene - (III) Aldehyde and ketone product.
Thus, the correct answer is: (A)-(II), (B)-(IV), (C)-(I), (D)-(III).
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Approach Solution -2
Ozonolysis is a reaction where ozone (O3) reacts with alkenes to break the carbon-carbon double bond and form various products like aldehydes, ketones, or mixtures. We need to identify the correct ozonolysis products for each isomer based on the structure of the compound.
Understanding Ozonolysis:
In ozonolysis, the carbon-carbon double bond (C=C) is cleaved, and each carbon involved in the double bond becomes part of a new functional group. Depending on the structure, ozonolysis can lead to:
Aldehyde products (if both carbons of the double bond are attached to hydrogen or alkyl groups).
Ketone products (if both carbons of the double bond are attached to other carbon atoms).
Aldehyde and ketone products (if one carbon is attached to a hydrogen and the other to a methyl group, for example).
Step 1: Analyze the Given Isomers
We are given four isomers of C10H14. Let's analyze each one and predict its ozonolysis product:
Isomer A: Cyclohexene Derivative
This is a cyclohexene derivative, meaning it has a six-membered ring with a double bond. Ozonolysis of cyclohexene derivatives typically results in the formation of aldehydes as both carbons involved in the double bond are usually substituted with hydrogen or alkyl groups.
Thus, the ozonolysis product is an aldehyde, corresponding to Option I (Aldehyde product).
Isomer B: 1,2-Dimethylcyclohexene
In 1,2-dimethylcyclohexene, the two methyl groups are attached to adjacent carbon atoms of the double bond. Upon ozonolysis, the reaction results in the formation of an aldehyde product at one position and a ketone at the other due to the methyl substitution. This gives an Aldehyde and Ketone product.
Thus, the ozonolysis product corresponds to Option IV (Aldehyde product).
Isomer C: 1-Methylcyclohexene
For 1-methylcyclohexene, the methyl group is attached to a carbon adjacent to the double bond. Ozonolysis leads to the formation of aldehydes because one of the carbons in the double bond is attached to a hydrogen (not another carbon), and the other carbon is attached to the methyl group.
Thus, the ozonolysis product corresponds to Option I (Aldehyde product).
Isomer D: 1,4-Dimethylcyclohexene
In 1,4-dimethylcyclohexene, the two methyl groups are attached to non-adjacent carbon atoms of the double bond. Ozonolysis would break the double bond and produce an aldehyde product at each position where the carbon involved in the double bond is attached to a hydrogen.
Thus, the ozonolysis product corresponds to Option III (Aldehyde and Ketone product).
Step 2: Match the Options
Based on the analysis of each isomer and its respective ozonolysis product, we can match List-I with List-II as follows:
(A) Cyclohexene derivative → (II) Diketone product
are isomeric compounds. 
are functional group isomers.