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JEE Advanced 2026Paper 1
Exam
JEE Advanced
Year
2026
Paper
Paper 1
Subject
Chemistry
Chapter
Carboxylic Acid Derivatives

JEE Advanced 2026 · Paper 1 · Chemistry · Carboxylic Acid Derivatives

The sum of total number of carbonyl groups ( >C=O ) present in the...

The sum of total number of carbonyl groups (>C=O\text{>C=O}) present in the major products X\textbf{X} and Y\textbf{Y} in the following reactions is ____.
The sum of total number of carbonyl groups ( >C=O ) present in the major products X and Y in the following reactions is

Correct answer

0

Step-by-step solution

Reaction 1:
The reactant is 2,4-dimethyl-3-oxopentanedioic acid, which is a β\beta-keto acid (both −CO2H-\text{CO}_2\text{H} groups are at the β\beta-position with respect to the central ketone group). β\beta-keto acids readily undergo decarboxylation upon heating. Since there are two such groups, it will undergo double decarboxylation.

HO2C−CH(CH3)−C(=O)−CH(CH3)−CO2H→ΔCH3−CH2−C(=O)−CH2−CH3+2CO2\text{HO}_2\text{C}-\text{CH}(\text{CH}_3)-\text{C}(=\text{O})-\text{CH}(\text{CH}_3)-\text{CO}_2\text{H} \xrightarrow{\Delta} \text{CH}_3-\text{CH}_2-\text{C}(=\text{O})-\text{CH}_2-\text{CH}_3 + 2\text{CO}_2

The major product X\textbf{X} is 3-pentanone.
Number of carbonyl groups (>C=O>\text{C=O}) in X=1\textbf{X} = 1.

Reaction 2:
The reactant is *cis*-3,4-dicarboxycyclopentanone. The two carboxylic acid groups are on adjacent carbons (a 1,2-dicarboxylic acid system). Heating a 1,2-dicarboxylic acid leads to dehydration, forming a stable 5-membered cyclic anhydride.

The major product Y\textbf{Y} is the cyclic anhydride of the reactant, which is a fused bicyclic system containing the original cyclopentanone ring and a newly formed succinic anhydride ring.
The structure of Y\textbf{Y} contains one ketone carbonyl group and two anhydride carbonyl groups.
Number of carbonyl groups (>C=O>\text{C=O}) in Y=1+2=3\textbf{Y} = 1 + 2 = 3.

Sum of total number of carbonyl groups in X\textbf{X} and Y=1+3=4\textbf{Y} = 1 + 3 = 4.

Answer: 44
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