Join WhatsApp Icon JEE WhatsApp Group
Question 27

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

image


Correct Answer: 4.00

The two reactions given in the question belong to the standard conversion of an aromatic 1,2-dicarboxylic acid into its cyclic anhydride and back to the acid.

Case 1: Formation of the anhydride
Heating any 1,2-dicarboxylic acid (for example, phthalic acid) with a strong dehydrating agent such as $$P_2O_5$$ or concentrated $$H_2SO_4$$ removes one molecule of water intramolecularly and gives the corresponding cyclic anhydride.

The anhydride possesses two C=O bonds - one on each side of the bridging oxygen:
$$\text{O=C-O-C=O}$$

Hence, in the major product $$\mathbf{X}$$ (the anhydride) the total number of carbonyl groups is
$$n_{C=O}(X)=2$$

Case 2: Hydrolysis of the anhydride
When the anhydride $$\mathbf{X}$$ is treated with water (acidic, basic, or even neutral), the ring opens to regenerate the original 1,2-dicarboxylic acid.

Each -COOH group contains one carbonyl bond, so the dicarboxylic acid $$\mathbf{Y}$$ again has two C=O bonds:

$$n_{C=O}(Y)=2$$

Sum of carbonyl groups
$$n_{C=O}(X)+n_{C=O}(Y)=2+2=4$$

Therefore, the required sum is 4.

Final answer: 4.00

Get AI Help

Create a FREE account and get:

  • Free JEE Advanced Previous Papers PDF
  • Take JEE Advanced paper tests
Ask AI