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JEE Advance - Chemistry (2010 - Paper 2 Offline - No. 17)

Two aliphatic aldehydes $\mathbf{P}$ and $\mathbf{Q}$ react in the presence of aqueous $\mathrm{K}_2 \mathrm{CO}_3$ to give compound $\mathbf{R}$, which upon treatment with HCN provides compound $\mathbf{S}$. On acidification and heating, $\mathbf{S}$ gives the product shown below :

Two aliphatic aldehydes $\mathbf{P}$ and $\mathbf{Q}$ react in the presence of aqueous $\mathrm{K}_2 \mathrm{CO}_3$ to give compound $\mathbf{R}$, which upon treatment with HCN provides compound $\mathbf{S}$. On acidification and heating, $\mathbf{S}$ gives the product shown below :

Two aliphatic aldehydes $\mathbf{P}$ and $\mathbf{Q}$ react in the presence of aqueous $\mathrm{K}_2 \mathrm{CO}_3$ to give compound $\mathbf{R}$, which upon treatment with HCN provides compound $\mathbf{S}$. On acidification and heating, $\mathbf{S}$ gives the product shown below :

The compound S is :
IIT-JEE 2010 Paper 2 Offline Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 1 English Option 1
IIT-JEE 2010 Paper 2 Offline Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 1 English Option 2
IIT-JEE 2010 Paper 2 Offline Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 1 English Option 3
IIT-JEE 2010 Paper 2 Offline Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 1 English Option 4

Explanation

IIT-JEE 2010 Paper 2 Offline Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 1 English Explanation 1

The given product is an ester, obtained by condensation of a hydroxy acid obtained through hydrolysis of a cyanohydrin :

IIT-JEE 2010 Paper 2 Offline Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 1 English Explanation 2

Acid above is obtained by acid hydrolysis of cyanohydrin S as

IIT-JEE 2010 Paper 2 Offline Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 1 English Explanation 3

S is obtained by nucleophile addition of HCN on R, hence R is

IIT-JEE 2010 Paper 2 Offline Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 1 English Explanation 4

$R$ is obtained by treatment of $P$ and $Q$ with aqueous $\mathrm{K}_2 \mathrm{CO}_3$ through aldol condensation reaction as

IIT-JEE 2010 Paper 2 Offline Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 1 English Explanation 5

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