JEE Advance - Chemistry (2010 - Paper 2 Offline - No. 9)

The compounds $\mathbf{P}, \mathbf{Q}$ and $\mathbf{S}$ were separately subjected to nitration using $\mathrm{HNO}_3 / \mathrm{H}_2 \mathrm{SO}_4$ mixture. The major product formed in each case respectively, is :
IIT-JEE 2010 Paper 2 Offline Chemistry - Alcohols, Phenols and Ethers Question 1 English Option 1
IIT-JEE 2010 Paper 2 Offline Chemistry - Alcohols, Phenols and Ethers Question 1 English Option 2
IIT-JEE 2010 Paper 2 Offline Chemistry - Alcohols, Phenols and Ethers Question 1 English Option 3
IIT-JEE 2010 Paper 2 Offline Chemistry - Alcohols, Phenols and Ethers Question 1 English Option 4

Explanation

$$ \text { The products obtained on nitration of } \mathbf{P}, \mathbf{Q} \text { and } \mathbf{S} \text { are } $$

IIT-JEE 2010 Paper 2 Offline Chemistry - Alcohols, Phenols and Ethers Question 1 English Explanation 1

Here strongly activating and ortho-, para directing -OH group determines the site for electrophilic substitution.

IIT-JEE 2010 Paper 2 Offline Chemistry - Alcohols, Phenols and Ethers Question 1 English Explanation 2

Here $-\mathrm{OCH}_3$ is a stronger activator than $-\mathrm{CH}_3$ and both are ortho-, para directing.

IIT-JEE 2010 Paper 2 Offline Chemistry - Alcohols, Phenols and Ethers Question 1 English Explanation 3

Here, the substitution takes place on the activated ring (with substituent $\mathrm{PhCOO}^-$ ) at the sterically unhindered para-position.

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