Alcohols Phenols and Ethers — JEE Advanced PYQs

List-I contains various reaction sequences and List-II contains different phenolic compounds. Match each entry in List-I with the appropriate entry in List-II and choose the correct option.

List-I
(P) (see reaction scheme)
(Q) (see reaction scheme)
(R) (see reaction scheme)
(S) …

An organic compound P having molecular formula ${\mathrm{C}}_6{\mathrm{H}}_6{\mathrm{O}}_3$ gives ferric chloride test and does not have intramolecular hydrogen bond. The compound P reacts with 3 equivalents of ${\mathrm{NH}}_2\mathrm{OH}$ to produce oxime $\mathbf{Q}$. …

In the given reaction scheme, $\mathbf{P}$ is a phenyl alkyl ether, $\mathbf{Q}$ is an aromatic compound; $\mathbf{R}$ and $\mathbf{S}$ are the major products. …

An organic compound $\left({\mathrm{C}}_8{\mathrm{H}}_{10}{\mathrm{O}}_2\right)$ rotates plane-polarized light. It produces pink color with neutral ${\mathrm{FeCl}}_3$ solution. What is the total number of all the possible isomers for this compound?

Choose the correct option(s) for the following set of reactions

Total number of isomers, considering both structural and stereoisomers, of cyclic ethers with the molecular formula ${\mathrm{C}}_4{\mathrm{H}}_8\mathrm{O}$ is ____

The reaction of compound $\mathbf{P}$ with ${\mathrm{CH}}_3\mathrm{MgBr}$ (excess) in ${\left({\mathrm{C}}_2{\mathrm{H}}_5\right)}_2\mathrm{O}$ followed by addition of ${\mathrm{H}}_2\mathrm{O}$ gives $\mathbf{Q}$. The compound $\mathbf{Q}$ on treatment with …

The reaction of compound $\mathbf{P}$ with ${\mathrm{CH}}_3\mathrm{MgBr}$ (excess) in ${\left({\mathrm{C}}_2{\mathrm{H}}_5\right)}_2\mathrm{O}$ followed by addition of ${\mathrm{H}}_2\mathrm{O}$ gives $\mathbf{Q}$. The compound $\mathbf{Q}$ on treatment with …

The correct statement(s) about the following reaction sequence is(are) …

Consider all possible isomeric ketones, including stereoisomers, of $\mathrm{MW}=100$. All these isomers are independently reacted with ${\mathrm{NaBH}}_4$ (NOTE: stereoisomers are also reacted separately). The total number of ketones that give a racemic product(s) is/are

The acidic hydrolysis of ether (X) shown below is fastest when

The compound that does NOT liberate $C{O}_2$, on treatment with aqueous sodium bicarbonate solution, is

In the reaction

the products are

The correct acidity order of the following is

(I) (see structure)
(II) (see structure)
(III) (see structure)
(IV) (see structure)

A tertiary alcohol $\mathbf{H}$ upon acid catalysed dehydration gives a product I. Ozonolysis of I leads to compounds J and K. Compound J upon reaction with KOH gives benzyl alcohol and a compound $\mathbf{L}$, whereas $\mathbf{K}$ on reaction with KOH gives only …

Reimer-Tiemann reaction introduces an aldehyde group, on to the aromatic ring of phenol, ortho to the hydroxyl group. This reaction involves electrophilic aromatic substitution. This is a general method for the synthesis of substituted salicyladehydes as depicted below.

Which on …

Reimer-Tiemann reaction introduces an aldehyde group, on to the aromatic ring of phenol, ortho to the hydroxyl group. This reaction involves electrophilic aromatic substitution. This is a general method for the synthesis of substituted salicyladehydes as depicted below.

The elec …

Reimer-Tiemann reaction introduces an aldehyde group, on to the aromatic ring of phenol, ortho to the hydroxyl group. This reaction involves electrophilic aromatic substitution. This is a general method for the synthesis of substituted salicyladehydes as depicted below.

The stru …

When benzene sulfonic acid and p-nitrophenol are treated with ${\mathrm{NaHCO}}_3$, the gases released respectively are