Alcohols Phenols and Ethers — JEE Main PYQs

Given below are two statements :

Statement I: Phenol on treatment with ${\mathrm{CHCl}}_3/$ aq. KOH under refluxing condition, followed by acidification produces $p$-hydroxy benzladehyde as the major product and $o$-hydroxy benzaldehyde as the minor product.

Statement II …

3,3-Dimethyl-2-butanol cannot be prepared by:
A.
B.
C.
D.
E.
Choose the correct answer from the options given below:

A mixed ether ( P ), when heated with excess of hot concentrated hydrogen iodide produces two different alkyl iodides which when treated with aq. NaOH give compounds (Q) and (R). Both (Q) and (R) give yellow precipitate with NaOI. Identify the mixed ether (P):

Consider the following two reactions A and B .
(A) (see structure)
(B) (see structure)

Numerical value of [molar mass of $\mathrm{x}+$ molar mass of y ] is ______。

From the following, how many compounds contain at least one secondary alcohol?

Consider the following reaction sequence

vapour density 47]
Compound (y) develops characteristic colour with neutral ${\mathrm{FeCl}}_3$ solution.
Identify the INCORRECT statement from the following for the above sequence.

Amongst the following, the total number of compounds soluble in aqueous NaOH at room temperature is:

(I) Benzaldehyde
(II) 1-Naphthol
(III) p-Dimethylaminophenol
(IV) p-Cresol
(V) Benzoic acid
(VI) N,N-Dimethylcyclohexanamine
(VII) 1-Naphthoic acid
(VIII) Di-tert-butylbenzene
(I …

The descending order of acidity among the following compounds is
A. (see structure)
B. (see structure)
C. (see structure)
D. (see structure)
E. (see structure)
Choose the correct answer from the option given below options

Consider compounds $\mathrm{A},\mathrm{B}$ and C with following structural formulae
$\mathrm{A}={\mathrm{CH}}_3-{\mathrm{CH}}_2-{\mathrm{CH}}_2-{\mathrm{CH}}_2-{\mathrm{CH}}_2-\mathrm{OH}$
$\mathrm{B}={\mathrm{CH}}_2=\mathrm{CH}-{\mathrm{CH}}_2-{\mathrm{CH}}_2-{\mathrm{CH}}_3$ …

One mole of phenol is treated with dilute ${\mathrm{HNO}}_3$ at 298 K to give a mixture of products. The mixture is separated by steam distillation. The seam volatile compound ( X ) is separated. The increase in percentage of oxygen in (X) with respect to phenol is ____ $10^{-1}$ …

$R_f$ value for 2-methylpropene in a solvent system (Ethyl acetate + ether) is 0.42. 2-methylpropene is treated with dilute ${\mathrm{H}}_2{\mathrm{SO}}_4$ to give major organic product (X). $R_f$ value for (X) in the same solvent system under identical condition will be :

Consider the following sequence of reactions

The major product P is :

4.7 g of phenol is heated with Zn to give product X. If this reaction goes to $60\%$ completion then the number of moles of compound X formed will be _____ $\times 10^{-2}$ (Nearest Integer)
(Given molar mass in $\mathrm{g}{\mathrm{mol}}^{-1}$: H: 1, C: 12, O: 16)

Consider the following reaction.

(see structure)

Statement I: In the above reaction, product formed will be a mixture of benzyl alcohol and iodobenzene.
Statement II: In the above reaction, the -O-CH₂- bond is cleaved to give the product.

In the light of the above statements, …

What amount of bromine will be required to convert 2 g of phenol into 2, 4, 6-tribromophenol? (Given molar mass in $\mathrm{g}{\mathrm{mol}}^{-1}$ of $\mathrm{C},\mathrm{H},\mathrm{O},\mathrm{Br}$ are 12, $1,16,80$ respectively)

Given below are two statements:

Statement (I): The boiling points of alcohols and phenols increase with increase in the number of C-atoms.

Statement (II): The boiling points of alcohols and phenols are higher in comparison to other class of compounds such as ethers, haloalkanes …

Identify the products [A] and [B], respectively in the following reaction :

(see structure)

Which one of the following, with HBr will give a phenol?

Match List-I with List-II
| (B) (see structure) | (II) (a) $\mathrm{NaOH},368\mathrm{K}$; (b) …

Given below are two statements :

Statement I: Dimethyl ether is completely soluble in water. However, diethyl ether is soluble in water to a very small extent.

Statement II : Sodium metal can be used to dry diethyl ether and not ethyl alcohol.

In the light of given statements, …

Which one of the following reactions will not lead to the desired ether formation in major proportion? (iso-Bu $\Rightarrow$ isobutyl, sec-Bu $\Rightarrow$ sec-butyl, nPr $\Rightarrow$ n-propyl, ${}^{\mathrm{t}}\mathrm{Bu}\Rightarrow$ tert-butyl, Et $\Rightarrow$ ethyl)

Common name of Benzene-1, 2-diol is

Identify compound (Z) in the following reaction sequence.

Given below are two statement :

Statement I: Bromination of phenol in solvent with low polarity such as ${\mathrm{CHCl}}_3$ or ${\mathrm{CS}}_2$ requires Lewis acid catalyst.
Statement II : The lewis acid catalyst polarises the bromine to generate ${\mathrm{Br}}^{+}$.
In the …

Consider the given chemical reaction sequence :

Total sum of oxygen atoms in Product A and Product B are ____

Which one of the following reactions is NOT possible?

Consider the above reaction sequence and identify the major product P.

Given below are two statements :

Statement I: Picric acid is 2, 4, 6-trinitrotoluene.
Statement II : Phenol-2, 4-disulphuric acid is treated with conc. ${\mathrm{HNO}}_3$ to get picric acid.

In the light of the above statement, choose the most appropriate answer from the option …

In Reimer - Tiemann reaction, phenol is converted into salicylaldehyde through an intermediate. The structure of intermediate is ______ .

Which one the following compounds will readily react with dilute NaOH ?

Identify the major products A and B respectively in the following set of reactions.

For the given compounds, the correct order of increasing ${\mathrm{pK}}_{\mathrm{a}}$ value :
(A) (see structure)
(B) (see structure)
(C) (see structure)
(D) (see structure)
(E) (see structure)

Given below are two statements :

Statement (I) : p-nitrophenol is more acidic than m -nitrophenol and o-nitrophenol.
Statement (II) : Ethanol will give immediate turbidity with Lucas reagent.
In the light of the above statements, choose the correct answer from the options given …

The ascending order of acidity of -OH group in the following compounds is :
(A) $\mathrm{Bu}-\mathrm{OH}$
(B) (see structure)
(C) (see structure)
(D) (see structure)
(E) (see structure)

Choose the correct answer from the options given below :

Match List - I with List - II.

List-I (Reactants)
(A) Phenol, $\mathrm{Zn}/\Delta$
(B) Phenol, ${\mathrm{CHCl}}_3,\mathrm{NaOH},\mathrm{HCl}$
(C) Phenol, ${\mathrm{CO}}_2,\mathrm{NaOH},\mathrm{HCl}$
(D) Phenol, Conc. ${\mathrm{HNO}}_3$

List-II (Products)
(I) Salic …

Match List-I with List-II.

List - I (Reaction)
List - II (Reagent(s))

Choose the correct answer from the options given below:

Major product formed in the following reaction is a mixture of:

The major product (P) in the following reaction is

Phenol treated with chloroform in presence of sodium hydroxide, which further hydrolysed in presence of an acid results

Given below are two statements: One is labelled as Assertion A and the other is labelled as Reason R:

Assertion A: Alcohols react both as nucleophiles and electrophiles.

Reason R: Alcohols react with active metals such as sodium, potassium and aluminum to yield corresponding al …

Given below are two statements: One is labelled as Assertion A and the other is labelled as Reason R:
Assertion A: ${\mathrm{pK}}_{\mathrm{a}}$ value of phenol is 10.0 while that of ethanol is 15.9 .
Reason R: Ethanol is stronger acid than phenol.
In the light of the above statem …

Salicylaldehyde is synthesized from phenol, when reacted with

Match List I with List II:
List-I (Compound): A. Ethanol B. Phenol C. m-Nitrophenol D. p-Nitrophenol
List-II (pKₐ value): I. 10.0 II. 15.9 III. 7.1 IV. 8.3
Choose the correct answer from the options given below:

The strongest acid from the following is

A compound ' X ' when treated with phthalic anhydride in presence of concentrated ${\mathrm{H}}_2{\mathrm{SO}}_4$ yields ' Y '. ' Y ' is used as an acid/base indicator. ' X ' and ' Y ' are respectively:

Incorrect method of preparation for alcohols from the following is:

The correct order for acidity of the following hydroxyl compound is:
A. ${\mathrm{CH}}_3\mathrm{OH}$
B. ${\left({\mathrm{CH}}_3\right)}_3\mathrm{COH}$
C. (see structure)
D. (see structure)
E. (see structure)

Choose the correct answer from the options given below:

Given below are two statements: One is labelled as Assertion A and the other is labelled as Reason R.
Assertion A: Butan -1- ol has higher boiling point than ethoxyethane.
Reason R: Extensive hydrogen bonding leads to stronger association of molecules.
In the light of the above s …

Suitable reaction condition for preparation of Methyl phenyl ether is

In the above reaction. Left hand side and right hand side rings are named as ' A ' and ' B ' respectively. They undergo ring expansion. The correct statement for this process is: