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Alcohols, Phenols and Ethers · Question 7

JEE Main 2026 (Online) 28th January Morning ShiftMCQMedium📈 Topic in 13% papers+4−1
1

Consider the following reaction sequence : [figure] Compound (y) develops characteristic colour with neutral FeCl3 solution. Identify the INCORRECT statement from the following for the above sequence.

  1. Compound y will dissolve in NaHCO3 and evolve a gas.
  2. Compound x is more acidic than compound y.
  3. Both compounds x and y will dissolve in NaOH.
  4. Both compounds x and y will burn with sooty flame.

Answer

(2) Compound x is more acidic than compound y.

Solution

Compound x: C = 76.6 %, H = 6.38 %, O = 100 − 76.6 − 6.38 = 17.02 %

Moles: C = 76.612 = 6.38, H = 6.381 = 6.38, O = 17.0216 = 1.06

Ratio C : H : O = 6 : 6 : 1 empirical formula C6H6O (mass 94)

Molar mass = 2 × vapour density = 2 × 47 = 94 molecular formula C6H6O, i.e. phenol (x).

Kolbe's reaction: sodium phenoxide with CO2 (high pressure), followed by acidification, gives salicylic acid (y), which has a phenolic –OH and therefore gives a violet colour with neutral FeCl3:

[figure]

(1) Salicylic acid has a –COOH group, so it dissolves in NaHCO3 with evolution of CO2. Correct.

(2) Salicylic acid (a carboxylic acid, pKa ≈ 3) is much more acidic than phenol (pKa ≈ 10). So 'x is more acidic than y' is INCORRECT.

(3) Both phenol and salicylic acid are acidic enough to dissolve in NaOH. Correct.

(4) Both are aromatic compounds (high C : H ratio) and burn with a sooty flame. Correct.

Answer: (2)

JEE Main 2026 (Online) 28th January Morning Shift

Keep practising — Alcohols, Phenols and Ethers

2

Consider the following two reactions A and B. [figure] Numerical value of [molar mass of x + molar mass of y] is

  1. 46
  2. 160
  3. 88
  4. 4
JEE Main 2026 (Online) 24th January Morning Shift
3

A hydroxy compound (X) with molar mass 122 g mol-1 is acetylated with acetic anhydride, using a large excess of the reagent ensuring complete acetylation of all hydroxyl groups. The product obtained has a molar mass of 290 g mol-1. The number of hydroxyl groups present in compound (X) is:

  1. 2
  2. 4
  3. 3
  4. 5
JEE Main 2026 (Online) 24th January Morning Shift
4

From the following, how many compounds contain at least one secondary alcohol? [figure] Choose the correct answer from the options given below :

  1. Three
  2. Two
  3. Four
  4. Five
JEE Main 2026 (Online) 24th January Evening Shift
5

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) :

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
JEE Main 2026 (Online) 23rd January Evening Shift
6

Given below are two statements : In the light of the above statements, choose the correct answer from the options given below

  1. Statement I is true but Statement II is false
  2. Both Statement I and Statement II are true
  3. Both Statement I and Statement II are false
  4. Statement I is false but Statement II is true
JEE Main 2026 (Online) 22nd January Morning Shift
7

3,3-Dimethyl-2-butanol cannot be prepared by : Choose the correct answer from the options given below :

  1. B and E Only
  2. B, C and E Only
  3. B and C Only
  4. B Only
JEE Main 2026 (Online) 22nd January Evening Shift
8

Which one of the following reactions will not lead to the desired ether formation in major proportion? (iso-Bu isobutyl, sec-Bu sec-butyl, n-Pr n-propyl, tBu tert-butyl, Et ethyl)

  1. [figure]
  2. iso-Bu O Na + sec-BuBr sec-Bu–O–iso-Bu
  3. [figure]
  4. tBu O Na + EtBr tBu-O-Et
JEE Main 2025 (Online) 8th April Evening Shift
9

Given below are two statements : In the light of given statements, choose the correct answer from the options given below

  1. Statement I is false but Statement II is true
  2. Statement I is true but Statement II is false
  3. Both Statement I and Statement II are true
  4. Both Statement I and Statement II are false
JEE Main 2025 (Online) 7th April Morning Shift
10

Benzene is treated with oleum to produce compound (X) which when further heated with molten sodium hydroxide followed by acidification produces compound (Y). The compound Y is treated with zinc metal to produce compound (Z). Identify the structure of compound (Z) from the following options.

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
JEE Main 2025 (Online) 4th April Morning Shift
11

An organic compound (X) with molecular formula C3H6O is not readily oxidised. On reduction it gives C3H8O (Y) which reacts with HBr to give a bromide (Z) which is converted to Grignard reagent. This Grignard reagent on reaction with (X) followed by hydrolysis gives 2,3-dimethylbutan-2-ol. Compounds (X), (Y) and (Z) respectively are:

  1. CH3CH2CHO, CH3CH2CH2OH, CH3CH2CH2Br
  2. CH3COCH3, CH3CH(OH)CH3, CH3CH(Br)CH3
  3. CH3COCH3, CH3CH2CH2OH, CH3CH(Br)CH3
  4. CH3CH2CHO, CH3CH=CH2, CH3CH(Br)CH3
JEE Main 2025 (Online) 4th April Morning Shift

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