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Alcohols, Phenols and Ethers · Question 1

JEE Main 2026 (Online) 6th April Morning ShiftMCQMedium📈 Topic in 6% papers+4−1
1

Consider the following sequence of reactions [figure] The major product P is:

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]

Answer

(3) [figure]

Solution

Step 1: a 3° alcohol has no α-H, so over Cu at 573 K it is not dehydrogenated but dehydrated to an alkene:

[figure]

Step 2: H+ protonates 2-methylpropene to the stable 3° (tert-butyl) carbocation:

[figure]

Step 3: an oxygen of –COOH of benzoic acid attacks the carbocation; loss of H+ gives the ester:

[figure]

⇒ P = tert-butyl benzoate

Ring alkylation does not occur: –COOH strongly deactivates the ring towards Friedel–Crafts reactions.

Answer: (3)

JEE Main 2026 (Online) 6th April Morning Shift

Keep practising — Alcohols, Phenols and Ethers

2

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 10-2. (Nearest Integer) (Given molar mass in g mol-1 : H:1, C:12, O:16)

JEE Main 2026 (Online) 6th April Morning Shift
3

Consider the following reaction. [figure] In the light of the above statements, choose the correct answer from the options given below :

  1. Both Statement I and Statement II are true
  2. Both Statement I and Statement II are false
  3. Statement I is true but Statement II is false
  4. Statement I is false but Statement II is true
JEE Main 2026 (Online) 6th April Evening Shift
4

Consider compounds A, B and C with following structural formulae A = CH3-CH2-CH2-CH2-CH2-OH B = CH2=CH-CH2-CH2-CH3 C = HO-CH2-CH2-CH(OH)-CH3 For the conversion of B from A , reagent (D) required is and structural formula of product (E) obtained when C undergoes same reaction using excess reagent (D) is .

  1. D: Conc. H2SO4; E: CH2=CH-CH(OH)CH3
  2. D: PCC; E: HO-CH2-CH2-CH=CH2
  3. D: PCC; E: CH2=CH-CH=CH2
  4. D: Conc. H2SO4 or H3PO4; E: CH2=CH-CH=CH2
JEE Main 2026 (Online) 5th April Morning Shift
5

One mole of phenol is treated with dilute HNO3 at 298 K to give a mixture of products. The mixture is separated by steam distillation. The steam volatile compound (X) is separated. The increase in percentage of oxygen in (X) with respect to phenol is 10-1% (Given molar mass in g mol-1 H : 1, C : 12, N : 14, O : 16)

JEE Main 2026 (Online) 5th April Morning Shift
6

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

  1. 5
  2. 4
  3. 6
  4. 3
JEE Main 2026 (Online) 4th April Morning Shift
7

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.
JEE Main 2026 (Online) 28th January Morning Shift
8

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
9

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
10

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
11

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

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