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Alcohols, Phenols and Ethers

JEE Main 2025 (Online) 4th April Morning ShiftMCQMedium📈 Topic in 10% papers+4−1
Ques. 1JEE Main 2025, 4 April (Morning Shift)

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

Answer

(2) CH3COCH3, CH3CH(OH)CH3, CH3CH(Br)CH3

Solution

C3H6O not readily oxidised a ketone: X = CH3COCH3 (propanone).

Reduction: CH3COCH3 [H] CH3CH(OH)CH3 (Y, propan-2-ol, C3H8O)

CH3CH(OH)CH3 HBr CH3CH(Br)CH3 (Z, 2-bromopropane)

CH3CH(Br)CH3 Mg, dry ether (CH3)2CHMgBr

(CH3)2CHMgBr + CH3COCH3 (CH3)2CH-C(OMgBr)(CH3)2

H2O/H+ (CH3)2CH-C(OH)(CH3)2 (2,3-dimethylbutan-2-ol)

X, Y, Z = CH3COCH3, CH3CH(OH)CH3, CH3CH(Br)CH3

Answer: (2)

Keep practising — Alcohols, Phenols and Ethers

Ques. 2JEE Main 2025, 4 April (Evening Shift)

A toxic compound "A" when reacted with NaCN in aqueous acidic medium yields an edible cooking component and food preservative "B". "B" is converted to "C" by diborane and can be used as an additive to petrol to reduce emission. "C" upon reaction with oleum at 140 C yields an inhalable anesthetic "D". Identify "A", "B", "C" & "D", respectively :

  1. Methanol; acetic acid; ethanol; diethyl ether
  2. Ethanol; acetonitrile; ethylamine; ethylene
  3. Methanol; formaldehyde; methyl chloride; chloroform
  4. Acetaldehyde; 2-hydroxypropanoic acid; propanoic acid; dipropyl ether
Ques. 3JEE Main 2025, 29 January (Evening Shift)

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

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 4JEE Main 2025, 23 January (Evening Shift)

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 false but Statement II is true
  2. Both Statement I and Statement II are true
  3. Statement I is true but Statement II is false
  4. Both Statement I and Statement II are false
Ques. 5JEE Main 2025, 23 January (Evening Shift)

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

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 6JEE Main 2024, 9 April (Morning Shift)

Identify the product A and product B in the following set of reactions. [figure]

  1. A - CH3CH2CH2-OH B - CH3 OH |CH-CH3
  2. A - CH3- OH |CH-CH3 B - CH3CH2CH2-OH
  3. A - CH3CH2CH2-OH B - CH3CH2CH2-OH
  4. A - CH3CH2CH3 B - CH3CH2CH3
Ques. 7JEE Main 2024, 9 April (Morning Shift)

For the given compounds, the correct order of increasing pKa value : [figure] Choose the correct answer from the options given below :

  1. (E) < (D) < (C) < (B) < (A)
  2. (B) < (D) < (A) < (C) < (E)
  3. (D) < (E) < (C) < (B) < (A)
  4. (E) < (D) < (B) < (A) < (C)
Ques. 8JEE Main 2024, 8 April (Morning Shift)

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

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 9JEE Main 2024, 8 April (Evening Shift)

Match List I with List II Choose the correct answer from the options given below :

  1. (A)-(II), (B)-(IV), (C)-(I), (D)-(III)
  2. (A)-(I), (B)-(IV), (C)-(II), (D)-(III)
  3. (A)-(III), (B)-(II), (C)-(I), (D)-(IV)
  4. (A)-(IV), (B)-(II), (C)-(III), (D)-(I)
Ques. 10JEE Main 2024, 8 April (Evening Shift)

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

  1. C6H5CH2OH
  2. C2H5OH
  3. C6H5OH
  4. (CH3)3COH
Ques. 11JEE Main 2024, 6 April (Morning Shift)

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

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

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All JEE Main Chemistry chapters
Physical ChemistrySome Basic Concepts of ChemistryStructure of AtomStates of MatterThermodynamicsEquilibriumRedox ReactionsSolid StateSolutionsElectrochemistryChemical Kinetics
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Organic ChemistryOrganic Chemistry – Some Basic Principles and TechniquesIsomerismHydrocarbonsHaloalkanes and HaloarenesAlcohols, Phenols and EthersAldehydes, Ketones and Carboxylic AcidsAminesBiomoleculesPrinciples Related to Practical Chemistry