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Chemistry chapters

Alcohols, Phenols & Ethers

14 JEE Main questions · Chemistry

  1. ChemistryJEE Main 22 Jan 2026, Shift 1·Q3·MCQ·Easy–moderate
    Open

    Reimer tiemann reaction

    Given below are two statements :

    Statement I : Phenol on treatment with CHClX3\ce{CHCl3}/aq. KOH under refluxing condition, followed by acidification produces p-hydroxy benzaldehyde as the major product and o-hydroxy benzaldehyde as the minor product.

    Statement II : The mixture of p-hydroxybenzaldehyde and o-hydroxybenzaldehyde can be easily separated through steam distillation.

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

    1. (1)Both Statement I and Statement II are false
    2. (2)Statement I is true but Statement II is false
    3. (3)Both Statement I and Statement II are true
    4. (4)Statement I is false but Statement II is true
    We corrected a printing error in the original paper

    Source printed “p-hydroxy benzladehyde”.

  2. ChemistryJEE Main 22 Jan 2026, Shift 2·Q19·MCQ·Moderate
    Open

    Preparation of alcohols

    3, 3-Dimethyl-2-butanol cannot be prepared by :
    • (A)
    • (B)
    • (C)
    • (D)
    • (E)
    Choose the correct answer from the options given below :
    1. (1)B only
    2. (2)B and E only
    3. (3)B and C only
    4. (4)B, C and E only
    We corrected a printing error in the original paper

    Source printed “3, 3-Dimenthyl-2-butanol”.

  3. ChemistryJEE Main 23 Jan 2026, Shift 1·Q4·MCQ·Moderate
    Open

    Hydroboration oxidation conversion

    The correct sequence of reagents for the above conversion of X to Y is :
    1. (1)(i) NaOH (aq) (ii) Jones reagent (iii) HX3OX+\ce{H3O+}
    2. (2)(i) BX2HX6\ce{B2H6}/HX2OX2\ce{H2O2} (ii) NaOEt (iii) Jones reagent
    3. (3)(i) Jones reagent (ii) NaOEt (iii) Hot KMnOX4\ce{KMnO4}/KOH
    4. (4)(i) NaOEt (ii) BX2HX6\ce{B2H6}/HX2OX2\ce{H2O2} (iii) Jones reagent
    We corrected a printing error in the original paper

    Option (2): source printed “BX2HX6\ce{B2H6}/HX2OX2\ce{H2O2} (ii) NaOEt (iii) Jones reagent” without the step label “(i)”.

  4. ChemistryJEE Main 23 Jan 2026, Shift 2·Q16·MCQ·Moderate
    Open

    Cleavage of ethers by hi

    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. (1)
    2. (2)
    3. (3)
    4. (4)

    Flawed question. Two options are correct: option (4) as drawn is the same ethyl sec-butyl ether as the keyed option (1) (and even read as ethyl isopropyl ether it gives ethanol and propan-2-ol, both iodoform-positive); no evident intended version. It is shown for completeness and is left out of practice tests.

  5. ChemistryJEE Main 24 Jan 2026, Shift 1·Q15·MCQ·Easy–moderate
    Open

    Acetylation of hydroxyl groups

    A hydroxy compound (X) with molar mass 122 g mol−1^{-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^{-1}. The number of hydroxyl groups present in compound (X) is :
    1. (1)3
    2. (2)5
    3. (3)2
    4. (4)4
  6. ChemistryJEE Main 24 Jan 2026, Shift 1·Q18·MCQ·Easy
    Open

    Acidity of phenol and benzoic acid

    Consider the following two reactions A and B.
    Numerical value of [molar mass of x ++ molar mass of y] is .
    1. (1)4
    2. (2)88
    3. (3)46
    4. (4)160
  7. ChemistryJEE Main 24 Jan 2026, Shift 2·Q16·MCQ·Easy–moderate
    Open

    Classification of alcohols

    From the following, how many compounds contain at least one secondary alcohol ?
    Choose the correct answer from the options given below :
    1. (1)Five
    2. (2)Three
    3. (3)Four
    4. (4)two
  8. ChemistryJEE Main 28 Jan 2026, Shift 1·Q4·MCQ·Moderate
    Open

    Kolbe reaction of phenol

    Consider the following reaction sequence

    Compound (y) develops characteristic colour with neutral FeClX3\ce{FeCl3} solution.

    Identify the INCORRECT statement from the following for the above sequence.

    1. (1)Both compounds x and y will dissolve in NaOH.
    2. (2)Compound y will dissolve in NaHCOX3\ce{NaHCO3} and evolve a gas.
    3. (3)Compound x is more acidic than compound y.
    4. (4)Both compounds x and y will burn with sooty flame.
  9. ChemistryJEE Main 4 Apr 2026, Shift 1·Q16·MCQ·Easy–moderate
    Open

    Acidity of phenols and carboxylic acids

    Amongst the following, the total number of compounds soluble in aqueous NaOH at room temperature is:
    1. (1)5
    2. (2)4
    3. (3)6
    4. (4)3
  10. ChemistryJEE Main 5 Apr 2026, Shift 1·Q17·MCQ·Easy–moderate
    Open

    Acid catalysed dehydration of alcohols

    Consider compounds A, B and C with following structural formulae

    A = CHX3−CHX2−CHX2−CHX2−CHX2−OH\ce{CH3-CH2-CH2-CH2-CH2-OH}

    B = CHX2=CH−CHX2−CHX2−CHX3\ce{CH2=CH-CH2-CH2-CH3}

    C = HO−CHX2−CHX2−CH(OH)−CHX3\ce{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. (1)
      DE
      Conc. HX2SOX4\ce{H2SO4}CHX2=CH−CH(OH)−CHX3\ce{CH2=CH-CH(OH)-CH3}
    2. (2)
      DE
      PCCHO−CHX2−CHX2−CH=CHX2\ce{HO-CH2-CH2-CH=CH2}
    3. (3)
      DE
      PCCCHX2=CH−CH=CHX2\ce{CH2=CH-CH=CH2}
    4. (4)
      DE
      Conc. HX2SOX4\ce{H2SO4} or HX3POX4\ce{H3PO4}CHX2=CH−CH=CHX2\ce{CH2=CH-CH=CH2}
    We corrected a printing error in the original paper

    Option (1): source printed E as “CH2_2 = CH – CH(OH)/CH3_3”.

  11. ChemistryJEE Main 5 Apr 2026, Shift 1·Q23·Numerical·Moderate
    Open

    Nitration of phenol steam distillation

    One mole of phenol is treated with dilute HNOX3\ce{HNO3} at 298K 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\times\,10^{-1}%

    (Given molar mass in g mol−1^{-1} H:1, C:12, N:14, O:16)

    We corrected a printing error in the original paper

    Source printed “The seam volatile compound”; the source prints no “×\times” between the blank and “10−110^{-1}%”.

  12. ChemistryJEE Main 6 Apr 2026, Shift 1·Q17·MCQ·Moderate
    Open

    Dehydration of tertiary alcohol over copper

    Consider the following sequence of reactions
    The major product P is :
    1. (1)
    2. (2)
    3. (3)
    4. (4)
  13. ChemistryJEE Main 6 Apr 2026, Shift 1·Q23·Numerical·Easy–moderate
    Open

    Reduction of phenol with zinc

    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\times\,10^{-2} (Nearest Integer)

    (Given molar mass in g mol−1^{-1} : H : 1, C : 12, O : 16)

  14. ChemistryJEE Main 6 Apr 2026, Shift 2·Q16·MCQ·Easy–moderate
    Open

    Cleavage of ethers by hi

    Consider the following reaction.

    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−CHX2X−\ce{-O-CH2-} bond is cleaved to give the product.

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

    1. (1)Both Statement I and Statement II are true
    2. (2)Both Statement I and Statement II are false
    3. (3)Statement I is true but Statement II is false
    4. (4)Statement I is false but Statement II is true