Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs

Chapter Priority: Priority B MathonGo

Q1. Identify the major products A and B respectively in the following set of reactions.

08 Apr 2024 (M)

(1) (2)

(3) (4)

Q2. Which one the following compounds will readily react with dilute NaOH ? 08 Apr 2024 (E)
(1) C 2 H 5 OH (2) C 6 H 5 OH

(3) C 6 H 5 CH 2 OH (4) (CH 3 ) 3 COH

Q3.

Consider the above chemical reaction. Product " A " is : 06 Apr 2024 (E)
(1) (2)

(3) (4)

Q4. Consider the given reaction, identify the major product P .

–
(i) LiAlH 4 (ii) PCC (iii) HCN/OH
06 Apr 2024 (E)
CH 3 − COOH
−
–
→ "P"
(iv) H 2 O/OH,Δ

(1) (2) CH 3 − CH 2 − CH 2 − OH

(3) (4)

Q5. Given below are two statements :

Statement I : Piciric acid is 2,4,6 - trinitrotoluene.
Statement II : Phenol - 2,4 - disulphonic acid is treated with Conc. HNO to get picric acid.
3

In the light of the above statements, choose the most appropriate answer from the options given below :
06 Apr 2024 (M)
(1) Statement I is incorrect but Statement II is correct
(2) Both Statement I and Statement II are incorrect
(3) Statement I is correct but Statement II is incorrect
(4) Both Statement I and Statement II are correct

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
Chapter Priority: Priority B MathonGo

Q6. In Reimer - Tiemann reaction, phenol is converted into salicylaldehyde through an intermediate. The structure
of intermediate is _____ 06 Apr 2024 (M)
(1) (2)

(3) (4)

Q7. The major products formed :

A and B respectively are: 06 Apr 2024 (E)

(1) (2)

(3) (4)

Q8.

Consider the above reaction sequence and identify the major product P . 05 Apr 2024 (E)
(1) Methoxymethane (2) Methanoic acid
(3) Methanal (4) Methane

Q9. Identify compound (Z) in the following reaction sequence.

05 Apr 2024 (M)

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 Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
Chapter Priority: Priority B MathonGo

(1) (2)

(3) (4)

Q10. Consider the given chemical reaction sequence :

Total sum of oxygen atoms in Product A and Product B are _______ 05 Apr 2024 (M)

Q11. Given below are two statement:

Statements I : Bromination of phenol in solvent with low polarity such as CHCl or CS requires Lewis acid
3 2

catalyst.
Statements II : The Lewis acid catalyst polarises the bromine to generate Br . +

In the light of the above statements, choose the correct answer from the options given below : 05 Apr 2024 (M)
(1) Both Statement I and Statement II are true (2) Statement I is true but Statement II is false
(3) Statement I is false but Statement II is true (4) Both Statement I and Statement II are false

Q12. Which one of the following reactions is NOT possible? 05 Apr 2024 (E)
(1) (2)

(3) (4)

Q13.
CH 3 − CH 2 − CH 2 − Br + NaOH
− →
C 2 H 5 OH

Product 'A'

Consider the above reactions, identify product B and product C . 04 Apr 2024 (E)
(1) B = 1-Propanol C = 2-Propanol (2) B = C = 2-Propanol
(3) B = 2-Propanol C = 1-Propanol (4) B = C = 1-Propanol

Q14. Match List - I with List - II.

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
Chapter Priority: Priority B MathonGo

List-I (Reactants) List-II Products

(A) Phenol, Zn /Δ (I) Salicylaldehyde
(B) Phenol, CHCl 3, NaOH, HCl (II) Salicylic acid
(C) Phenol, CO 2, NaOH, HCl (III) Benzene
(D) Phenol, Conc. HNO 3 (IV) Picric acid
Choose the correct answer from the options given below.
01 Feb 2024 (E)
(1) (A)-(IV), (B)-(II), (C)-(I), (D)-(III) (2) (A)-(IV), (B)-(I), (C)-(II), (D)-(III)
(3) (A)-(III), (B)-(I), (C)-(II), (D)-(IV) (4) (A)-(III), (B)-(IV), (C)-(I), (D)-(II)

Q15. Given below are two statements: One is labelled as Assertion A and the other is labelled as Reason R:
Assertion A: pK value of phenol is 10. 0 while that of ethanol is 15. 9.
a

Reason R: Ethanol is stronger acid than phenol.

In the light of the above statements, choose the correct answer from the options given below:
31 Jan 2024 (M)
(1) A is true but R is false
(2) A is false but R is true
(3) Both A and R are true and R is the correct explanation of A
(4) Both A and R are true but R is NOT the correct explanation of A.

Q16. 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
alkoxides and liberate hydrogen.
In the light of the above statements, choose the correct answer from the options given below:
31 Jan 2024 (M)
(1) A is false but R is true.
(2) A is true but R is false.
(3) Both A and R are true and R is the correct explanation of A
(4) Both A and R are true but R is NOT the correct explanation of A

Q17. Salicylaldehyde is synthesized from phenol, when reacted with 30 Jan 2024 (E)
(1) (2) CO 2 , NaOH

(3) CCl 4 , NaOH (4) HCCl 3 , NaOH

Q18. Phenol treated with chloroform in presence of sodium hydroxide, which further hydrolysed in presence of an
acid results 29 Jan 2024 (E)
(1) Salicyclic acid (2) Benzene-1,2-diol
(3) Benzene-1, 3-diol (4) 2-Hydroxybenzaldehyde

Q19. Phenolic group can be identified by a positive: 27 Jan 2024 (E)

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
Chapter Priority: Priority B MathonGo

(1) Phthalein dye test (2) Lucas test

(3) Tollen’s test (4) Carbylamine test

Q20. 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 below :
27 Jan 2024 (M)
(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

Q21. Match List-I with List-II.

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

(A) (I) Na 2 Cr 2 O 7 /H 2 SO 4

(B) (II) (i) NaOH (ii) CH 3 Cl

(i)NaOH, CHCl
(C) (III)
3

(ii) NaOH (iii) HCl

(i) NaOH (ii) CO 2

(D) (IV)
(iii) HCl

Choose the correct answer from the options given below:

27 Jan 2024 (E)
(1) (A)-(IV), (B)-(I), (C)-(III), (D)-(II) (2) (A)-(II), (B)-(III), (C)-(I), (D)-(IV)
(3) (A)-(II), (B)-(I), (C)-(III), (D)-(IV) (4) (A)-(IV), (B)-(III), (C)-(I), (D)-(II)

Q22. Major product formed in the following reaction is a mixture of:

27 Jan 2024 (E)

(1) (2)

(3) (4)

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
Chapter Priority: Priority B MathonGo

Q23.

‘A’ formed in the above reaction is

15 Apr 2023 (M)

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

Q24. In the reaction given below

′B′ is:
13 Apr 2023 (M)
(1) (2)

(3) (4)

Q25.

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:
13 Apr 2023 (M)
(1) Ring expansion can go upto seven membered rings
(2) Finally both rings will become six membered each.
(3) Finally both rings will become five membered each.
(4) Only A will become 6 membered.

Q26. For the given reaction

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
Chapter Priority: Priority B MathonGo

The, total number of possible products formed by tertiary carbocation of A is_______.

13 Apr 2023 (M)

Q27. The major product for the following reaction is:

13 Apr 2023 (E)
(1) (2)

(3) (4)

Q28. In the following reaction

12 Apr 2023 (M)

(1) (2)

(3) (4)

Q29.

The number of hyperconjugation structures involved to stabilize carbocation formed in the above reaction is
__________.
11 Apr 2023 (M)

Q30.

Product [X] formed in the above reaction is: 11 Apr 2023 (E)

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
Chapter Priority: Priority B MathonGo

(1) (2)

(3) (4)

Q31. Suitable reaction condition for preparation of Methyl phenyl ether is 10 Apr 2023 (M)
(1) PhO ⊝
Na
⊕
, MeOH (2) Benzene, MeBr
(3) Ph − Br, MeO
⊖
Na
⊕
(4) PhO ⊝
Na
⊕
, MeBr

Q32. Incorrect method of preparation for alcohols from the following is:
10 Apr 2023 (E)
(1) Reaction of Ketone with RMgBr followed by hydrolysis.
(2) Reaction of alkyl halide with aqueous NaOH.
(3) Hydroboration-oxidation of alkene.
(4) Ozonolysis of alkene

Q33. The major product formed in the following reaction is

08 Apr 2023 (M)

(1) (2)

(3) (4)

Q34. A compound ′X′ when treated with phthalic anhydride in presence of concentrated H 2
SO 4 yields ′Y′. ′Y′ is
used as an acid/base indicator. ′X′ and ′Y′ are respectively 08 Apr 2023 (E)
(1) Anisole, methyl orange (2) Salicylaldehyde, Phenolphthalein
(3) Toludine, Phenolphthalein (4) Carbolic acid, Phenolphthalein

Q35. In the following reaction, ‘B’ is

06 Apr 2023 (E)

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
Chapter Priority: Priority B MathonGo

(1) (2)

(3) (4)

Q36. Decreasing order of dehydration of the following alcohols is

01 Feb 2023 (M)

(1) a > d > b > c (2) b > d > c > a (3) b > a > d > c (4) d > b > c > a
Q37. An organic compound ' A ' with empirical formula C 6 H6 O gives sooty flame on burning. Its reaction with
bromine solution in low polarity solvent results in high yield of B . B is 31 Jan 2023 (M)
(1) (2)

(3) (4)

Q38. Number of compounds from the following which will not dissolve in cold NaHCO 3 and NaOH solutions but
will dissolve in hot NaOH solution is _____ .
30 Jan 2023 (E)

Q39. Find out the major product for the following reaction

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
Chapter Priority: Priority B MathonGo

29 Jan 2023 (E)

(1) (2)

(3) (4)

Q40. The increasing order of pK for the following phenols is

a

(A) 2,4-Dinitrophenol
(B) 4-Nitrophenol
(C) 2,4,5-Trimethylphenol
(D) Phenol
(E) 3-Chlorophenol
Choose the correct answer from the option given below :
29 Jan 2023 (M)
(1) (A), (E), (B), (D), (C) (2) (A), (B), (E), (D), (C)
(3) (C), (D), (E), (B), (A) (4) (C), (E), (D), (B), (A)

Q41. Find out the major product from the following reaction.
25 Jan 2023 (E)

(1) (2)

(3) (4)

Q42. In the cumene to phenol preparation in presence of air, the intermediate is

25 Jan 2023 (M)
(1) (2)

(3) (4)

Q43. ' A ' in the given reaction is

25 Jan 2023 (E)

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
Chapter Priority: Priority B MathonGo

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

Q44. Find out the major products from the following reactions.
24 Jan 2023 (E)

(1) (2)

(3) (4)

Q45. A' and 'B' formed in the following set of reactions are:
24 Jan 2023 (M)

(1) (2)

(3) (4)

Q46. When enthanol is heated with conc. H 2 SO 4 , a gas is produced. The compound formed, when this gas is treated
with cold dilute aqueous solution of Baeyer's reagent, is 29 Jul 2022 (E)
(1) Formaldehyde (2) Formic acid
(3) Glycol (4) Ethanoic acid

Q47. A compound 'X' is acidic and it is soluble in NaOH solution, but insoluble in NaHCO solution. Compound '
3

X ' also gives violet colour with neutral FeCl solution. The compound 'X' is
3 29 Jul 2022 (M)

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
Chapter Priority: Priority B MathonGo

(1) (2)

(3) (4)

Q48.

Consider the above reaction sequence, the Product ‘C’ is

29 Jul 2022 (M)
(1) (2)

(3) (4)

Q49. The major product in the given reaction is

28 Jul 2022 (E)

(1) (2)

(3) (4)

Q50. Compound I is heated with Conc. HI to give a hydroxy compound A which is further heated with Zn dust to
give compound B. Identify A and B.

​
28 Jul 2022 (E)

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
Chapter Priority: Priority B MathonGo

(1) (2)

(3) (4)

Q51. Identify the major product A and B for the below given reaction sequence.

​
28 Jul 2022 (M)

(1) (2)

(3) (4)

Q52.

In the above reaction product B is

27 Jul 2022 (M)
(1) (2)

(3) (4)

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Q53. Major product 'B' of the following reaction sequence is

27 Jul 2022 (E)

(1) (2)

(3) (4)

Q54. The difference in the reaction of phenol with bromine in chloroform and bromine in water medium is due to
26 Jul 2022 (M)
(1) Hyperconjugation in substrate (2) Polarity of solvent
(3) Free radical formation (4) Electromeric effect of the substrate

Q55. Which reactant will give the following alcohol on reaction with one mole of phenyl magnesium bromide
(PhMgBr) followed by acidic hydrolysis?
26 Jul 2022 (M)

(1) CH 3 –C ≡ N (2) Ph − C ≡ N
(3) (4)

Q56. A 100 mL solution of CH 3 CH 2 MgBr on treatment with methanol produces 2. 24 mL of a gas at STP. The
weight of gas produced is____mg (nearest integer) 26 Jul 2022 (E)

Q57. A sample of 4. 5 mg of an unknown monohydric alcohol, R − OH was added to methylmagnesium iodide. A

gas is evolved and is collected and its volume measured to be 3. 1 mL . The molecular weight of the unknown
alcohol is g/ mol. 25 Jul 2022 (E)

Q58. Given below are two statements :

Statement I : On heating with KHSO , glycerol is dehydrated and acrolein is formed.
4

Statement II : Acrolein has fruity odour and can be used to test glycerol's presence.
Choose the correct option.
25 Jul 2022 (M)
(1) Both Statement I and Statement II are correct.
(2) Both Statement I and Statement II are incorrect
(3) Statement I is correct but Statement II is incorrect
(4) Statement I is incorrect but Statement II is correct

Q59. Given below are two statements.

Statement I : Phenols are weakly acidic.

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
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Statement II : Therefore they are freely soluble in NaOH solution and are weaker acids than alcohols and
water.
Choose the most appropriate option
29 Jun 2022 (M)
(1) Both Statement I and Statement II are correct.
(2) Statement I is correct but Statement II is incorrect.
(3) Statement I is incorrect but Statement II is correct.
(4) Both Statement I and Statement II are incorrect.

Q60. In the given reaction

the number of sp hybridised carbon (s) in compound ′X′ is _______.

2

29 Jun 2022 (E)

Q61.

In the given conversion the compound A is

29 Jun 2022 (M)

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

Q62. The major product P of the given reaction is (where, Me is − CH ) 3

28 Jun 2022 (E)

(1) (2)

(3) (4)

Q63. The major product of the following reaction contains____bromine atom(s).

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28 Jun 2022 (E)

Q64. Match List-I with List-II

List-I List-II

A I Br 2 in CS 2

B II Na 2 Cr 2 O 7 /H 2 SO 4

C III Zn

D IV CHCl 3 / NaOH

Question: Choose the correct answer from the options given below
27 Jun 2022 (E)
(1) A − IV, B − III, C − II, D − I (2) A − IV, B − III, C − I, D − II
(3) A − II, B − III, C − I, D − IV (4) A − IV, B − II, C − III, D − I

Q65. (C 7 H5 O2 )2
hv
˙
→ [X] → 2C 6 H 5 + 2 CO 2

Consider the above reaction and identify the intermediated 'X'

26 Jun 2022 (M)
(1) (2)

(3) (4)

Q66. Compound 'P' on nitration with dil. HNO yields two isomers (A) and (B). These isomers can be separated by
3

steam distillations. Isomers (A) and (B) show the intramolecular and intermolecular hydrogen bonding
respectively. Compound (P) on reaction with conc. HNO yields a yellow compound 'C', a strong acid. The
3

number of oxygen atoms is present in compound 'C' 26 Jun 2022 (M)

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
Chapter Priority: Priority B MathonGo

Q67.

Consider the above reaction sequence and identify the product B.

26 Jun 2022 (M)
(1) (2)

(3) (4)

Q68. Amongst the following, the major product of the given chemical reaction is
25 Jun 2022 (E)

(1) (2)

(3) (4)

Q69. In the following reaction :

The compounds A and B respectively are

25 Jun 2022 (M)

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
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(1) (2)

(3) (4)

Q70. The intermediate X, in the reaction

25 Jun 2022 (M)

(1) (2)

(3) (4)

Q71. The major product formed in the following reaction, is

25 Jun 2022 (E)

(1) (2)

(3) (4)

Q72. Hex-4-ene-2-ol on treatment with PCC gives 'A'. 'A' on reaction with sodium hypoiodite gives 'B', which on
further heating with soda lime gives 'C'. The compound 'C' is 24 Jun 2022 (E)
(1) 2-pentene (2) proponaldehyde
(3) 2-butene (4) 4-methylpent-2-ene

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Q73. Given below are two statements :

Statement I : The process of producing syn-gas is called gasification of coal.
Statement II : The composition of syn-gas is CO + CO 2 + H 2 (1 : 1 : 1).

In the light of the above statements, choose the most appropriate answer from the options given below:
31 Aug 2021 (M)
(1) Both Statement I and Statement II are false. (2) Statement I is true but Statement II is false
(3) Statement I is false but Statement II is true. (4) Both Statement I and Statement II are true.

Q74. The major products A and B in the following set of reactions are:
31 Aug 2021 (M)

(1) (2)

(3) (4)

Q75. Given below are two statements : one is labelled as Assertion (A) and the other is labelled as Reason (R).
Assertion (A) : Synthesis of ethyl phenyl ether may be achieved by Williamson synthesis.
Reason (R): Reaction of bromobenzene with sodium ethoxide yields ethyl phenyl ether.
In the light of the above statements, choose the most appropriate answer from the options given below.
27 Aug 2021 (M)
(1) Both (A) and (R) are correct but (R) is NOT the correct explanation of (A)
(2) (A) is correct but (R) is not correct
(3) (A) is not correct but (R) is correct
(4) Both (A) and (R) are correct and (R) is the correct explanation of (A)

Q76. Given below are two statements :

Statement I : Ethyl pent-4-yn-oate on reaction with CH 3
MgBr gives a 3°-alcohol.
Statement II : In this reaction one mole of ethyl pent-4-yn-oate utilizes two moles of CH 3
MgBr.
In the light of the above statements, choose the most appropriate answer from the options given below :
27 Aug 2021 (E)
(1) Both Statement I and Statement II are false (2) Statement I is true but Statement II is false
(3) Statement I is false but Statement II is true (4) Both Statement I and Statement II are true

Q77. The major product of the following reaction, if it occurs by S N

2 mechanism is :
27 Aug 2021 (E)

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
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(1) (2)

(3) (4)

Q78. Which one of the following phenols does not give colour when condensed with phthalic anhydride in presence
of conc. H 2 SO 4 ? 26 Aug 2021 (E)
(1) (2)

(3) (4)

Q79.

Consider the above reaction and identify the Product P :

27 Jul 2021 (M)
(1) (2)

(3) (4)

Q80.

Consider the above reaction, the major product P formed is :-

27 Jul 2021 (E)

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Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
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(1) (2)

(3) (4)

Q81.

Consider the above reaction, the major product 'P' is:

25 Jul 2021 (M)
(1) (2)

(3) (4)

Q82.

The given reaction can occur in the presence of :

(a) Bromine water
(b) Br in CS
2 2, 273 K

(c) Br 2 / FeBr 3

(d) Br in CHCl
2 3, 273 K

Choose the correct answer from the options given below:

25 Jul 2021 (M)
(1) (b) and (d) only (2) (a) and (c) only
(3) (b), (c) and (d) only (4) (a), (b) and (d) only

Q83. An organic compound A(C 6 H 6 O) gives dark green colouration with ferric chloride. On treatment with CHCl 3

and KOH, followed by acidification gives compound B. Compound B can also be obtained from compound C
on reaction with pyridinium chlorochromate (PCC). Identify A, B and C. 22 Jul 2021 (M)

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 Alcohols Phenols and Ethers JEE Main 2024 - 2019 PYQs
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(1) (2)

(3) (4)

Q84. Which of the following compounds will provide a tertiary alcohol on reaction with excess of CH 3
MgBr

followed by hydrolysis ? 22 Jul 2021 (M)

(1) (2)

(3) (4)

Q85. To synthesise 1 mole of 2−methylpropan−2−ol from Ethylethanoate equivalents of CH 3 MgBr reagent will
be required. (Integer value) 20 Jul 2021 (M)

3−
−
Q86. In the given reaction
−2, 2− → ′A′ A Bromo dimethyl butane
C 2 H 5 OH

Product is:
(Major Product)

20 Jul 2021 (M)

(1) 2−Ethoxy−3, 3− dimethyl butane (2) 1−Ethoxy−3, 3 − dimethyl butane
(3) 2−Ethoxy−2, 3− dimethyl butane (4) 2−Hydroxy−3, 3− dimethyl butane

Q87. Main Products formed during a reaction of 1-methoxy naphthalene with hydroiodic acid are: 18 Mar 2021 (E)
(1) (2)

and CH 3
OH and CH 3
I

(3) (4)

and CH 3 OH and CH 3 I

Q88. Match List−I with List−II :

List−I List− II
(Chemicals) (Use / Preparation / Constituent)
(a) Alcoholic potassium hydroxide (i) Electrodes in batteries
(b) Pd / BaSO 4 (ii) Obtained by addition reaction
(c) BHC (Benzene hexachloride) (iii) Used for β−elimination reaction
(d) Polyacetylene (iv) Lindlar's catalyst
Choose the most appropriate match

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18 Mar 2021 (M)

(1) a − ii, b − i, c − iv, d − iii (2) a − iii, b − iv, c − ii, d − i
(3) a − iii, b − i, c − iv, d − ii (4) a − ii, b − iv, c − i, d − iii

Q89.

The above reaction requires which of the following reaction conditions?

17 Mar 2021 (M)
(1) 573 K, Cu, 300 atm (2) 623 K, Cu, 300 atm

(3) 573 K, 300 atm (4) 623 K, 300 atm

Q90.

In the above reaction, the structural formula of (A), "X" and "Y" respectively are :
17 Mar 2021 (E)

(1) (2)

(3) (4)

Q91. Identify A in the given reaction.

26 Feb 2021 (E)

(1) (2)

(3) (4)

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Q92. Identify the major products A and B respectively in the following reactions of phenol
26 Feb 2021 (M)

(1) (2)

(3) (4)

Q93. What is the final product (major) 'A' in the given reaction?

Major product among the following is?

24 Feb 2021 (M)
(1) (2)

(3) (4)

Q94. A solution of phenol in chloroform when treated with aqueous NaOH gives compound Pas a major product.
The mass percentage of carbon in P is ______ . 06 Sep 2020 (E)

Q95. The major product of the following reaction is :

05 Sep 2020 (E)

(1) (2)

(3) (4)

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Q96. An organic compound (A) (molecular formula C 6 H 12 O 2 ) was hydrolysed with dil. H 2 SO 4 to give a
carboxylic acid (B) and an alcohol (C). ‘C ’ gives white turbidity immediately when treated with anhydrous
ZnCl 2 and conc. HCl. The organic compound (A) is: 04 Sep 2020 (M)
(1) (2)

(3) (4)

Q97. When neopentyl alcohol is heated with an acid, it slowly converted into an 85 : 15 mixture of alkenes A and B,
respectively. What are these alkenes? 04 Sep 2020 (M)
(1) (2)

(3) (4)

Q98. The major product [B] in the following reaction is :

04 Sep 2020 (E)

(1) CH 2 = CH 2 (2)

(3) (4) CH 3 − CH 2 CH = CH − CH 3

Q99. Consider the following reaction:

The product′P′gives positive ceric ammonium nitrate test. This is because of the presence of which of these
– OH group(s)?
03 Sep 2020 (E)
(1) (b) only (2) (c) and (d)
(3) (d) only (4) (b) and (d)

Q100. Consider the following reactions A (i)CH 3 MBr

(ii)H 3 O
+
B
Cu

573K
2 − methyl − 2 − butene . The mass percentage of
carbon in A is _____________. 09 Jan 2020 (E)

Q101. The major product of the following reaction is:

08 Jan 2020 (M)

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(1) (2)

(3) (4)

Q102. The major product in the following reaction is:

08 Jan 2020 (E)

(1) (2)

(3) (4)

Q103. 1-methyl ethylene oxide when treated with an excess of HBr produces 07 Jan 2020 (M)
(1) (2)

(3) (4)

Q104. What will be the major product when m-cresol is reacted with propargyl bromide (HC ≡ C − CH 2 Br) in
presence of K 2 CO 3 in acetone? 12 Apr 2019 (E)
(1) (2)

(3) (4)

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Q105. Consider the following reactions:

‘A’ is: 12 Apr 2019 (E)

(1) CH 2 = CH 2 (2) CH ≡ CH
(3) CH 3 − C ≡ C − CH 3 (4) CH 3 − C ≡ CH

Q106. The major product of the following reaction is:

10 Apr 2019 (M)

(1) (2)

(3) (4)

Q107. The major product of the following reaction is

09 Apr 2019 (M)

(1) (2)

(3) (4)

Q108. The organic compound that gives following qualitative analysis is:
Test Inference
(a) Dil. HCl Insoluble
(b) NaOH solution Soluble
(c) Br 2 /water Decolourization
09 Apr 2019 (M)

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(1) (2)

(3) (4)

Q109. p-Hydroxybenzophenone upon reaction with bromine in carbon tetrachloride gives: 09 Apr 2019 (E)
(1) (2)

(3) (4)

Q110. An organic compound ‘X’ showing the following solubility profile is:
08 Apr 2019 (M)

(1) m-Cresol (2) o-Toluidine

(3) Oleic acid (4) Benzamide

Q111. The major product of the f following reaction is:

08 Apr 2019 (M)

(1) (2)

(3) (4)

Q112. The major product of the following reaction is:

08 Apr 2019 (M)

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(1) (2)

(3) (4)

Q113.

cannot be prepared by:

12 Jan 2019 (M)
(1) HCHO + PhCH(CH 3) CH 2 MgX (2) PhCOCH 2 CH 3 + CH 3 MgX

(3) CH 3 CH 2 COCH 3 + PhMgX (4) PhCOCH 3 + CH 3 CH 2 MgX

Q114. The major product of the following reaction is:

11 Jan 2019 (M)

(1) (2)

(3) (4)

Q115. The major product of the following reaction is

10 Jan 2019 (E)

(1) (2)

(3) (4)

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Q116. The products formed in the reaction of cumene with O followed by treatment with dil HCl are:
2

09 Jan 2019 (E)

(1) (2)

(3) (4)

Q117. The major product of the following reaction is:

09 Jan 2019 (E)

(1) (2)

(3) (4)

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ANSWER KEYS
1. (4) 2. (2) 3. (1) 4. (3) 5. (1) 6. (1) 7. (1) 8. (4)
9. (1) 10. (14) 11. (3) 12. (4) 13. (3) 14. (3) 15. (1) 16. (4)
17. (4) 18. (4) 19. (1) 20. (1) 21. (4) 22. (4) 23. (1) 24. (4)
25. (2) 26. (5) 27. (2) 28. (2) 29. (7) 30. (3) 31. (4) 32. (4)
33. (2) 34. (4) 35. (3) 36. (2) 37. (1) 38. (3) 39. (2) 40. (2)
41. (1) 42. (4) 43. (2) 44. (1) 45. (4) 46. (3) 47. (2) 48. (4)
49. (3) 50. (4) 51. (2) 52. (1) 53. (2) 54. (2) 55. (4) 56. (3)
57. (33) 58. (3) 59. (2) 60. (8) 61. (2) 62. (3) 63. (1) 64. (1)
65. (3) 66. (7) 67. (4) 68. (1) 69. (3) 70. (3) 71. (4) 72. (3)
73. (2) 74. (1) 75. (2) 76. (2) 77. (1) 78. (4) 79. (4) 80. (2)
81. (3) 82. (3) 83. (1) 84. (1) 85. (2) 86. (3) 87. (2) 88. (2)
89. (4) 90. (1) 91. (2) 92. (4) 93. (1) 94. (69) 95. (1) 96. (1)
97. (2) 98. (2) 99. (1) 100. (66.67) 101. (3) 102. (4) 103. (2) 104. (2)
105. (4) 106. (3) 107. (2) 108. (3) 109. (1) 110. (1) 111. (1) 112. (1)
113. (1) 114. (1) 115. (2) 116. (3) 117. (1)

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