Alcohols, Phenols & Ethers · JEE Main previous year questions

The reactions which produce alcohol as the product are : $\text{A. }{\text{CH}}_4+{\text{O}}_2\stackrel{{\text{Mo}}_2{\text{O}}_3,\Delta }{\to }$ $\text{B. }2{\text{CH}}_3{\text{CH}}_3+3{\text{O}}_2\stackrel{({\text{CH}}_3\text{COO}{)}_2\text{Mn},\Delta }{\to }$ $\text{C. }({\text{CH}}_3{)}_3\text{CH}\stackrel{{\text{KMnO}}_4}{\to }$ $\text{D. }2{\text{CH}}_4+{\text{O}}_2\stackrel{\text{Cu}/523\text{K}/100\text{atm.}}{\to }$ $\text{E. }{\text{CH}}_3-\text{CH}=\text{CH}-{\text{CH}}_3\stackrel{{\text{KMnO}}_4/{\text{H}}^{+}}{\to }$ Choose the correct answer from the options given below :

1. A.B, D and E Only
2. B.A and D Only
3. C.A, C and E Only
4. D.C and D Only

The correct order of acidic strength of the major products formed in the given reactions, is : $\text{A. }{\text{PhNH}}_2\underset{\begin{array}{c}(2)\text{CuCN}\\ (3){\text{H}}_3{\text{O}}^{+}/\Delta \end{array}}{\overset{(1){\text{NaNO}}_2+\text{HCl}(<5^{\circ }\text{C})}{\to }}[\text{A}]$ $\text{B. }{\text{CH}}_3{\text{CH}}_2\text{CHO}\underset{\Delta }{\overset{[\text{Ag}({\text{NH}}_3{)}_2{]}^{+},{\text{OH}}^{-}}{\to }}[\text{B}]$ $\text{C. }{\text{CH}}_4+{\text{O}}_2\underset{\text{(ii) }{\text{Na}}_2{\text{Cr}}_2{\text{O}}_7/{\text{H}}^{+}}{\overset{\text{(i) }{\text{Mo}}_2{\text{O}}_3}{\to }}[\text{C}]$ $\text{D. }{\text{PhCH}}_2\text{MgBr}+{\text{CO}}_2\underset{{\text{H}}_3{\text{O}}^{+}}{\overset{\text{Dry ether}}{\to }}[\text{D}]$ Choose the correct answer from the options given below :

1. A.C > A > D > B
2. B.A > D > C > B
3. C.A > D > B > C
4. D.C > B > A > D

Match List - I with List - II. | List - I (Functional group (detection)) | List - II (Change observed during detection) | | :--- | :--- | | A. Unsaturation (Baeyer's test) | I. Red colour appears | | B. Alcoholic group (Ceric ammonium nitrate test) | II. Silver mirror appears | | C. Aldehyde group (Tollen's reagent) | III. Violet colour appears | | D. Phenolic group (${\mathrm{FeCl}}_3$ test) | IV. Discharge of pink colour | Choose the correct answer from the options given below :

1. A.A-IV, B-I, C-II, D-III
2. B.A-III, B-IV, C-I, D-II
3. C.A-III, B-IV, C-II, D-I
4. D.A-IV, B-III, C-II, D-I

Iodoform test can differentiate between A. Methanol and Ethanol B. ${\text{CH}}_3\text{COOH}$ and ${\text{CH}}_3{\text{CH}}_2\text{COOH}$ C. Cyclohexene and cyclohexanone D. Diethyl ether and Pentan-3-one E. Anisole and acetone Choose the correct answer from the options given below :

1. A.A, B & E Only
2. B.A & D Only
3. C.A & E Only
4. D.B, C & E Only

1. A.
2. B.
3. C.
4. D.

1. A.
2. B.
3. C.
4. D.

Match the \textbf{LIST-I} with \textbf{LIST-II} $$\begin{array}{ll}\text{LIST-I (Reagent)}& \text{LIST-II (Functional Group detected)}\\ \text{A. Sodium bicarbonate solution}& \text{I. double bond/unsaturation}\\ \text{B. Neutral ferric chloride}& \text{II. carboxylic acid}\\ \text{C. ceric ammonium nitrate}& \text{III. phenolic - OH}\\ \text{D. alkaline }\mathrm{KMn}{\mathrm{O}}_4& \text{IV. alcoholic - OH}\end{array}$$ Choose the \textit{correct} answer from the options given below:

1. A.A-II, B-III, C-I, D-IV
2. B.A-II, B-IV, C-III, D-I
3. C.A-III, B-II, C-IV, D-I
4. D.A-II, B-III, C-IV, D-I

1. A.
2. B.
3. C.
4. D.

Number of molecules from below which cannot give iodoform reaction is : Ethanol, Isopropyl alcohol, Bromoacetone, 2-Butanol, 2-Butanone, Butanal, 2-Pentanone, 3- Pentanone, Pentanal and 3-Pentanol.

1. A.4
2. B.3
3. C.5
4. D.2

An optically active alkyl halide ${\mathrm{C}}_4{\mathrm{H}}_9\mathrm{Br}[\mathrm{A}]$ reacts with hot $\mathrm{KOH}$ dissolved in ethanol and forms alkene $[B]$ as major product which reacts with bromine to give dibromide $[C]$. The compound $[C]$ is converted into a gas $[D]$ upon reacting with alcoholic ${\mathrm{NaNH}}_2$. During hydration 18 gram of water is added to 1 mole of gas [D] on warming with mercuric sulphate and dilute acid at 333 K to form compound [E]. The IUPAC name of compound [ E ] is :

1. A.Butan-2-ol
2. B.But-2-yne
3. C.Butan-2-one
4. D.Butan-1-al

1. A.(A)-(III), (B)-(II), (C)-(IV), (D)-(I)
2. B.(A)-(IV), (B)-(III), (C)-(I), (D)-(II)
3. C.(A)-(IV), (B)-(I), (C)-(II), (D)-(III)
4. D.(A)-(III), (B)-(IV), (C)-(II), (D)-(I)

1. A.
2. B.
3. C.
4. D.

Given below are two statements : Statement (I) : The boiling points of alcohols and phenols increase with increase in the number of C -atoms. Statement (II) : The boiling points of alcohols and phenols are higher in comparison to other class of compounds such as ethers, haloalkanes. In the light of the above statements, choose the correct answer from the options given below :

1. A.Statement I is false but Statement II is true
2. B.Both Statement I and Statement II are true
3. C.Statement I is true but Statement II is false
4. D.Both Statement I and Statement II are false

Match List I with List II $$\begin{array}{llll}& \text{LIST I}& & \text{LIST II}\\ & \text{(Test)}& & \text{(Identification)}\\ \text{A.}& \text{Baeyer’s test}& \text{I.}& \text{Phenol}\\ \text{B.}& \text{Ceric ammonium nitrate test}& \text{II.}& \text{Aldehyde}\\ \text{C.}& \text{Phthalein dye test}& \text{III.}& \text{Alcoholic-OH group}\\ \text{D.}& \text{Schiff’s test}& \text{IV.}& \text{Unsaturation}\end{array}$$ Choose the correct answer from the options given below :

1. A.(A)-(IV), (B)-(I), (C)-(II), (D)-(III)
2. B.(A)-(III), (B)-(I), (C)-(IV), (D)-(II)
3. C.(A)-(II), (B)-(III), (C)-(IV), (D)-(I)
4. D.(A)-(IV), (B)-(III), (C)-(I), (D)-(II)

1. A.
2. B.
3. C.
4. D.

Match List - I with List - II. | List I (Reactants) | List II (Product) | | :--- | :--- | | (A) Phenol, $\mathrm{Zn}/\Delta$ | (I) Salicylaldehyde | | (B) Phenol, $\mathrm{CHC}{\mathrm{l}}_3$, $\mathrm{NaOH}$, $\mathrm{HCl}$ | (II) Salicylic acid | | (C) Phenol, $\mathrm{C}{\mathrm{O}}_2$, $\mathrm{NaOH}$, $\mathrm{HCl}$ | (III) Benzene | | (D) Phenol, Conc. $\mathrm{HN}{\mathrm{O}}_3$ | (IV) Picric acid | Choose the correct answer from the options given below :

1. A.(A)-(IV), (B)-(I), (C)-(II), (D)-(III)
2. B.(A)-(III), (B)-(I), (C)-(II), (D)-(IV)
3. C.(A)-(IV), (B)-(II), (C)-(I), (D)-(III)
4. D.(A)-(III), (B)-(IV), (C)-(I), (D)-(II)

Given below are two statements: One is labelled as Assertion A and the other is labelled as Reason R: Assertion A: $\mathrm{p}{\mathrm{K}}_{\mathrm{a}}$ value of phenol is 10.0 while that of ethanol is 15.9 . Reason R: Ethanol is stronger acid than phenol. In the light of the above statements, choose the correct answer from the options given below:

1. A.A is false but R is true.
2. B.Both $A$ and $R$ are true but $R$ is NOT the correct explanation of $A$.
3. C.Both $\mathrm{A}$ and $\mathrm{R}$ are true and $\mathrm{R}$ is the correct explanation of $\mathrm{A}$.
4. D.$A$ is true but $R$ is false.

1. A.
2. B.
3. C.
4. D.

Match List I with List II | | List - I (Compound) | | List - II ($\mathrm{p}{\mathrm{K}}_{\mathrm{a}}$ value) | |---|---|---|---| | (A) | Ethanol | (I) | 10.0 | | (B) | Phenol | (II) | 15.9 | | (C) | m-Nitrophenol | (III) | 7.1 | | (D) | p-Nitrophenol | (IV) | 8.3 | Choose the correct answer from the options given below:

1. A.A-I, B-II, C-III, D-IV
2. B.A-IV, B-I, C-II, D-III
3. C.A-II, B-I, C-IV, D-III
4. D.A-III, B-IV, C-I, D-II

Two nucleotides are joined together by a linkage known as :

1. A.Phosphodiester linkage
2. B.Glycosidic linkage
3. C.Disulphide linkage
4. D.Peptide linkage

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 :

1. A.Statement I is true but Statement II is false
2. B.Both Statement I and Statement II are true
3. C.Both Statement I and Statement II are false
4. D.Statement I is false but Statement II is true

1. A.(A) < (D) < (C) < (B) < (E)
2. B.(C) < (A) < (D) < (B) < (E)
3. C.(C) < (D) < (B) < (A) < (E)
4. D.(A) < (C) < (D) < (B) < (E)

Phenolic group can be identified by a positive:

1. A.Tollen's test
2. B.Phthalein dye test
3. C.Carbylamine test
4. D.Lucas test

1. A.
2. B.
3. C.
4. D.