Alcohols, Phenols & Ethers · JEE Main previous year questions

Suitable reaction condition for preparation of Methyl phenyl ether is

1. A.$\text{Benzene},\text{MeBr}$
2. B.${\text{PhO}}^{\ominus }{\text{Na}}^{\oplus },\text{MeBr}$
3. C.$\text{Ph - Br},{\text{MeO}}^{\ominus }{\text{Na}}^{\oplus }$
4. D.${\text{PhO}}^{\ominus }{\text{Na}}^{\oplus },\text{MeOH}$

Incorrect method of preparation for alcohols from the following is:

1. A.Hydroboration-oxidation of alkene.
2. B.Reaction of Ketone with $\text{RMgBr}$ followed by hydrolysis.
3. C.Ozonolysis of alkene.
4. D.Reaction of alkyl halide with aqueous $\text{NaOH}$.

Among the following, the number of compounds which will give positive iodoform reaction is _________ (a) 1-Phenylbutan-2-one (b) 2-Methylbutan-2-ol (c) 3-Methylbutan-2-ol (d) 1-Phenylethanol (e) 3,3-dimethylbutan-2-one (f) 1-Phenylpropan-2-ol

1. A.$\text{d}>\text{b}>\text{c}>\text{a}$
2. B.$\text{b}>\text{d}>\text{c}>\text{a}$
3. C.$\text{a}>\text{d}>\text{b}>\text{c}$
4. D.$\text{b}>\text{a}>\text{d}>\text{c}$

Match List I with List II $$\begin{array}{llll}& \text{List I Reaction}& & \text{List II Reagents}\\ \text{(A)}& \text{Hofmann Degradation}& \text{(I)}& \text{Conc. KOH, }\Delta \\ \text{(B)}& \text{Clemmensen reduction}& \text{(II)}& \mathrm{CHC}{\mathrm{l}}_3,NaOH/{\mathrm{H}}_3{\mathrm{O}}^{\oplus }\\ \text{(C)}& \text{Cannizzaro reaction}& \text{(III)}& \mathrm{B}{\mathrm{r}}_2,\mathrm{NaOH}\\ \text{(D)}& \text{Reimer-Tiemann Reaction}& \text{(IV)}& \mathrm{Zn}-Hg/HCl\end{array}$$ Choose the correct answer from the options given below :

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

The increasing order of $\mathrm{p}{\mathrm{K}}_{\mathrm{a}}$ for the following phenols is (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 :

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

A solution of $\mathrm{Cr}{\mathrm{O}}_5$ in amyl alcohol has a __________ colour.

1. A.Yellow
2. B.Orange-Red
3. C.Green
4. D.Blue

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

A $1.84\mathrm{mg}$ sample of polyhydric alcoholic compound 'X' of molar mass $92.0g/mol$ gave $1.344\mathrm{mL}$ of ${\mathrm{H}}_2$ gas at STP. The number of alcoholic hydrogens present in compound 'X' is ____.

Which technique among the following, is most appropriate in separation of a mixture of $100\mathrm{mg}$ of $p$-nitrophenol and picric acid ?

1. A.Steam distillation
2. B.2-5 ft long column of silica gel
3. C.Sublimation
4. D.Preparative TLC (Thin Layer Chromatography)

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

The number of compound/s given below which contain/s -COOH group is __________. (Integer answer) (A) Sulphanilic acid (B) Picric acid (C) Aspirin (D) Ascorbic acid

Glycerol is separated in soap industries by :

1. A.Fractional distillation
2. B.Distillation under reduced pressure
3. C.Differential extraction
4. D.Steam distillation

Arrange the following compounds in increasing order of C–OH bond length : methanol, phenol, p-ethoxyphenol

1. A.phenol < methanol < p-ethoxyphenol
2. B.methanol < p-ethoxyphenol < phenol
3. C.methanol < phenol < p-ethoxyphenol
4. D.phenol < p-ethoxyphenol < methanol

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

Two open beakers one containing a solvent and the other containing a mixture of that solvent with a non volatile solute are together sealed in a container. Over time :

1. A.The volume of the solution increases and the volume of the solvent decreases.
2. B.The volume of solution does not change and the volume of the solvent decreases.
3. C.The volume of the solution and the solvent does not change.
4. D.The volume of the solution decreases and the volume of the solvent increases.

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

The synonym for water gas when used in the production of methanol is :

1. A.fuel gas
2. B.laughing gas
3. C.syn gas
4. D.natural gas

In the following reaction : $\text{Aldehyde}+\text{Alcohol}\stackrel{HCl}{\to }\text{Acetal}$ | Aldehyde | Alcohol | | :--- | :--- | | $\mathrm{HCHO}$ | ${}^t\mathrm{BuOH}$ | | $\mathrm{C}{\mathrm{H}}_3\mathrm{CHO}$ | $\mathrm{MeOH}$ | The best combination is

1. A.$\mathrm{C}{\mathrm{H}}_3\mathrm{CHO}$ and $\mathrm{MeOH}$
2. B.$\mathrm{HCHO}$ and $\mathrm{MeOH}$
3. C.$\mathrm{C}{\mathrm{H}}_3\mathrm{CHO}$ and $t\mathrm{BuOH}$
4. D.$\mathrm{HCHO}$ and $t\mathrm{BuOH}$

The correct match between items of List - I and List - II is : $$\begin{array}{llll}\text{List - I}& & \text{List - II}& \\ \text{(A)}& \text{Phenelzine}& \text{(P)}& \text{Pyrimidine}\\ \text{(B)}& \text{Chloroxylenol}& \text{(Q)}& \text{Furan}\\ \text{(C)}& \text{Uracil}& \text{(R)}& \text{Hydrazine}\\ \text{(D)}& \text{Ranitidine}& \text{(S)}& \text{Phenol}\end{array}$$

1. A.(A) - (R), (B) - (S), (C) - (P), (D) - (Q)
2. B.(A) - (S), (B) - (R), (C) - (P), (D) - (Q)
3. C.(A) - (S), (B) - (R), (C) - (Q), (D) - (P)
4. D.(A) - (R), (B) - (S), (C) - (Q), (D) - (P)

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

The correct match between items of List-I and List-II is : List - I: (A) Coloured impurity (B) Mixture of o-nitrophenol and p-nitrophenol (C) Crude Naphtha (d) Mixture of glycerol and sugars List - II: (P) Steam distilation (Q) Fractional distilation (R) Charcoal treatment (S) Distillation under reduced pressure

1. A.(A)-(R), (B)-(S), (C)-(P), (D)-(Q)
2. B.(A)-(R), (B)-(P), (C)-(S), (D)-(Q)
3. C.(A)-(R), (B)-(P), (C)-(Q), (D)-(S)
4. D.(A)-(P), (B)-(S), (C)-(R), (D)-(Q)

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

Bakelite is obtained from phenol by reacting it with

1. A.Acetaldehyde
2. B.Chlorobenzene
3. C.Formaldehyde
4. D.Acetamide

From amongst the following alcohols the one that would react fastest with conc. HCl and anhydrous $\mathrm{ZnC}{\mathrm{l}}_2$, is

1. A.2–Butanol
2. B.2–Methylpropan–2–ol
3. C.2–Methylpropanol
4. D.1–Butanol