$R - OH\xrightarrow{{PC{l_3}}}{\text{A}}\xrightarrow[{{\text{dry ether}}}]{{Na}}{H_3}C - \mathop C\limits_{\begin{array}{*{20}{c}} | \\ H \end{array}}^{\begin{array}{*{20}{c}} {C{H_3}} \\ | \end{array}} - \mathop C\limits_{\begin{array}{*{20}{c}} | \\ H \end{array}}^{\begin{array}{*{20}{c}} {C{H_3}} \\ | \end{array}} - C{H_3}$ The value of R in above reaction is

$C{H_3} - \mathop C\limits_{\begin{array}{*{20}{c}} | \\ H \end{array}}^{\begin{array}{*{20}{c}} {C{H_3}} \\ | \end{array}} -$

$C{H_3} - \mathop C\limits_{\begin{array}{*{20}{c}} | \\ {C{H_3}} \end{array}}^{\begin{array}{*{20}{c}} {C{H_3}} \\ | \end{array}} -$

${H_3}C - \mathop C\limits_{\begin{array}{*{20}{c}} | \\ {C{H_3}} \end{array}}^{\begin{array}{*{20}{c}} {C{H_3}} \\ | \end{array}} - C{H_2} -$

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JEE • CHEMISTRY • ALCOHOLS & PHENOLS & ETHERS

Alcohols & phenols & ethers practice · Medium

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Showing 1-30 of 96 questions

1 Medium

1 of 96

Understanding +4 | -1

Which of the following can not be used to oxidise primary alcohols to aldehydes

View answer and explanation

Correct option: C

KMn{O_4}

in acidic medium

The correct answer is C (

KMn{O_4}

in acidic medium) because

KMn{O_4}

in acidic medium is a strong oxidizing agent and will oxidize primary alcohols all the way to carboxylic acids, not just aldehydes.

2 Medium

2 of 96

Understanding +4 | -1

Conc.

\mathrm{H}_2 \mathrm{SO}_4

heated with excess of

\mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}

140^{\circ} \mathrm{C}

to form

View answer and explanation

Correct option: A

\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OCH}_2 \mathrm{CH}_3

Option A (

\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OCH}_2 \mathrm{CH}_3

) is correct because the reaction of excess ethanol with concentrated sulfuric acid at 140°C leads to the formation of diethyl ether.

3 Medium

3 of 96

Understanding +4 | -1

Assertion (A):

{C a C l}_2

can't be used for drying ethyl alcohol.

Reason (R): Calcium chloride can form an addition compound with ethyl alcohol.

View answer and explanation

Correct option: A

If both Assertion and Reason are true and Reason is the correct explanation of Assertion

Option A is correct because calcium chloride forms an addition compound with ethyl alcohol, preventing it from acting as a drying agent.

4 Medium

4 of 96

Remembering +4 | -1

Lucas reagent is used to distinguish among primary, secondary and tertiary:

View answer and explanation

Correct option: B

Alcohols

Option B (Alcohols) is correct because Lucas reagent is specifically used to differentiate between primary, secondary, and tertiary alcohols based on their reactivity with the reagent.

5 Medium

5 of 96

Understanding +4 | -1

Four hydroxy compounds have functional groups as shown

\;\;\;\;\;|

\left( A \right) - \mathrm{C}{\mathrm{H}_2}\mathrm{OH}\left( B \right) - \mathrm{CHOH}\left( C \right)\phi - \mathrm{OH\;}\left( D \right)\phi - \mathrm{CHOH}

\;\;\;\;\;|

The purple colour with

\mathrm{FeC}{\mathrm{l}_3}

will be given by

View answer and explanation

Correct option: C

C\;

only

Option C (C only) is correct because phenols give a violet coloration with ferric chloride due to the formation of a colored iron complex.

6 Medium

6 of 96

Remembering +4 | -1

In the Victor-Meyer's test, the colors given by

1^{\circ}, 2^{\circ}

and

3^{\circ}

alcohols are respectively.

View answer and explanation

Correct option: B

Red, Blue, Colourless

The correct answer is B (Red, Blue, Colourless) because in the Victor-Meyer's test, primary alcohols give a red color, secondary alcohols give a blue color, and tertiary alcohols give a colorless solution.

7 Medium

7 of 96

Analyzing +4 | -1

R - OH\xrightarrow{{PC{l_3}}}{\text{A}}\xrightarrow[{{\text{dry ether}}}]{{Na}}{H_3}C - \mathop C\limits_{\begin{array}{cccccccccccccccccccc} | \\ H \end{array}}^{\begin{array}{cccccccccccccccccccc} {C{H_3}} \\ | \end{array}} - \mathop C\limits_{\begin{array}{cccccccccccccccccccc} | \\ H \end{array}}^{\begin{array}{cccccccccccccccccccc} {C{H_3}} \\ | \end{array}} - C{H_3}

The value of R in above reaction is

View answer and explanation

Correct option: B

C{H_3} - \mathop C\limits_{\begin{array}{cccccccccccccccccccc} | \\ H \end{array}}^{\begin{array}{cccccccccccccccccccc} {C{H_3}} \\ | \end{array}} -

The correct answer is B (

C{H_3} - \mathop C\limits_{\begin{array}{cccccccccccccccccccc}| \\ H \end{array}}^{\begin{array}{cccccccccccccccccccc} {C{H_3}} \\ | \end{array}} -

) because the given product is formed via a Wurtz reaction, requiring two identical alkyl halides derived from the same alcohol.

8 Medium

8 of 96

Understanding +4 | -1

Which compound is capable of strong hydrogen bonding?

View answer and explanation

Correct option: C

{\mathrm{C}_2}{\mathrm{H}_5}\mathrm{OH}

Option C (

\mathrm{N}{\mathrm{a}_2}\mathrm{C}{\mathrm{O}_3}

) is correct because sodium carbonate hydrolyzes to form a strong base (NaOH) and a weak acid (

H_2CO_3

9 Medium

9 of 96

Analyzing +4 | -1

Decreasing order of boiling points of

n

-pentanol (

A

n

-pentane (

B

), 3-pentanol (

C

) and 2,2-dimethyl propanol (

D

) is :

View answer and explanation

Correct option: A

A,\;C,D,\;B

Option A is correct because boiling point decreases with branching and increases with hydrogen bonding.

10 Medium

10 of 96

Understanding +4 | -1

The compound which will not react with sodium is

View answer and explanation

Correct option: A

Diethyl ether

Option A (Diethyl ether) is correct because ethers are generally unreactive towards sodium metal.

11 Medium

11 of 96

Analyzing +4 | -1

Which of the following gem diols is stable?

View answer and explanation

Correct option: C

{F_3}C - \mathop {\mathop {{\text{ }}C}\limits_{\begin{array}{cccccccccccccccccccc} | \\ {OH} \end{array}} }\limits^{\begin{array}{cccccccccccccccccccc} {OH} \\ | \end{array}} - H

Option C (

{F_3}C - \mathop {\mathop {{\text{ }}C}\limits_{\begin{array}{cccccccccccccccccccc} | \\ {OH} \\ \end{array}} }\limits^{\begin{array}{cccccccccccccccccccc} {OH} \\ | \\ \end{array}} - H

) is correct because the presence of strong electron-withdrawing groups like

F_3C

stabilizes the geminal diol.

12 Medium

12 of 96

Understanding +4 | -1

Assertion:Phenol reacts with

CH_3 I

in presence of

NaOH

to form methoxybenzene.

Reason: Phenoxide ion is a better nucleophile than phenol.

View answer and explanation

Correct option: A

If both Assertion and Reason are correct and Reason is the correct explanation of Assertion.

Option A (If both Assertion and Reason are correct and Reason is the correct explanation of Assertion) is correct because phenoxide ion is a stronger nucleophile than phenol due to the negative charge, leading to easier reaction with

CH_3I

13 Medium

13 of 96

Understanding +4 | -1

Assertion: When alkyl aryl ethers react with excess of hydrogen halides, phenol and alkyl halide are produced.

Reason: Alkyl aryl ethers are cleaved at the alkyl-oxygen bond due to more stable aryl-oxygen bond.

View answer and explanation

Correct option: A

If both Assertion and Reason are true and Reason is the correct explanation of Assertion

The correct answer is A (If both Assertion and Reason are true and Reason is the correct explanation of Assertion) because alkyl aryl ethers undergo cleavage at the alkyl-oxygen bond due to the greater stability of the aryl-oxygen bond.

14 Medium

14 of 96

Analyzing +4 | -1

Assertion:- Methoxy ethane has less boiling point than propanol.

Reason:- Methoxy ethane is more polar than propanol.

View answer and explanation

Correct option: C

If Assertion is True but the Reason is False

Option C is correct because while the assertion is true (methoxy ethane has a lower boiling point than propanol), the reason is false (methoxy ethane is less polar than propanol).

15 Medium

15 of 96

Analyzing +4 | -1

Assertion: Phenol undergo Kolbe reaction, ethanol does not.

Reason: Phenoxide ion is more basic than ethoxide ion.

View answer and explanation

Correct option: C

If Assertion is correct but Reason is incorrect.

Option C is correct. The assertion is correct as phenol undergoes Kolbe reaction while ethanol does not, but the reason is incorrect because phenoxide ion is less basic than ethoxide ion.

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16 Medium

16 of 96

Remembering +4 | -1

Anisole is the product obtained from phenol by the reaction known as

View answer and explanation

Correct option: B

Etherification

Option B (Etherification) is correct because anisole is a phenolic ether formed by the reaction of phenol with an alkyl halide or alcohol.

17 Medium

17 of 96

Remembering +4 | -1

Esterification of alcohols involves:

View answer and explanation

Correct option: A

H

of alcohol and

OH

of acid

Option A (

H

of alcohol and

OH

of acid) is correct because esterification involves the removal of

H

from the alcohol and

OH

from the carboxylic acid to form water.

18 Medium

18 of 96

Analyzing +4 | -1

How many structural isomers are known for

{\mathrm{C}_4}{\mathrm{H}_{10}}\mathrm{O}

View answer and explanation

Correct option: D

The correct answer is D (7) because there are 4 alcohol isomers and 3 ether isomers possible for the molecular formula C4H10O.

19 Medium

19 of 96

Understanding +4 | -1

Which of the following alcohol gives an alkyl halide on simply shaking with

HCl

at room temperature?

View answer and explanation

Correct option: A

3^\circ \,\,\mathrm{alcohol}

Option A (

3^\circ \,\,\mathrm{alcohol}

) is correct because tertiary alcohols react fastest with HCl due to the formation of a stable tertiary carbocation intermediate.

20 Medium

20 of 96

Understanding +4 | -1

When ethyl alcohol is dissolved in water, it is accompanied with:

View answer and explanation

Correct option: C

Absorption of heat and increase in volume

Option C (Absorption of heat and increase in volume) is correct because when ethyl alcohol is dissolved in water, it leads to an increase in volume and absorption of heat, indicating a positive deviation from Raoult's law.

21 Medium

21 of 96

Understanding +4 | -1

Alcoholic fermentation of sugar gives 3% glycerol. The yield can be increased to 25% if fermentation is made in presence of:

View answer and explanation

Correct option: C

\mathrm{N}{\mathrm{a}_2}\mathrm{S}

Option D (None of these) is correct because the presence of sodium bisulfite (

NaHSO_3

) increases the glycerol yield during alcoholic fermentation, not the given options.

22 Medium

22 of 96

Remembering +4 | -1

Alkyd resins, made of glycerol are used:

View answer and explanation

Correct option: C

For paints and coatings

Option C (For paints and coatings) is correct because alkyd resins, made from glycerol, are widely used in the production of paints and coatings due to their film-forming properties.

23 Medium

23 of 96

Understanding +4 | -1

An aqueous solution of ethyl alcohol:

View answer and explanation

Correct option: C

Does not affect the litmus colour

Option C (Does not affect the litmus colour) is correct because ethyl alcohol is a neutral compound and does not change the pH of the solution.

24 Medium

24 of 96

Analyzing +4 | -1

An alcohol is not oxidised in alkaline or neutral solution but in acidic solution it is turned first to acetone and then to acetic acid. It is a:

View answer and explanation

Correct option: C

Tertiary alcohol

Tertiary alcohols are not easily oxidized in alkaline or neutral solutions. In acidic conditions, they can be converted to alkenes and then further oxidized.

25 Medium

25 of 96

Application +4 | -1

2 mole of ethanol are burnt. The amount of

\mathrm{C}{\mathrm{O}_2}

obtained will be:

View answer and explanation

Correct option: C

176 g

Option C (176 g) is correct because 2 moles of ethanol produce 4 moles of CO2, and the molar mass of CO2 is 44 g/mol, so 4 * 44 = 176 g.

26 Medium

26 of 96

Understanding +4 | -1

Increasing order of acid strength among

p -

methoxyphenol,

p -

methylphenol and

p -

nitrophenol is:

View answer and explanation

Correct option: B

p -

methoxyphenol

<

p -

methylphenol

<

p -

nitrophenol

Option B (

p -

methoxyphenol

<

p -

methylphenol

<

p -

nitrophenol) is correct because electron-donating groups like methoxy decrease acidity, while electron-withdrawing groups like nitro increase acidity.

27 Medium

27 of 96

Analyzing +4 | -1

Which is true about this reaction?

View answer and explanation

Correct option: A

\mathrm{A}

is meso 2,3-butan-di-ol formed by syn addition

Option A (A is meso 2,3-butan-di-ol formed by syn addition) is correct because the syn addition of two -OH groups to a cis-alkene results in the formation of a meso compound.

28 Medium

28 of 96

Analyzing +4 | -1

Assertion : Reimer-Tiemann reaction of phenol with

{CCl}_4

{NaOH}

340 {~K}

gives salicyclic acid as the major product.

Reason: The reaction occurs through intermediate formation of dichlorocarbene.

View answer and explanation

Correct option: C

Assertion is correct, reason is incorrect.

Option C is correct. The assertion is correct as Reimer-Tiemann reaction with CCl4 gives salicylic acid, but the reason is incorrect as the intermediate is dichlorocarbene.

29 Medium

29 of 96

Remembering +4 | -1

Terylene is formed by the reaction of one of the following alcohols:

View answer and explanation

Correct option: C

Ethanediol

Option C (Ethanediol) is correct because Terylene (Dacron) is a polyester formed by the polymerization of ethylene glycol (ethanediol) and terephthalic acid.

30 Medium

30 of 96

Analyzing +4 | -1

An organic compound

X

on treatment with PCC in dichloromethane gives the compound

Y.

Compound

Y

reacts with

I_2

and alkali to form yellow precipitate of triiodomethane. The compound

{X}

View answer and explanation

Correct option: C

\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OH}

Option C (

\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OH}

) is correct because it's the only alcohol that can be oxidized to an aldehyde that gives a positive iodoform test.

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Key Takeaways

✓ This set contains 96 single-correct-answer MCQs on ALCOHOLS & PHENOLS & ETHERS.
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