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Explore popular questions from Alcohols, Phenols and Ethers for JEE Advanced. This collection covers Alcohols, Phenols and Ethers previous year JEE Advanced questions hand picked by experienced teachers.

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Alcohols, Phenols and Ethers

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Q 1. Ethyl alcohol is heated with conc {tex} \mathrm { H } _ { 2 } \mathrm { SO } _ { 4 } {/tex} the product formed is

A

B

D

Explanation

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Q 2. {tex} \mathrm {HBr}{/tex} reacts fastest with:

{tex} 2 - {/tex} methylpropan{tex} - 2 - {/tex} ol

B

propan{tex} - 1 - {/tex} ol

C

propan {tex} -2 - {/tex} ol

D

{tex} 2- {/tex} methylpropan{tex} - 1 - {/tex} ol

Explanation

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Q 3. The product of acid catalyzed hydration of 2 -phenylpropene is

A

3 -phenyl-2-propanol

B

1 -phenyl-2-propanol

2 -phenyl- 2 -propanol

D

2 -phenyl- 1 -propanol

Explanation

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Q 4. Chemical reaction of alcohols are mainly based on -{tex}\mathrm{OH}{/tex} group of alcohol. The oxygen atom of -{tex}\mathrm{OH}{/tex} group polarize both the {tex} \mathrm { C } - 0 {/tex} bond and the {tex} 0 - \mathrm { H } {/tex} bond of any alcohol. Polarization of the {tex} 0 - \mathrm { H } {/tex} bond makes the hydrogen partially positive and explain why alcohols are weak acids. Polarization of the {tex} \mathrm { C } - 0 {/tex} bond makes the carbon atoms partially positive. The polarization of {tex} \mathrm { C } - 0 {/tex} bond is responsible for the weak basic character of alcohols. On the basis of the above explanation, alcohols give two types of reactions.Which of the following alcohols is the strongest acid?

A

{tex} \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { OH } {/tex}

B

{tex} \left( \mathrm { CH } _ { 3 } \right) _ { 3 } \mathrm { COH } {/tex}

{tex} \mathrm { CH } _ { 3 } \mathrm { OH } {/tex}

D

{tex} \left( \mathrm { CH } _ { 3 } \right) _ { 2 } \mathrm { CHCH } _ { 2 } \mathrm { OH } {/tex}

Explanation

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Q 5.
The compound {tex} ( \mathrm { C } ) {/tex} is:

B

C

D

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Q 6.

HBr reacts fastest with:

2-Methyl propan-2-ol

B

Propan-1-ol

C

Propan-2-ol

D

2-Methyl propan-1-ol

Explanation

Reactivity of alcohol with is alcohol

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Q 7.

Diethyl ether on heating with cons.HI gives two moles of:

A

Ethanol

B

Iodoform

Ethyl iodide

D

Methyl iodide

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Q 8.

Phenol coloured product. This is due to the formation of:

A

B

D

All

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Q 9.

The strongest acid among the following aromatic compound is:

A

-Nitrophenol

B

-Chlorophenol

-Nitrophenol

D

-Nitrophenol

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Q 10.

The crown-guest complex is called an inclusion compound. The crown ether allows the inorganic salt to dissolve in non-polar solvents. forms a complex with crown ether. In this complex, the host is………… and the guest is……………

A

and crown ether

Crown ether and

C

and crown ether

D

Crown ether and

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Q 11.

In the following compounds,

The order of acidity is:

A

B

C

Explanation

In(IV), at exerts more -withdrawing effect due to and effects, but in (III), at -position exert only effect. So,(IV) is stronger than (III).

Phenol (I) is stronger than (II) in which (Me) group exerts - donating effect due to (+I and H.C.). Hence, the other of acidic character is as given above

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Q 12.

Products

Which of the following statements is true about the above reaction?

i.The product is

ii. the strong acid first protonates to give , from which (an extremely good leaving group) is displaced

iii. acts as a nucleophile

iv. acts as a nucleophile

A

i and ii

i, ii, and iii

C

i, ii, and iv

D

All

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Q 13.

The compound which reacts fastest with Lucas reagent at room temperature is:

A

Butan-2-ol

B

Butan-1-ol

C

2-Methyl propan-1-ol

2-Methyl propan-2-ol

Explanation

Reactivity of alcohol with Lucas reagent is . Further, (d) is a alcohol

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Q 14.

Three compounds I, II and III are given

The compounds (A), (B) and (C), respectively, are:

I, II, andIII

B

I, III , and II

C

II, I and III

D

II, III, and I

Explanation

also resuces group to group and group to , along with reaction at bond to from alcohol (anti-Markovnikov’s rule)

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Q 15.

Benzene diazonium chloride on reaction with phenol in a basic medium gives:

A

Diphenyl ether

-Hydroxy azobenzene

C

Chlorobenzene

D

Benzene

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Q 16.

Which of the following alcohols has the highest boiling point?

A

Methanol

B

2-Butanol

1-Butanol

D

2-Methyl-2-propanol

Explanation

All are alcohols and form H-Bonding. Options (b), (c) and (d) have four C atoms. Only (C) is a straight chain alcohol having a larger surface area, and thus high boiling point

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Q 17.

Which of the following is produced during the following reaction?

A

Ethanol

B

Ethanal

Methanol

D

Methanal

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Q 18.

Consider the reaction

Which of the following statements id wrong?

A

The nucleophile in the reaction is

The nucleophile in the reaction is

C

The leaving group is

D

reaction occurs

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Q 19.

Which of the following reactions is possible?

A

B

C

Explanation

Six types of ethers cannot be prepared by Williamson’s synthesis


RX

RONa

1.

2.

3.

4.

Ar

Ar

5.

Vinyl

Vinyl

6.

Neopentyl

Neopentyl

a.Not feasible,

b.Not feasible,

c. Not feasible, , ArONa

d. Feasible, ArONa

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Q 20.

Which of the following ethers is present in clove oil?

A

Anethole

Eugenol

C

Vanillin

D

Thymol

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Q 21.

The decreasing other of acidic character of the following is:

(III)

B

C

D

Explanation

Due to two -withdrawing groups in (II), it is more acidic than (I) (one EW group)

Moreover, (II) is much more resonance stabilised than (I)

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Q 22.

When propanol is heated with at , the product obtained is:

A

Dipropyl ether

Propene

C

Ethene

D

Diethyl ether

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Q 23.

Three compounds I, II and III are given

The compounds (A), (B), and (C), respectively, are:

A

I, II, and III

B

I, III, and II

III, II, and I

D

III, I, and II

Explanation

besides reacting at also selectively reduces only group to group in cyclic ester

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Q 24.

Amongst the following phenols which one is most acidic?

Picric acid

B

2-Nitrophenol

C

2,4-Dinitrophenol

D

-Nitrophenol

Explanation

Picric acid is the strongest acid due to the presence of three group and effect)

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Q 25.

Which among the following compounds will not give effervescence with sodium bicarbonate?

A

B

D

Picric acid

Explanation

Phenol does not react with or . Although picric acid is a phenolic compound (2,4,6- trinitrophenol), due to the presence of group it is highly acidic and reacts with or