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Test: Aromatic Electrophilic Substitution - NEET MCQ


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Test: Aromatic Electrophilic Substitution - Question 1

Direction (Q. Nos. 1 - 10) This is section contains 10 multiple choice questions. Each question has four choices (a), (b), (c) and (d) out of which ONLY ONE option is correct.

Q. The electrophile in sulphonation of benzene using fuming sulphuric acid is

Detailed Solution for Test: Aromatic Electrophilic Substitution - Question 1

The correct answer is Option B.
Fuming sulphuric acid, H2S2O7, can be thought of as a solution of SO3 in sulphuric acid - and so is a much richer source of the SO3. Sulphur trioxide is an electrophile because it is a highly polar molecule with a fair amount of positive charge on the sulphur.

Test: Aromatic Electrophilic Substitution - Question 2

In nitration of benzene using cone. H2SO4 and cone. HNO3, the role of nitric acid is

Detailed Solution for Test: Aromatic Electrophilic Substitution - Question 2

The correct answer is Option B.
Nitration is electrophilic substitution reaction; in its first step HNO3 takes protons from sulphuric acid and then forms −NO2+ so here HNO3 acts as base.
 
Mechanism of reaction as shown

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Test: Aromatic Electrophilic Substitution - Question 3

The increasing order of reactivity of the following compounds towards electrophilic aromatic substitution reaction is

Test: Aromatic Electrophilic Substitution - Question 4

What is the correct increasing order of reactivity of the following compounds towards electrophilic aromatic substitution reaction?

Detailed Solution for Test: Aromatic Electrophilic Substitution - Question 4

The correct answer is option B

Test: Aromatic Electrophilic Substitution - Question 5

What is major product of the reaction below?

Detailed Solution for Test: Aromatic Electrophilic Substitution - Question 5

The correct answer is option D

Test: Aromatic Electrophilic Substitution - Question 6

Predict major product of the following reaction.

Test: Aromatic Electrophilic Substitution - Question 7

Which of the following act as electrophile in halogenation?

Detailed Solution for Test: Aromatic Electrophilic Substitution - Question 7

Halonium ion act as electrophile in halogenation. Nitronium ion is used in nitration. Sulphonium ion is used in sulphonation. Acylium ion is used in acylation.

Test: Aromatic Electrophilic Substitution - Question 8

Identify the correct order of reactivity of following towards aromatic electrophilic substitution reaction.

I. Toluene
II. Benzene
III. Chlorobenzene
IV. Nitrobenzene

Detailed Solution for Test: Aromatic Electrophilic Substitution - Question 8

The correct answer is Option A
Toluene is having one methyl group which is an electron-donating group causing a negative charge on the carbon atom of the ring so it is highly reactive towards electrophile which is already electron deficient.
Benzene has a delocalised set of electron clouds which attracts electrophile while chloro and nitro group are electronegative causing positive charge on carbon atoms so are not reactive towards electrophilic substitution.
Cl shows -I effect and −NO2 shows a strong electron-withdrawing effect. So least reactive
a)IV < III < II < I
 

Test: Aromatic Electrophilic Substitution - Question 9

Predict the major product in the following reaction.

[IIT JEE 2001]

Test: Aromatic Electrophilic Substitution - Question 10

What is true about sulphonation of C6H6?

*Multiple options can be correct
Test: Aromatic Electrophilic Substitution - Question 11

Direction (Q. Nos. 11 - 15) This section contains 5 multiple choice questions. Each question has four choices (a), (b), (c) and (d), out of which ONE or MORE THAN ONE are correct.

Q. What is/are true regarding following reaction?

*Multiple options can be correct
Test: Aromatic Electrophilic Substitution - Question 12

What is/are true about chlorination of toluene?

*Multiple options can be correct
Test: Aromatic Electrophilic Substitution - Question 13

Consider the following reaction,

The correct statement(s) is/are

Test: Aromatic Electrophilic Substitution - Question 14

 Which among these is not a representative arene compound?

*Multiple options can be correct
Test: Aromatic Electrophilic Substitution - Question 15

The compound(s) that undergo slower electrophilic substitution than benzene is/are

Test: Aromatic Electrophilic Substitution - Question 16

Direction (Q. Nos. 16 - 21) This section contains 2 paragraphs, each describing theory, experiments, data, etc. Six questions related to the paragraphs have been given. Each question has only one correct answer among the four given options (a), (b), (c) and (d).

Passage I

Consider the following road-map reaction,

 

Q. The most likely structure of A is

Test: Aromatic Electrophilic Substitution - Question 17

Passage I

Consider the following road-map reaction,

 

Q. What is correct about D?

Test: Aromatic Electrophilic Substitution - Question 18

Passage I

Consider the following road-map reaction,

 

Q. If A is treated with cone. HNO3 and cone. H2SO4 mixture, mononitration at phenyl ring takes place. What is the structure of major nitration product?

Test: Aromatic Electrophilic Substitution - Question 19

Passage II

Consider the following road-map reaction,

 

Q. The most likely structure of A is

Test: Aromatic Electrophilic Substitution - Question 20

Passage II

Consider the following road-map reaction,

 

Q. What is true about C?

Test: Aromatic Electrophilic Substitution - Question 21

Passage II

Consider the following road-map reaction,

 

Q. What is the structure of E?

*Answer can only contain numeric values
Test: Aromatic Electrophilic Substitution - Question 22

Direction (Q. No. 22 - 25) This section contains 4 questions. When worked out will result in an integer from 0 to 9 (both inclusive).

Q. C6H4Br2(P) is a dibromo benzene and it is the less polar isomer of its two polar isomers. If P is treated with conc. HNO3 and conc -H2SO4 mixture, in principle, how many mono nitration products are expected?


Detailed Solution for Test: Aromatic Electrophilic Substitution - Question 22

Understanding the Compound

- The compound C6H4Br2(P) is a dibromo benzene. This means it has two bromine atoms attached to the benzene ring.

Understanding Isomerism

- The less polar isomer refers to the geometric arrangement of the bromine atoms on the benzene ring that results in less polarity.
- In the case of dibromo benzene, there are three possible geometric arrangements (ortho, meta, and para) but only ortho-dibromo benzene and para-dibromo benzene are polar. The less polar of the two is the para isomer.

Nitration Reaction

- Nitration is a general class of a chemical process for the introduction of a nitro group into an organic chemical compound.
- The nitration of benzene involves substitution of a hydrogen atom by a nitro group (-NO2) and this is facilitated by a mixture of concentrated nitric acid (HNO3) and sulfuric acid (H2SO4).

Mono Nitration Products

- Considering that the compound is para-dibromo benzene, the nitration can occur at any of the 4 remaining carbon atoms in the benzene ring.
- However, since the question asks for mono nitration products (meaning only one nitro group is added), the number of unique products will depend on the symmetry of the molecule.
- For para-dibromo benzene, the molecule is symmetric. Nitration at any of the 4 remaining positions will result in only 2 unique mono-nitration products due to this symmetry.

So, the answer is 2.

*Answer can only contain numeric values
Test: Aromatic Electrophilic Substitution - Question 23

How many isomers of C7H8O exists that has a phenyl ring?


Detailed Solution for Test: Aromatic Electrophilic Substitution - Question 23

C7H8 is toluene: that’s the only benzenoid isomer possible. To get C7H8O, you must mentally “insert an oxygen atom” somewhere.
There are 5 ways you can mentally insert an oxygen atom into a C-C or C-H bond of toluene.
So the isomers of C7H8O are:
2-methylphenol = o-cresol
3-methylphenol = m-cresol
4-methylphenol = p-cresol
benzyl alcohol = phenylmethanol = (hydroxymethyl)benzene
methoxybenzene = anisole = methyl phenyl ether

*Answer can only contain numeric values
Test: Aromatic Electrophilic Substitution - Question 24

If the following compound is treated with Br2-Fe, how many mono bromination products are formed in principle?


Detailed Solution for Test: Aromatic Electrophilic Substitution - Question 24

The correct answer is:

*Answer can only contain numeric values
Test: Aromatic Electrophilic Substitution - Question 25

How many of the following have an activated aromatic ring for electrophilic substitution reaction?



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