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Benzene: Resonance, Aromaticity, Preparation & Properties - NEET MCQ


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22 Questions MCQ Test Topic-wise MCQ Tests for NEET - Benzene: Resonance, Aromaticity, Preparation & Properties

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Benzene: Resonance, Aromaticity, Preparation & Properties - Question 1

Direction (Q. Nos. 1 - 8) This section contains 8 multiple choice questions. Each question has four choices (a), (b), (c) and (d), out of which ONLY ONE option is correct.

Q. Predict major product in the following reaction.

Benzene: Resonance, Aromaticity, Preparation & Properties - Question 2

What is the major organic product in the following reaction?

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Benzene: Resonance, Aromaticity, Preparation & Properties - Question 3

Ethyl benzene on heating with Cl2 gives A(C8H9CI). A on reaction with alcoholic KOH gives B (C8H8). Compounds A and 6 are, respectively

Detailed Solution for Benzene: Resonance, Aromaticity, Preparation & Properties - Question 3

Benzene: Resonance, Aromaticity, Preparation & Properties - Question 4

Detailed Solution for Benzene: Resonance, Aromaticity, Preparation & Properties - Question 4

The correct answer is option B 
Wurtz - Fittig reaction:
Aryl halide and alkyl halide couple in presence of sodium metal / dry ether to form alkyl benzene.
For example, bromobenzene reacts with methyl bromide in presence of sodium. dry ether to form toluene.
C6H6 - Br + CH3 - Br + 2Na(dry ether)------> C6H5 - CH3 + 2NaBr

Benzene: Resonance, Aromaticity, Preparation & Properties - Question 5

 Benzene is aromatic because it follows

Detailed Solution for Benzene: Resonance, Aromaticity, Preparation & Properties - Question 5

Explanation: According to the Huckel rule, compound should possess,

(i) Planarity

(ii) π electrons complete delocalisation in the ring

(iii) (4n + 2) π electrons presence in the ring where n is an integer (n = 0, 1, 2, . . .).

In the case of benzene, there are 6 pi electrons.

Hence, 4n+2 =6

This results in, n=1 (a positive value)

Because benzene follows Huckel’s rule, it is aromatic.

Benzene: Resonance, Aromaticity, Preparation & Properties - Question 6

What is the major product of the following reaction?

Detailed Solution for Benzene: Resonance, Aromaticity, Preparation & Properties - Question 6

The reaction shown in the image is a Birch reduction. The Birch reduction is a process typically involving the reduction of aromatic hydrocarbons to cyclohexadienes. The reactants in the reaction, sodium (Na) and ammonia (NH3), suggest that this is indeed a Birch reduction.

In a Birch reduction, the aromatic ring is partially reduced, and the position of the double bonds in the resulting product is very important. The electrons from the alkali metal (in this case, sodium) are transferred to the aromatic ring, and the protons from the ammonia solvent are added to the carbon atoms of the aromatic ring.

The correct product of a Birch reduction of benzene (the starting aromatic compound in the image) would be 1,4-cyclohexadiene. The double bonds in the product are at the 1 and 4 positions of the cyclohexadiene ring, because the Birch reduction specifically avoids adding hydrogen atoms to adjacent carbon atoms.

Therefore, the major product of the reaction shown in the image would be the compound labeled as number 2, which represents 1,4-cyclohexadiene.

Benzene: Resonance, Aromaticity, Preparation & Properties - Question 7

Predict major product of the reaction below.

Benzene: Resonance, Aromaticity, Preparation & Properties - Question 8

Provide the appropriate sequence of reagents that can bring about the following transformation.

Detailed Solution for Benzene: Resonance, Aromaticity, Preparation & Properties - Question 8

The correct answer is Option A.

*Multiple options can be correct
Benzene: Resonance, Aromaticity, Preparation & Properties - Question 9

Direction (Q. Nos. 9 - 14) This section contains 6 multiple choice questions. Each question has four choices (a), (b), (c) and (d), out of which ONE or MORE THAN ONE are correct.

Q. Which of the following com pound(s) fail in Friedel-Crafts alkylation reaction?

Detailed Solution for Benzene: Resonance, Aromaticity, Preparation & Properties - Question 9

Nitrobenzene does not undergo Friedel craft reaction, because the nitro group of the nitrobenzene is a strong electron withdrawing group, and the oxygens in the nitro group are more electronegative and take away the electrons from the nitrogen forming electron deficient, which takes the electrons of the benzene ring, thereby deactivating it.
Friedel crafts reactions cannot occur on deactivated benzene (electron deficient), as the incoming electrophile repels from it.

*Multiple options can be correct
Benzene: Resonance, Aromaticity, Preparation & Properties - Question 10

What is/are true about the following reaction?

*Multiple options can be correct
Benzene: Resonance, Aromaticity, Preparation & Properties - Question 11

Consider the following reaction.

Q. What are the expected product(s)?

*Multiple options can be correct
Benzene: Resonance, Aromaticity, Preparation & Properties - Question 12

Consider the following reaction.

The correct statement(s) concerning X and Y is/are

*Multiple options can be correct
Benzene: Resonance, Aromaticity, Preparation & Properties - Question 13

What is/are true regarding Friedel-Crafts methylation reaction of phenol using CH3CI/AICI3?

*Multiple options can be correct
Benzene: Resonance, Aromaticity, Preparation & Properties - Question 14

What is /are the principal products of the following reaction ?

 

Benzene: Resonance, Aromaticity, Preparation & Properties - Question 15

Direction (Q. Nos. 15 - 20) 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

An aromatic hydrocarbon P has molecular formula C9H12. P on treatment with alkaline KMnO4 in boiling condition followed by hydrolysis gives polar C8H6O4 . Also, P on treatment with CI2/AICI3 gives only two isomers Q and R as major products with their molecular formula C9H11CI.

 

Q. The most likely structure of P is 

Benzene: Resonance, Aromaticity, Preparation & Properties - Question 16

Passage I

An aromatic hydrocarbon P has molecular formula C9H12. P on treatment with alkaline KMnO4 in boiling condition followed by hydrolysis gives polar C8H6O4 . Also, P on treatment with CI2/AICI3 gives only two isomers Q and R as major products with their molecular formula C9H11CI

 

Q. Which of the following reaction represent best preparation of P?

Benzene: Resonance, Aromaticity, Preparation & Properties - Question 17

Passage I

An aromatic hydrocarbon P has molecular formula C9H12. P on treatment with alkaline KMnO4 in boiling condition followed by hydrolysis gives polar C8H6O4 . Also, P on treatment with CI2/AICI3 gives only two isomers Q and R as major products with their molecular formula C9H11CI

 

Q. If all the monochloro isomers of P are considered, how many of them are possible?

Benzene: Resonance, Aromaticity, Preparation & Properties - Question 18

Passage II

Consider the following road-map reaction,

 

Q. The most likely structure of P is

Benzene: Resonance, Aromaticity, Preparation & Properties - Question 19

Passage II

Consider the following road-map reaction,

 

Q. What is Q?

Benzene: Resonance, Aromaticity, Preparation & Properties - Question 20

Passage II

Consider the following road-map reaction,

 

Q. What is R ?

Benzene: Resonance, Aromaticity, Preparation & Properties - Question 21

Direction (Q. Nos. 21 and 22) Choices for the correct combination of elements from Column I and Column II are given as options (a), (b), (c) and (d), out of which one is correct.

Q. Match the reactions from Column I with expected products from Column II.

*Multiple options can be correct
Benzene: Resonance, Aromaticity, Preparation & Properties - Question 22

Match the reactions from Column I with expected product(s) from Column II.

Detailed Solution for Benzene: Resonance, Aromaticity, Preparation & Properties - Question 22

a)

b)
d)

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