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Which of the following statements is cor...

Which of the following statements is correct:

A

Bromination of toluene occurs faster than that of benzene

B

Nitration of toluene is faster than that of ethylbenzene

C

The bromonium ion is a good nucleophile

D

Effective nitrating agent is nitrate ion

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The correct Answer is:
To determine which of the statements provided is correct regarding the bromination and nitration of aromatic compounds, we can analyze each statement step by step. ### Step 1: Analyze the Bromination of Toluene vs. Benzene - **Statement**: Bromination of Toluene occurs faster than that of Benzene. - **Explanation**: - Bromination is an electrophilic aromatic substitution reaction. - Toluene has a methyl group (-CH₃) which is an electron-donating group due to hyperconjugation. This increases the electron density on the aromatic ring of toluene. - Benzene, on the other hand, does not have any substituents that increase its electron density. - Since toluene is more electron-rich, it is more reactive towards electrophiles like the bromonium ion, making bromination occur faster in toluene than in benzene. ### Step 2: Analyze the Nitration of Toluene vs. Ethylbenzene - **Statement**: Nitration of Toluene is faster than that of Ethylbenzene. - **Explanation**: - Nitration involves the nitronium ion (NO₂⁺), which is also an electrophile. - Toluene has three alpha hydrogens, while ethylbenzene has two. The presence of more alpha hydrogens in toluene allows for greater hyperconjugation, further increasing the electron density on its aromatic ring. - As a result, toluene is more electron-rich than ethylbenzene, making it more reactive towards nitration. Therefore, nitration of toluene occurs faster than that of ethylbenzene. ### Step 3: Evaluate the Nature of Brominium Ion - **Statement**: Brominium ion is a good nucleophile. - **Explanation**: - The brominium ion is formed from bromine (Br₂) in the presence of an alkene and is an electrophile, not a nucleophile. - It is positively charged and seeks electrons, which is characteristic of electrophiles. Thus, this statement is incorrect. ### Step 4: Identify the Effective Nitrating Agent - **Statement**: The effective nitrating agent is NO₂⁺ (Nitronium ion), while nitrate (NO₃⁻) is not electrophilic. - **Explanation**: - The nitronium ion (NO₂⁺) is indeed the active electrophile in nitration reactions. - Nitrate (NO₃⁻) is a negatively charged ion and acts as a nucleophile, not an electrophile. Therefore, this statement is correct. ### Conclusion: - The correct statements are: 1. Bromination of Toluene occurs faster than that of Benzene. 2. Nitration of Toluene is faster than that of Ethylbenzene. 3. The effective nitrating agent is NO₂⁺ (Nitronium ion), while nitrate (NO₃⁻) is not electrophilic. ### Final Answer: The correct statements are: - Bromination of Toluene occurs faster than that of Benzene. - Nitration of Toluene is faster than that of Ethylbenzene. - The effective nitrating agent is NO₂⁺ (Nitronium ion).
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