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Statement 1: Coupling of aniline with di...

Statement 1: Coupling of aniline with diazonium chloride occurs in slightly acidic medium.
and
Statement 2: Aniline is less basic than aliphatic amines.

A

Statement-1 is true, Statement-2 is true, statement-2 is a correct explanation for statement-3

B

Statement-1 is true, statement-2 is true, statement-2 is not a correct explanation for statement-3

C

Statement-1 is true, statement-2 is False

D

Statement-1 is False, Statement-2 is True.

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze both statements provided in the question regarding aniline and its behavior in reactions. ### Step 1: Analyze Statement 1 **Statement 1:** Coupling of aniline with diazonium chloride occurs in slightly acidic medium. - **Explanation:** Aniline (C6H5NH2) is a nucleophile due to the presence of a lone pair of electrons on the nitrogen atom. When aniline is placed in an acidic medium, it can be protonated to form anilinium ion (C6H5NH3+). The formation of this ion reduces the nucleophilicity of aniline because the lone pair on nitrogen is no longer available for reaction. Therefore, in an acidic medium, aniline cannot effectively couple with diazonium chloride. ### Conclusion for Statement 1: - **Verdict:** This statement is **false**. Coupling of aniline with diazonium chloride does not occur in slightly acidic medium; it requires a neutral or slightly basic medium to maintain the nucleophilicity of aniline. ### Step 2: Analyze Statement 2 **Statement 2:** Aniline is less basic than aliphatic amines. - **Explanation:** The basicity of amines is influenced by the availability of the lone pair of electrons on the nitrogen atom. In aniline, the lone pair is delocalized into the aromatic benzene ring, which reduces its availability to accept protons. Additionally, the benzene ring exerts a -I (inductive) effect, which further decreases the electron density on nitrogen. In contrast, aliphatic amines do not have this delocalization, making their lone pairs more available for protonation. Thus, aliphatic amines are generally more basic than aniline. ### Conclusion for Statement 2: - **Verdict:** This statement is **true**. Aniline is indeed less basic than aliphatic amines due to the delocalization of the lone pair of electrons and the -I effect of the benzene ring. ### Final Conclusion: - **Overall Verdict:** Statement 1 is false, and Statement 2 is true. The correct answer is that Statement 1 is false and Statement 2 is true.
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