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Which is the strongest base among the fo...

Which is the strongest base among the following

A

`C_(6)H_(5)NH_(2)`

B

`p-NO_(2)C_(6)H_(4)NH_(2)`

C

`m-NO_(2)C_(6)H_(4)NH_(2)`

D

`C_(6)H_(5)CH_(2)NH_(2)`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the strongest base among the given compounds, we can follow these steps: ### Step 1: Identify the Compounds Let's assume the compounds are: - A: Aniline (C6H5NH2) - B: Nitroaniline (C6H4(NH2)(NO2)) - C: Alkylated aniline (C6H5NHR, where R is an alkyl group) - D: Simple amine (RNH2, where R is an alkyl group) ### Step 2: Understand Basicity Basicity refers to the ability of a compound to donate a lone pair of electrons. In the context of nitrogen-containing compounds, the basicity is influenced by the hybridization of nitrogen and the presence of electron-withdrawing or electron-donating groups. ### Step 3: Analyze Hybridization - **Aniline (A)**: The nitrogen in aniline is sp² hybridized, which means it has some resonance with the benzene ring. This resonance delocalizes the lone pair, making it less available for donation. - **Nitroaniline (B)**: The nitro group (NO2) is an electron-withdrawing group. It decreases the electron density on the nitrogen through resonance and inductive effects, making the lone pair even less available for donation. - **Alkylated Aniline (C)**: If the alkyl group is an electron-donating group, it can increase the electron density on nitrogen, making it a stronger base than aniline. However, if the alkyl group is not very strong, it may not significantly enhance basicity. - **Simple Amine (D)**: The nitrogen in simple amines is sp³ hybridized. This means it has a higher availability of the lone pair for donation since there is no resonance effect to delocalize the lone pair. ### Step 4: Compare Basicity - **Aniline (A)**: Moderate basicity due to sp² hybridization and resonance. - **Nitroaniline (B)**: Weakest basicity due to the strong electron-withdrawing effect of the nitro group. - **Alkylated Aniline (C)**: Basicity depends on the strength of the alkyl group. - **Simple Amine (D)**: Strongest basicity due to sp³ hybridization and no resonance effect. ### Conclusion Based on the above analysis, the strongest base among the given compounds is **D (Simple Amine)**, as it has the highest availability of the lone pair on nitrogen for donation.
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