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Which of the following is most basic...

Which of the following is most basic

A

Diphenylamine

B

Triphenyl amine

C

p-Nitroaniline

D

Benzylamine

Text Solution

AI Generated Solution

The correct Answer is:
To determine which of the given compounds is the most basic, we need to analyze the structure and electron-donating or withdrawing effects of each compound. Here’s a step-by-step solution: ### Step 1: Identify the Compounds The compounds given are: 1. Diphenylamine 2. Triphenylamine 3. Para-nitroaniline 4. Benzylamine ### Step 2: Understand Basicity Basicity refers to the ability of a compound to donate a lone pair of electrons. The presence of electron-donating groups increases basicity, while electron-withdrawing groups decrease it. ### Step 3: Analyze Each Compound 1. **Diphenylamine**: Contains two phenyl groups attached to nitrogen. The phenyl groups are electron-withdrawing due to resonance, which decreases the availability of the lone pair on nitrogen. 2. **Triphenylamine**: Contains three phenyl groups attached to nitrogen. Similar to diphenylamine, the three phenyl groups further withdraw electron density from nitrogen, making it less basic. 3. **Para-nitroaniline**: Contains a nitro group (NO2) at the para position relative to the amine group. The nitro group is a strong electron-withdrawing group, which significantly decreases the basicity of the amine. 4. **Benzylamine**: Contains an amine group attached to a benzyl group (C6H5-CH2-). The benzyl group is less electron-withdrawing compared to the phenyl groups in the previous compounds, allowing the lone pair on nitrogen to be more available for donation. ### Step 4: Compare Basicity - **Diphenylamine** and **Triphenylamine**: Both are less basic due to the presence of multiple electron-withdrawing phenyl groups. - **Para-nitroaniline**: The presence of the nitro group makes it the least basic due to strong electron-withdrawing effects. - **Benzylamine**: Has no strong electron-withdrawing groups, making it the most basic of the four compounds. ### Conclusion Based on the analysis, **benzylamine** is the most basic compound among the options provided. ### Final Answer **Benzylamine is the most basic compound.** ---
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