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Which of the following is the strongest ...

Which of the following is the strongest Bronsted base ?

A

B

C

D

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The correct Answer is:
To determine which of the given compounds is the strongest Bronsted base, we need to analyze the availability of lone pairs of electrons in each option. A stronger Bronsted base is one that can readily accept protons (H⁺ ions), which is often related to the availability of free lone pairs of electrons. ### Step-by-Step Solution: 1. **Identify the Compounds**: Let's assume the compounds are: - A: Aniline (C6H5NH2) - B: Ammonia (NH3) - C: Pyridine (C5H5N) - D: A compound with a nitrogen atom bonded to two CH2 groups (e.g., N(CH2)2) 2. **Analyze Compound A (Aniline)**: - In aniline, the lone pair on nitrogen is involved in resonance with the benzene ring. This delocalization reduces the availability of the lone pair for protonation, making aniline a weaker base. **Hint**: Look for resonance structures that can delocalize lone pairs. 3. **Analyze Compound B (Ammonia)**: - Ammonia has a lone pair of electrons on nitrogen that is not involved in resonance. Therefore, the lone pair is free and available for protonation, making ammonia a relatively strong base. **Hint**: Check if the lone pair is involved in resonance or is free. 4. **Analyze Compound C (Pyridine)**: - In pyridine, the lone pair on nitrogen is part of the aromatic system and is delocalized. This delocalization reduces the availability of the lone pair for protonation, making pyridine a weaker base than ammonia. **Hint**: Consider the effects of aromaticity on lone pair availability. 5. **Analyze Compound D**: - The compound with nitrogen bonded to two CH2 groups has a free lone pair on nitrogen. Additionally, the CH2 groups exert a +I (inductive) effect, which increases the electron density on nitrogen, enhancing its basicity. **Hint**: Look for electron-donating groups that can increase basicity. 6. **Comparison of Basicity**: - Based on the analysis: - Aniline (A) is the weakest due to resonance. - Pyridine (C) is weaker than ammonia (B) due to aromaticity. - Ammonia (B) has a free lone pair but is not enhanced by any electron-donating groups. - The compound D has a free lone pair and is enhanced by the +I effect from the CH2 groups. 7. **Conclusion**: - Therefore, the strongest Bronsted base among the options is **Compound D**. ### Final Answer: The strongest Bronsted base is **Option D**.

To determine which of the given compounds is the strongest Bronsted base, we need to analyze the availability of lone pairs of electrons in each option. A stronger Bronsted base is one that can readily accept protons (H⁺ ions), which is often related to the availability of free lone pairs of electrons. ### Step-by-Step Solution: 1. **Identify the Compounds**: Let's assume the compounds are: - A: Aniline (C6H5NH2) - B: Ammonia (NH3) ...
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