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Among the following compounds ,the stron...

Among the following compounds ,the strongest base is

A

`NH_2-overset(O)overset(||)C-NH_2`

B

`NH_2-overset(NH)overset(||)C-NH_2`

C

`C_6H_5-NH_2`

D

`CH_3-NH-CH_3`

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AI Generated Solution

The correct Answer is:
To determine which compound is the strongest base among the given options, we can follow these steps: ### Step 1: Identify the types of amines - Alkyl amines and aryl amines are the two types of amines we will consider. - Alkyl amines (like methylamine) are generally stronger bases than aryl amines (like aniline) because the alkyl groups are electron-donating, which increases the electron density on the nitrogen atom. **Hint:** Remember that alkyl groups are electron-donating while aryl groups can withdraw electron density due to resonance. ### Step 2: Compare the basicity of alkyl and aryl amines - In aryl amines, the lone pair of electrons on the nitrogen is delocalized into the aromatic ring, making it less available for protonation. - In contrast, the lone pair in alkyl amines is more available for donation due to the electron-donating nature of the alkyl groups. **Hint:** Consider the effect of resonance in aryl amines that stabilizes the lone pair, making it less basic. ### Step 3: Analyze specific compounds - Among the compounds given, we have urea and guanidine. - Guanidine has a structure that allows for resonance stabilization of the lone pairs on nitrogen. It has multiple resonance forms that enhance its basicity. **Hint:** Look for structures that allow for resonance stabilization; they often indicate stronger bases. ### Step 4: Compare urea and guanidine - Urea has a carbonyl group that can withdraw electron density from the nitrogen, making it less basic than guanidine. - Guanidine, on the other hand, can stabilize the positive charge that results from protonation through resonance, making it a stronger base. **Hint:** Identify electron-withdrawing and electron-donating groups in the structures; this will help you determine which compound is more basic. ### Step 5: Conclusion - Based on the analysis, guanidine is the strongest base among the given compounds due to its ability to stabilize the lone pair on nitrogen through resonance and its overall electron-donating character. **Final Answer:** The strongest base among the given compounds is **guanidine**.
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