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Which of the following is not a resonanc...

Which of the following is not a resonance form of para-amino-benzaldehyde ?

A

B

C

D

Text Solution

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The correct Answer is:
To determine which of the given options is not a resonance form of para-amino-benzaldehyde, we first need to understand the structure of para-amino-benzaldehyde and its possible resonance forms. ### Step-by-Step Solution: 1. **Identify the Structure of Para-Aminobenzaldehyde**: - Para-amino-benzaldehyde consists of a benzene ring with an amino group (-NH2) at the para position relative to the aldehyde group (-CHO). - The structure can be represented as: ``` NH2 | C6H4 - CHO ``` 2. **Draw the Resonance Structures**: - The resonance structures can be drawn by shifting the lone pair of electrons and pi bonds. - One possible resonance structure involves the lone pair on the nitrogen atom forming a double bond with the carbon atom of the benzene ring, while the double bond between the carbon and oxygen in the aldehyde shifts to form a negative charge on the oxygen: ``` +NH2 || C6H4 - C^(-) - OH ``` - Another resonance structure can be formed by shifting the double bond from the carbonyl (C=O) to the nitrogen, resulting in: ``` NH2^+ || C6H4 - C - O^(-) ``` 3. **Analyze the Given Options**: - We need to evaluate each option to see if it can be a valid resonance form. - If any structure shows a carbon atom with a valency greater than 4 (i.e., pentavalent), it cannot be a valid resonance structure. 4. **Evaluate Each Option**: - **Option 1**: Valid resonance structure (as derived). - **Option 2**: This structure shows a carbon atom with five bonds (pentavalent), which is not possible. Therefore, this is not a valid resonance structure. - **Option 3**: Valid resonance structure (similar to the ones derived). - **Option 4**: Valid resonance structure (as derived). 5. **Conclusion**: - The option that is not a resonance form of para-amino-benzaldehyde is **Option 2**, as it depicts a carbon atom with a valency of 5, which is not feasible. ### Final Answer: **Option 2 is not a resonance form of para-amino-benzaldehyde.**
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