Zwitterion: 4-Chloroaniline + Benzoic Acid - Soluble/Insoluble?

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The discussion centers on the reaction between 4-chloroaniline and benzoic acid, questioning whether a zwitterion is formed. It is clarified that a zwitterion requires both positive and negative charges on the same molecule, which is not applicable in this case. Instead, the reaction is expected to yield a salt rather than a zwitterionic product. The participants emphasize the structural requirements for zwitterions, contrasting them with the behavior of amino acids. Ultimately, the consensus is that the product will not be a zwitterion but rather a salt, impacting its solubility in water.
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Hi, what would be the structure of the zwitterion if 4-chloroaniline and benzoic acid reacted together. And would it be soluble or insoluble in water?
 
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Zwitterion? Unless I am missing something, you should get just a salt.
 
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Hi Borek,

But they could also react together to form a zwitter ionic product, couldn't they? In the same way the amino acids can form zwitter ions?
 
No, zwitterion needs to have both + and - charges on the same molecule. That's the case with amino acid, but that's not the case here.
 
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