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

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Discussion Overview

The discussion centers around the potential reaction between 4-chloroaniline and benzoic acid, specifically exploring whether a zwitterionic structure can form and its solubility in water. The scope includes theoretical considerations of chemical structures and solubility properties.

Discussion Character

  • Exploratory, Debate/contested, Conceptual clarification

Main Points Raised

  • One participant inquires about the structure of a zwitterion formed from the reaction of 4-chloroaniline and benzoic acid, questioning its solubility in water.
  • Another participant suggests that the reaction would result in a salt rather than a zwitterion.
  • A different participant argues that a zwitterionic product could form, drawing a parallel to the behavior of amino acids.
  • One participant counters that a zwitterion requires both positive and negative charges on the same molecule, which they argue is not applicable in this case.

Areas of Agreement / Disagreement

Participants express differing views on whether a zwitterion can form from the reaction, indicating a lack of consensus on this point.

Contextual Notes

The discussion does not clarify the specific conditions under which the reaction occurs or the definitions of zwitterion and salt being used, which may affect the conclusions drawn.

jack12345
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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.
 
Last edited by a moderator:

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