Chlorine and Hydrogen Bonding: Examining the Strength and Nature of Interactions

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Discussion Overview

The discussion centers around the nature of bonding interactions involving chlorine and hydrogen, specifically whether chlorine can participate in hydrogen bonding. Participants explore the definitions and characteristics of hydrogen bonds, as well as the implications for compounds like hydrogen chloride.

Discussion Character

  • Debate/contested

Main Points Raised

  • Some participants question whether chlorine can form hydrogen bonds, citing definitions that typically involve O-H, N-H, and F-H groups.
  • One participant asserts that hydrogen chloride involves a covalent bond rather than a hydrogen bond, emphasizing the distinction between the two types of bonding.
  • Another participant suggests that while chlorine may not typically participate in hydrogen bonding, there could be weak O–H...Cl interactions in certain cases.
  • One viewpoint highlights the similarity in electronegativity between nitrogen and chlorine, arguing that if nitrogen can form hydrogen bonds, chlorine should be able to as well, though the strength of such bonds may be significantly weaker due to chlorine's size and electron density.

Areas of Agreement / Disagreement

Participants do not reach a consensus on whether chlorine can participate in hydrogen bonding, with multiple competing views presented regarding the nature and strength of potential interactions.

Contextual Notes

Participants express uncertainty about the conditions under which chlorine might engage in hydrogen bonding and the specific characteristics that define such interactions.

member 392791
Does chlorine make a hydrogen bond? I was doing a practice problem in my book and the question was regarding the intermolecular forces, and the compound had chlorine and it said no, but my professor said it does. Which is true?
 
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If it doesn't, could Hydrogen Chloride form?
 
Drakkith said:
If it doesn't, could Hydrogen Chloride form?

That's a covalent bond between hydrogen and chlorine, not a hydrogen bond. Hydrogen bonds are a form of weak noncovalent bonding acting between molecules that contain O-H, N-H and F-H groups where the hydrogen is partially ionized.

Now whether chlorine participates in hydrogen bonding is something I don't know but I'll personally say "no".
 
There is not a Cl–H...X bond. (X = N, O, or F)
There might be some evidence for weak O–H...Cl hydrogen bonds in some cases.
 
Last edited:
The electronegativity of Nitrogen and Chlorine are almost same, and Nitrogen makes H-Bond, so yes, Chlorine also makes bond.

But the thing is that due to the size of chlorine, the electron density, which is required on chlorine for dipole-dipole attraction between partial positive H atom and partial negative Cl atom, is low, therefore, these "hydrogen" bonds are not strong enough to be comparable with Hydrogen bonds with N, O & F.
 

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