Why Isn't HCl a Hydrogen Bond?

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Discussion Overview

The discussion centers around the question of why HCl does not participate in hydrogen bonding, despite chlorine's electronegativity being comparable to that of nitrogen, which does form hydrogen bonds in compounds like NH3. The scope includes conceptual clarification regarding the nature of hydrogen bonds and molecular interactions.

Discussion Character

  • Conceptual clarification
  • Debate/contested

Main Points Raised

  • One participant questions why HCl does not exhibit hydrogen bonding, drawing a comparison between chlorine and nitrogen.
  • Another participant asserts that HCl is a molecule and suggests rewording the question for clarity.
  • A different participant notes that hydrogen bonding is defined as occurring with hydrogen bonded to oxygen, nitrogen, or fluorine.
  • One participant proposes that while hydrogen bonding might be expected between HCl molecules due to chlorine's electronegativity, the size of chlorine and the diffuse nature of its lone pairs prevent such bonding from occurring.
  • Another participant seeks clarification on whether the issue lies with the interaction between chlorine's lone pairs and hydrogen atoms rather than the bonded Cl and H.
  • A later reply confirms that the issue is indeed related to the interaction of chlorine's lone pairs with hydrogen atoms.

Areas of Agreement / Disagreement

Participants express differing views on the nature of hydrogen bonding in relation to HCl, with some proposing explanations while others clarify definitions. The discussion does not reach a consensus on the underlying reasons for the absence of hydrogen bonding in HCl.

Contextual Notes

Participants highlight the importance of molecular size and the concentration of lone pairs in determining hydrogen bonding potential, but the discussion remains open-ended regarding the implications of these factors.

loup
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Cl gets similar electronegativity as N, NH3 is a hydrogen bond, but HCl isn't, why?
N and Cl also gets lone pair electrons! N and Cl is more or less the same.

Could anybody please answer this question?

Okay, if I rephrase it, it will become why the bonding between H and Cl isn't hydrogen bond?
But I actually think you can still get what I mean......:rolleyes:
 
Last edited:
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HCl is not a hydrogen bond because HCl is a molecule. Please try to reword your question, as it doesn't make sense right now.
 
Do you mean other than the fact that it is defined as such?

a hydrogen bond results from a hydrogen bonded to oxygen, nitrogen, or fluorine.
 
Although one might expect hydrogen bonding to occur between HCl molecules, since Cl's electronegatively is on par with nitrogen for instance. However, chlorine is too large, and thus the lone pairs are too diffuse ie. not concentrated enough, and hence hydrogen bond attractions between Cl's lone pairs and hydrogen atoms can not form.
 
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Too diffuse, this suggests a good reason. So it is not a matter between the bonded Cl and H, but a matter bewteen the Cl lone pair and other Hydrogen atoms?
 
Yes, that's correct.
 

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