Why isn't the ion NH4+ capable of hydrogen bonding?

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The discussion centers on the Lewis structure of the ammonium ion (NH4+) and its bonding characteristics. It clarifies that NH4+ has no lone pairs on the nitrogen atom, as all four valence electrons from hydrogen are used to form bonds, resulting in four sp³ hybridized orbitals. The confusion arises from the misconception that NH4+ could have an unpaired electron, which would allow for hydrogen bonding. However, NH4+ cannot form hydrogen bonds with itself due to the absence of a lone pair, unlike ammonia (NH3), which can engage in hydrogen bonding because it has a lone pair available. The conversation also touches on the theoretical existence of NH4, which is deemed unstable and unlikely to exist, as any unpaired electron would lead to a radical state. Overall, the inability of NH4+ to participate in hydrogen bonding is attributed to its complete bonding structure and lack of lone pairs.
dramadeur
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If you draw lewis structure, central atom (N) will have 1 lone pair and 4 single bonds with Hydrogen.
Why can't hydrogen in this ion molecule be able to form hydrogen bonding with other molecules alike?
Is it because there's only 1 electron on the central atom?See for yourself: 5N + 4H -1 = 9 electrons to go around.
4 bonds = 8 electrons
9 - 8 electrons = 1 electron left.
So this 1 electron is placed on the central atom.
 
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dramadeur said:
If you draw lewis structure, central atom (N) will have 1 lone pair and 4 single bonds with Hydrogen.

That's definitely wrong. No lone pair in NH4+.
 
Borek said:
That's definitely wrong. No lone pair in NH4+.
I've just updated my post. How can't there be?
Nitrogen has 5 valence e + 4 Hydrogen valence e -1 from the charge sign = 9 electrons to go around.
So... there's only 1 electron on the central atom?
 
5+4-1 is 9?
 
Yeah I dun goofed, sorry.
Anyway, if this molecule was just NH4, and it had 9 molecules, would it be capable of hydrogen bonding? Since it would have a electron on its central atom...
 
dramadeur said:
Anyway, if this molecule was just NH4, and it had 9 molecules, would it be capable of hydrogen bonding? Since it would have a electron on its central atom...

There is no atom orbital left to form a hydrogen bond. In NH4+ there are four binding sp³ hybride orbitals populated with each 2 electrons. An additional electron would be located in an anti-binding sp³ orbital resulting in a half bond for one of the four hydrogen atoms. I do not know if such a molecule exists, but it would be less stable than NH4+.
 
Just imagine that the lone pair that is necesary to form hydrogen bonding which is present on NH3, it is not present on NH4+, becasue "it's forming the bond with the fourth hydrogen".
 
Altered State said:
Just imagine that the lone pair that is necesary to form hydrogen bonding which is present on NH3, it is not present on NH4+, becasue "it's forming the bond with the fourth hydrogen".

However, that only means that NH4+ cannot form a hydrogen bond with another NH4+. But it can form a hydrogen bond with the electron pair of NH3 resulting in [H3N-H...NH3]+.
 
DrStupid said:
There is no atom orbital left to form a hydrogen bond. In NH4+ there are four binding sp³ hybride orbitals populated with each 2 electrons. An additional electron would be located in an anti-binding sp³ orbital resulting in a half bond for one of the four hydrogen atoms. I do not know if such a molecule exists, but it would be less stable than NH4+.
Uhm... I said NH4 not NH4+
What will the lewis structure be? Will it have 1 electron on the central atom?
 
  • #10
dramadeur said:
Uhm... I said NH4 not NH4+
What will the lewis structure be? Will it have 1 electron on the central atom?

NH4 will not exist.
If an NH3 molecule binds to another atom/molecule, a positive charge will be held by the nitrogen.
 
  • #11
Altered State said:
NH4 will not exist.
But what would happen to a single left out electron in any atom where it's possible? Would it be placed on the central atom... or? Where would it go?
 
  • #12
dramadeur said:
But what would happen to a single left out electron in any atom where it's possible? Would it be placed on the central atom... or? Where would it go?

It is more complicated than that, electrons are not placed in "concrete spots" of the molecules, you can say that they are in a given molecular orbital.
But for sake of simplification, you can say that in that hypothetical situation, the electron could be on the central atom and you would have an ammonia/ammonium radical. A radical is a species that happens to have 1 single electron in one atom.
This is not a common thing in a molecule like ammonia, but there are many radical forms of organic molecules, for example: http://www.masterorganicchemistry.com/2013/07/30/free-radical-reactions/
 
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