Why is the fluorine atom a poor hydrogen bond acceptor?

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The discussion centers on the properties of fluorine in relation to hydrogen bonding. It begins with a note that fluorine's high electronegativity causes it to hold onto its lone pair of electrons too tightly, making it a poor hydrogen bond acceptor. However, this contradicts the idea that stronger hydrogen bonds are formed when there is higher electron density on the electron-rich atom. A referenced source highlights that hydrogen bonds have both electrostatic and covalent components, suggesting that fluorine's tight grip on its electrons limits its ability to form strong hydrogen bonds. The conversation then shifts to clarify that the original statement may not accurately reflect the behavior of fluorine in compounds like HF, which can indeed participate in hydrogen bonding. This leads to a debate about whether the initial characterization of fluorine's bonding capabilities is correct, especially since fluorine has lone pairs that can engage in hydrogen bonding. Overall, the discussion emphasizes the complexity of fluorine's role in hydrogen bonding, particularly in its compounds.
sgstudent
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My notes states that fluorine is too highly electronegative and hence clings on too tightly to its lone pair of electrons and so it cannot accept hydrogen bonds as well. However, it also stated that a hydrogen bond will be stronger if the electron density on the electron rich atom the stronger the hydrogen bond. These 2 statements seem to contradict though.

I read online from this link http://www.quora.com/Why-can-chlorine-atoms-not-form-hydrogen-bonds-even-though-they-have-very-similar-electronegativity-to-nitrogen-which-can that a hydrogen bond has an electrostatic component, but what differentiates it from a dipole-dipole interaction is that it also has a covalent component. And since the F clings onto its electrons too tightly it would not want to form a covalent bond which is why its a poor HBA and forms weak hydrogen bonds.

So is the second statement wrong?
 
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sgstudent said:
My notes states that fluorine is too highly electronegative and hence clings on too tightly to its lone pair of electrons and so it cannot accept hydrogen bonds as well.
I wouldn't sign that. The hydrogen bond in the ion FHF##^-## is one of the strongest known.
 
It's not clear what this statement means: "fluorine is too highly electronegative and hence clings on too tightly to its lone pair of electrons and so it cannot accept hydrogen bonds as well."

Fluorine, atomic number 9, has 7 electrons in its valence shell, hence it is lacking 1 electron to have a full complement, which is why it is grouped with the halogens in the Periodic Table.
 
SteamKing said:
Fluorine, atomic number 9, has 7 electrons in its valence shell, hence it is lacking 1 electron to have a full complement, which is why it is grouped with the halogens in the Periodic Table.
And how does this contradict the fact that fluorine, also has lone pairs that participate in hydrogen bonding?
I think it is also amply clear from the context that sgstudent is not talking about a fluorine atom but some fluorine compounds like HF.
 
DrDu said:
And how does this contradict the fact that fluorine, also has lone pairs that participate in hydrogen bonding?
I think it is also amply clear from the context that sgstudent is not talking about a fluorine atom but some fluorine compounds like HF.
That's funny, because his notes didn't say anything about fluorine compounds, just fluorine.
 
Even a fluorine atom has 3 lone pairs ...
 
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