Basicity of Halogen Ions - Point Out My Error

In summary, the flaw in this thinking is assuming that electronegativity determines the strength of a Lewis base, when in reality, size plays a more important role.
  • #1
fuzzish
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This isn't technically a homework problem; I'm reading about Sn2 reactions and the basicity of halogen ions came up and for some reason I can't get my head around this Chem I concept.

Please point out the flaw in this thinking:

1) Fluorine (F) is a small, electronegative atom
2) F will hold onto it's electrons super tightly
3) Thus, it will less readily donate electrons.
4) Conclusion: F is a sucky Lewis base.
--PROBLEM: F- is a stronger base than I-.


I KNOW that I can think about F- vs I- in terms of conjugate acids, or in terms of Bronsted-Lowry bases. I just want to know what's wrong with this thinking in particular, and why this thought process is leading me to the wrong conclusion.

Much thanks! And no, I don't know why I'm making this simple concept harder for myself. But I know that on the test this will be my first thought progression and I WILL mess up if I don't figure out what's wrong with it.
 
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  • #2
The flaw in your thinking is that you are assuming that a smaller, more electronegative atom will hold onto its electrons more tightly. While this is true for neutral atoms, it is not necessarily true for anions. In the case of F- and I-, the size difference between the two atoms is much more significant than the difference in electronegativity, so the larger atom (I-) is actually able to hold onto its electrons more tightly. This means that F- is actually a stronger base than I-.
 

1. What is basicity and how does it relate to halogen ions?

Basicity is a measure of the ability of a substance to donate a proton (H+) in a chemical reaction. It is related to halogen ions in terms of their electronegativity, which determines their ability to attract or donate electrons in a chemical reaction. Halogen ions with higher electronegativity tend to be more stable and less basic, while those with lower electronegativity are more reactive and basic.

2. Can halogen ions be basic or acidic?

Yes, depending on the specific halogen ion and the surrounding chemical environment, halogen ions can exhibit both basic and acidic properties. For example, fluorine is highly reactive and acidic, while iodine is less reactive and more basic. The basicity of halogen ions can also be affected by the presence of other atoms and molecules in a chemical reaction.

3. How does the basicity of halogen ions change in a series?

The basicity of halogen ions generally decreases as you move down a group in the periodic table. This is due to the increasing atomic size and decreasing electronegativity of the halogen atoms. As the atomic size increases, the ability of the halogen ions to attract or donate electrons decreases, resulting in a decrease in basicity.

4. Is there a relationship between the basicity of halogen ions and their chemical properties?

Yes, the basicity of halogen ions can affect their chemical properties. Higher basicity can make a halogen ion more reactive and prone to participate in chemical reactions, while lower basicity can make it more stable and less likely to react. This can have implications in various fields, such as medicine, where the basicity of halogen-containing drugs can affect their effectiveness and side effects.

5. What are some factors that can influence the basicity of halogen ions?

Aside from the electronegativity and atomic size of the halogen atom, other factors that can influence the basicity of halogen ions include the presence of other atoms or groups that can donate or attract electrons, the polarity of the surrounding molecules, and the strength of intermolecular forces. Additionally, the basicity of halogen ions can also be affected by external factors such as temperature and pressure.

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