Mechanism of Most Chemical Reactions

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Discussion Overview

The discussion revolves around the mechanisms of chemical reactions, particularly focusing on the role of electronegativity in determining the behavior of reactive species. Participants explore the idea that higher electronegativity atoms tend to bond with lower electronegativity atoms, and how this principle can be applied to various organic and inorganic reactions.

Discussion Character

  • Exploratory
  • Conceptual clarification
  • Debate/contested

Main Points Raised

  • One participant proposes a "rule of thumb" that higher electronegativity seeks bonding with lower electronegativity, suggesting that identifying the negative and positive nature of parts of molecules can help understand reaction mechanisms.
  • The Diels Alder reaction is cited as an example where the diene is considered the more negative species due to its higher electron density.
  • Another participant acknowledges that while the proposed rule may oversimplify some mechanisms, it serves as a useful starting point for understanding chemical reactions.
  • Some participants engage in light-hearted banter regarding their educational backgrounds, which diverts from the main topic but reflects a casual tone in the discussion.

Areas of Agreement / Disagreement

Participants generally agree that many mechanisms involve electron movement, but there is acknowledgment that the proposed rule may not apply universally to all chemical reactions. The discussion includes both supportive and critical perspectives on the initial claim.

Contextual Notes

The discussion does not resolve the complexities of chemical reaction mechanisms, and the limitations of the proposed rule are acknowledged but not fully explored.

what_are_electrons
A Rule of Thumb:
"Higher Electronegativity seeks bonding with Lower Electronegativity"

Before completing my PhD in organic chemistry, with a minor in inorganic, some 20 yrs ago, I realized that the main mechanism for most organic reactions and most inorganic reactions was one of negative seeking a positive. The trick is to identify which part of any molecule or reactive species (ions or radicals) has a negative nature and which part of that molecule or reactive species has a positive nature. This is fairly easy when we determine the electronegativity of the atoms in any molecule or reactive species. Those atoms with more electronegativity behave like negative species. Those atoms with less electroegativity behave like positive species. This is true for neutral molecules as well as ions and radicals.

As an example of a reaction that is a bit less obvious: The Diels Alder reaction (4n+2). The diene part is the more negative species because it has more electron density. The ene part is the more positive species. The electron density of the diene is higher at the two ends of the diene because electrons that are not s-orbital type are "freer" to delocalize and due electron-electron repulsion the electron density moves to the end of the chain.

I'm not suggesting that this method describes all chemical reactions, but it does describe a great many of them.

If you mention steric factors then you are really talking about the electron-electron repulsion of the electrons in the hydrogens, and / or the proton-proton repulsion of the hydrogens. Steric factors are also affected or guided or determined by electron - electron repulsion.

Your thoughts on this "rule of thumb" are most welcome.
 
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Yes, I dare say I agree most mechanisms involve some sort of pushing of electrons.

So where'd you get your degree?
 
Yep, it's an oversimplification for some mechanisms, but it's a great starting point if you don't know for sure.
 
Chemicalsuperfreak said:
Yes, I dare say I agree most mechanisms involve some sort of pushing of electrons.

So where'd you get your degree?

Well, Hello.
Mine came out of a cereal box. Where did you get yours?
 
what_are_electrons said:
Well, Hello.
Mine came out of a cereal box. Where did you get yours?

Oh, I've still got two or three years left to go.
 
Cerial box, I've never hard of that university. lol
 
I just sent in my 3500 bar codes from my degree-chex cereal boxes, now I'm just waiting for the papers so its official. :)
 
Well guys, I guess I mucked up trying to provide a bit of guidance on chem rxtns, so I'm outa dis thread. lol
 

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