Mechanism of Most Chemical Reactions

AI Thread Summary
The discussion centers around a rule of thumb in chemistry that suggests higher electronegativity atoms tend to bond with lower electronegativity atoms. This principle is rooted in the observation that many organic and inorganic reactions involve negative species seeking positive ones. Identifying the negative and positive characteristics of molecules or reactive species is facilitated by understanding electronegativity. The Diels-Alder reaction is highlighted as an example where the diene exhibits more negative character due to its higher electron density, while the ene part is more positive. The conversation acknowledges that while this rule may oversimplify some mechanisms, it serves as a useful starting point for understanding chemical reactions. The discussion also touches on steric factors, linking them to electron-electron repulsion. Overall, the participants engage in light-hearted banter, with some humor about the nature of their chemistry education.
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.
 
Chemistry news on Phys.org
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
 
Back
Top