Organic Chemistry - why not just three 2p orbitals in ethene?

In summary, the conversation discusses the concept of hybridization and its necessity in forming sigma bonds in molecules. It is explained that while three unhybridized p orbitals could form three bonds, the energy levels of these orbitals are higher than the s orbital. Hybridization allows for lower energy levels and more effective bonding. The conversation also mentions the revolution from valence bond theory to hybridization theory and the difference between sigma and pi bonds. The importance of symmetry in this process is also discussed.
  • #1
lifeiseasy
18
0
After promoting one of the electrons in the 2s orbital, the 2s orbital and two of the 2p orbitals undergo hybridization to form three sp2 orbitals, leaving the other 2p orbital unhybridized. But why is the hybridization necessary? Isn't the three 2p orbitals sufficient to form three identical sigma bonds with carbon and hydrogen?
 
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  • #2
Yes, three othogonal p orbitals woud be sufficient to form 3 bonds but each of those p orbitals lie at slightly higher energy than the s orbital. Why would it be necessary to bond to those three higher energy orbitals due only to an argument of geometry. Isn't energy more important?
 
  • #3
What you mean is the sp2 hybrid orbitals have lower energy levels than the p orbitals... So the molecule opts for the hybrids... Thanks!
 
  • #4
I think this is the revolution from valence bond theory to a better, precise hybridization theory. From energy concerns, this kind of overlapping/hybridization can have better and effective bonding than just simply let the orbitals "bind" together.

and, by definition, sigma bond and pi bond should be defined under hybridization.
sigma bond means head-on overlapping and pi bond means side-way overlapping.

Clearly , 3 2p orbitals cannot do that, owning to symmetry.
 
  • #5
warenzeichen said:
Clearly , 3 2p orbitals cannot do that, owning to symmetry.

I don't believe that a symmetry argument could be made against sigma bonding between unhybridized p orbitals and unhybridized s orbitals.
 

1. What is the significance of three 2p orbitals in ethene?

The three 2p orbitals in ethene play an important role in determining the molecule's shape and bonding properties. These orbitals are involved in the formation of pi bonds, which are essential for the stability of the molecule.

2. Why can't ethene have just one 2p orbital?

If ethene had only one 2p orbital, it would result in a linear molecule, which would not be able to form the necessary pi bonds for stability. The presence of three 2p orbitals allows for the formation of two pi bonds, resulting in a more stable and compact molecule.

3. How do the three 2p orbitals in ethene contribute to its electronic structure?

The three 2p orbitals in ethene are perpendicular to each other and align in a way that allows for the formation of two pi bonds. These pi bonds are formed by the overlap of the 2p orbitals, resulting in a delocalized electron cloud that contributes to the molecule's stability.

4. Is the presence of three 2p orbitals unique to ethene?

No, the presence of three 2p orbitals is not unique to ethene. Other molecules with similar electronic structures, such as propene and butene, also have three 2p orbitals that contribute to their stability and bonding properties.

5. How does the number of 2p orbitals affect the physical and chemical properties of a molecule?

The number of 2p orbitals in a molecule can greatly influence its physical and chemical properties. For example, molecules with more 2p orbitals are generally more stable and have stronger pi bonds, making them less reactive. On the other hand, molecules with fewer 2p orbitals may have weaker pi bonds and be more reactive.

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