Lewis structure for Nitrogen Dioxide

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Discussion Overview

The discussion centers around the Lewis structure(s) for Nitrogen Dioxide (NO2), exploring the correct representations and the concept of resonance in molecular structures. Participants examine various proposed structures and their validity based on electron placement and resonance considerations.

Discussion Character

  • Exploratory
  • Technical explanation
  • Debate/contested

Main Points Raised

  • One participant proposes that there are 7 possible Lewis structures for NO2 but is uncertain about their correctness.
  • Another participant suggests that the correct representation is a resonance structure combining two specific structures (3 and 4), drawing a parallel to benzene's resonance.
  • A later reply questions whether electrons should be placed on the more electronegative atom, oxygen, which leads to alternative structures (1 and 2).
  • One participant clarifies that the concept of resonance involves delocalized electrons, which may contribute to the stability of the molecule beyond standard Lewis structures.
  • Another participant mentions that any valid valence structure compatible with the total of 23 electrons can contribute to the true wavefunction of the molecule, emphasizing the importance of the orbital basis considered.

Areas of Agreement / Disagreement

Participants express differing views on the correct Lewis structures for NO2, with no consensus reached on which structures are valid or the implications of resonance. Multiple competing perspectives remain regarding electron placement and the nature of resonance.

Contextual Notes

Limitations include the lack of clarity on which specific structures are deemed correct or incorrect, as well as the dependence on definitions of resonance and electron delocalization. The discussion does not resolve the mathematical or conceptual details surrounding the Lewis structures.

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I am pondering on what the correct Lewis structure(s) for Nitrogen Dioxide (NO2) may be...
I have come up with 7 possible structures, but am unsure which are correct and which are not. I have compiled a small list of notes for your convenience and they are all in this picture.

Which structure(s) are correct and which are incorrect and why?

http://imageshack.us/photo/my-images/202/nitrogendioxide.jpg/
 
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Its a resonance structure that is a combination of structures 3 and 4:
951452623.Ch.2.gif

Think about benzene. Its lewis structure isn't actually this:
benzene.gif

in reality its Lewis structure is this:
Benz3.png

because the double bonds are constantly changing position.
 
CrimpJiggler said:
Its a resonance structure that is a combination of structures 3 and 4:
951452623.Ch.2.gif

Think about benzene. Its lewis structure isn't actually this:
benzene.gif

in reality its Lewis structure is this:
Benz3.png

because the double bonds are constantly changing position.

But shouldn't the electrons be placed on the more electronegative atom, i.e. oxygen, so that nitrogen gets the lone pair, giving it Lewis structures 1 and 2?
 
It is chemical resonance, as CrimpJiggler said, but its not so much that the electrons are in constant fluctuation, but rather the odd electrons that could be bonded or non-bonded are involved in a sort of delocalized electron orbital that surrounds the entire molecule, apparently the delocalization of the electrons actually lowers their potential, making the resonant molecule more stable than either standard lewis formation.
 
In fact, you any valence structure which is compartible with none of the orbitals being filled by more than two electrons and a total of 23 electrons is valid and will contribute to some extent to the true wavefunction of the molecule. The relative importance of the structures depends not only on the molecule itself but also on the orbital basis considered (i.e. s and p type or hybrids, orthogonalized or not).
Nevertheless the two structures shown in the video will probably be most important, at least for a qualitative description of the molecule.
 

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