Why and What are SP Carbon Orbitals When Hydrogens/Protons Removed?

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The discussion focuses on the hybridization of carbon orbitals when hydrogens are removed, specifically addressing the sp and sp2 hybridization states of carbon atoms in the presence of a nitrogen atom. It is established that the carbon beta to nitrogen retains an sp2 hybridization after the removal of a hydrogen, while the carbon alpha to nitrogen may transition to a p orbital upon forming the C- anion. The participants emphasize the need to clarify the hybridization states of both carbon atoms in this context.

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HeartSoul132
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When the hydrogens/protons are removed, leaving C-, can someone please tell me what and why the SP orbitals of these two carbons are?

http://img30.imageshack.us/img30/5333/40529044.jpg

Thanks.
 
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On one it remains sp2 and on the other it is very likely a p orbital. You have to match up and explain which is which.
 
It seems like they are both sp2 to to me :O
 
For the carbon beta to the nitrogen, you show only one hydrogen where two exist. Remove one of the hydrogens (generating the C- anion) and you have the electron in an orbital. Is that orbital hybridized as sp2 or p?

For the carbon alpha to the nitrogen (the enamine carbon) the electrons in the C-H bond are clearly sp2 before you remove the hydrogen and generate the anion. After you generate the anion, is that orbital hybridized as sp2 or p?
 

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