Question regarding hybridization of Carbon

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Discussion Overview

The discussion revolves around the hybridization of the carbon atom in the carbanion, specifically questioning why it is considered sp3 hybridized instead of sp2. The scope includes theoretical understanding of hybridization in chemistry.

Discussion Character

  • Exploratory, Technical explanation, Conceptual clarification

Main Points Raised

  • One participant questions the hybridization of carbon in the carbanion, suggesting it should be sp2 due to the presence of only three bonds with hydrogen.
  • Another participant explains that the carbon is sp3 hybridized because it has a lone pair of electrons, which influences the geometry to be tetrahedral.
  • A participant seeks clarification on whether one must always account for lone pairs when determining hybridization.
  • Another participant proposes a method for determining hybridization by counting electron domains, including bonds and lone pairs, and adjusting accordingly.
  • One participant inquires if the carbanion can have s2p3 hybridization.
  • A request is made for additional resources or links to further explain hybridization.

Areas of Agreement / Disagreement

The discussion includes multiple viewpoints regarding the hybridization of carbon in the carbanion, with no consensus reached on the proposed s2p3 hybridization or the necessity of accounting for lone pairs in all cases.

Contextual Notes

Participants express varying interpretations of hybridization, and there are unresolved questions about the application of the proposed methods for determining hybridization in different contexts.

aleferesco
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The question that I have is regarding the hybridization of the Carbon atom in the molecule Carbanion
48.gif



[CH3]-

My question is

Why is the carbon atom in Carbanion hybridized to sp3 orbitals instead of sp2?
shouldn't it be sp2 since the carbon atom is only making 3 bonds with hydrogen?
please explain

any help is truly appreciated


http://www.chem.uh.edu/Courses/Thummel/Chem3331/Notes/Chap4/Image178.gif
 
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The carbon is sp3 because it still has a lone pair of electrons to account for, which actually take up more space than a fourth bond would. Therefore, the geometry is still tetrahedral, with the lone pair located at the top. Like I said before, lone pairs take up more space; that's why in your first picture the hydrogens are a bit cramped together.
 
ooo makes sense thanks


so does this mean that for everytime carbon is Hybridize do we have to account for the lone pair in order to determine if its is sp, sp2 or sp3?
 
You could think about it like this: to determine hybridization, count the number of electron domains and subtract 1, where a domain is either a bond (single, double, or triple) or a lone pair. For example, the methyl anion has 3 single bonds + 1 lone pair = 4 domains - 1 = 3 (sp3).

Another example is a double bonded oxygen (C=O). The oxygen has 1 double bond + 2 lone pairs = 3 domains - 1 = 2 (sp2).

Another example is a carbon in acetylene (or ethyne): H-C=C-H. Each carbon has 1 triple bond + 1 single bond = 2 domains - 1 = 1 (sp).

You can use this method for now, but in time you'll get good enough to identify the hybridization just by looking at the atom.
 
Can cabon anion have s2p3 hybridization
 
I will like anybody with any useful web address or link explainimg more about hybridization to please share it.
I would like to know more about hybridization.
 

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