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Introduction to Hybridization

Why do We Need Hybridization?

  • Looking at atomic orbitals (and electron configurations) are not sufficient to explain all observations. Example: it does not explain how carbon is bound to 4 hydrogen atoms in CH4{\small \text{CH}_4}
  • If we examine what the orbital filling diagrams would look like without hybridization we can quickly see that carbons ground state electron configuration only allows two bonds to be formed.
Image illustrating Introduction to Hybridization


Unhybridized Carbon Valence Bond Diagram

  • However we know from experiment that the true form is CH4{\small \text{CH}_4} and there are actually 4 C-H bonds (not 2!)
  • To explain how this comes about we need to invoke hybridization


What is Hybridization?

  • Hybridization is a theoretical tool we use to explain experimental observations
  • To explain observed bonding, we combine atomic orbitals and create hybrid orbitals!




Analogy:


Image illustrating Introduction to Hybridization


  • Your roommate is experimenting with drinks. He decides to mix 1 can of sprite and 2 cans of Fanta together.
  • In total he used 3 cans so the end result will have the volume of 3 cans.
  • His end result will also be 1/3 Sprite and 2/3 Fanta!
  • This is like how if we took 1 s atomic orbital and combined it with 2 p atomic orbitals, we would get 3 sp2 hybridized orbitals!
  • Each sp2 hybridized orbital has 1/3 s character and 2/3 p character.

The "Chemistry" Way of Showing This:


Image illustrating Introduction to Hybridization


1 s combine with 2 p atomic orbitals to form 3 sp2 hybridized orbitals

1 p atomic orbital is left unhybridized → this can form pi bonds!

Using Hybdridization to Explain the Bonding in Methane

If we hybridize the s-orbital and all the p-orbitals of carbon to form four new hybrid orbitals we end up with the following picture. From this picture we can see that carbon can now form four bonds to hydrogen.


Image illustrating Introduction to Hybridization


Valence Bond Diagram of Methane



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Determining Hybridization


To determine the hybridization of an atom in a molecule, we need to first determine the number of electron groups that molecule has.


EGs=number of lone pairs of electrons + number of bound atoms\boxed{EGs=\text{number of lone pairs of electrons + number of bound atoms}}

EGs are electron groups


Example: CH4


Image illustrating Determining Hybridization


  • C has ________ EGs
  • We saw that C in CH4 was sp3 hybridized.
  • If we add up the exponents in sp3 (s1p3 → 1+3) = 4 (which is the number of electron groups!)



To determine a molecule's hybridization we can use the following table:


Image illustrating Determining Hybridization


The shapes listed above are "parent shapes" (aka electron geometries) that we get from knowing the number of electron groups.

What is the Hybridization of C in CO2?

1) Draw the BEST Lewis Structure


Image illustrating Determining Hybridization





2) Find the Number of EGs that C has

EGs= # of lone pairs of electrons + # of bound atoms

= ________

= ________


3) Determine the Hybdridization Based on the Number of EGs

Since there were ________ EGs, that means the hybridization must be ________.



What is the Hybridization for Se in SeBr2?

1) Draw the BEST Lewis Structure


Image illustrating Determining Hybridization






2) Find the Number of EGs that Se has

EGs= # of lone pairs of electrons + # of bound atoms

=________

= ________


3) Determine the Hybridization Based on the Number of EGs

Since there were ________ EGs, that means the hybridization must be ________________.




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Example: Hybridization

Identify the hybridization of each non-hydrogen atom in the following compounds:


a) POCl3\colorOne{\text{POCl}_3}


Image illustrating Example


Identify the hybridization of each non-hydrogen atom in the following compounds:

b)


Image illustrating Example


C has sp2 hybridization (3 electron groups attached)



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Example: Hybridization of Atoms in a Line Diagram


Whiskey lactone is an important ingredient in the aroma of whiskey. It’s structure is shown below.


On the structure, there are ________ sp3 hybridized carbons, ________ sp2 hybridized carbons and ________ sp hybridized carbons.


Image illustrating Example


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Label each carbon atom with its hybridization


a)

Image illustrating Example: Determine the Hybridization on Carbon



Image illustrating Example: Determine the Hybridization on Carbon



b)

Image illustrating Example: Determine the Hybridization on Carbon


Image illustrating Example: Determine the Hybridization on Carbon


Practice: Hybridization in Organic Compounds

Answer the following questions for the compound shown below.


Illustration for practice question: CHEM 1011 (Dalhousie) - Practice Question: Hybridization in Organic Compounds


Your answers

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Extra Practice