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2012 Orbital Hybrization, Sigma and Pi Bonds

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LESSON Hybridization (video tutorial links included) IB Chemistry Power Points Topic 14 (AHL) Bonding www.pedagogics.ca
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Page 1: 2012 Orbital Hybrization, Sigma and Pi Bonds

LESSON

Hybridization(video tutorial links included)

IB Chemistry Power Points

Topic 14 (AHL)

Bonding

www.pedagogics.ca

Page 2: 2012 Orbital Hybrization, Sigma and Pi Bonds

Carbon has an electron arrangement 1s22s22p2

There is a contradiction here . . . . . .

Recall : methane, CH4 – tetrahedral shape (4 equal covalent bonds)

Page 3: 2012 Orbital Hybrization, Sigma and Pi Bonds

Recall: the s orbital shape

ONE s orbital in each energy level

Page 4: 2012 Orbital Hybrization, Sigma and Pi Bonds

Recall: the p orbital shape

THREE p orbitals in each energy level (beginning n = 2)

Page 5: 2012 Orbital Hybrization, Sigma and Pi Bonds

Carbon’s valence shell - 2nd energy level orbitals The 4 orbitals are oriented like so:

Problem #1

This is not a tetrahedral shape. The 3 p orbitals are at 900 to each other and the s orbital is “non-directional”

Page 6: 2012 Orbital Hybrization, Sigma and Pi Bonds

What is the expected orbital notation of carbonin its ground state?

Carbon ground state electron configuration

Problem #2?

Only 2 electrons appear to be available for bonding

Page 7: 2012 Orbital Hybrization, Sigma and Pi Bonds

Perhaps carbon “promotes” one of its 2s electrons…

…to the empty 2p orbital.

Solution – require 4 unpaired electrons

Page 8: 2012 Orbital Hybrization, Sigma and Pi Bonds

BUT. . . this would mean that three of the bonds in a methanemolecule would be identical,

But what about the fourth bond…?

Must have a lower bond energy

This was not observed by chemists

Page 9: 2012 Orbital Hybrization, Sigma and Pi Bonds

“hybridization” theory - What if the s orbital is combined with three p orbitals to create four equal hybrid orbitals?

These new orbitals have slightly MORE energy thanthe 2s orbital…… and slightly LESS energy than the 2p

orbitals.

But all 4 hybrid orbitals have equal energy.

“hybridized”

Page 10: 2012 Orbital Hybrization, Sigma and Pi Bonds

Since the 4 hybrid orbitals result from a combination of 1 s and 3 p orbitals, these hybrids are termed sp3 orbitals.

Page 11: 2012 Orbital Hybrization, Sigma and Pi Bonds

2s 2px 2pz2py1s sp3 sp3 sp3 sp3

109.5o

Hybridize

x

z

y

Summary of sp3 hybridization

Page 12: 2012 Orbital Hybrization, Sigma and Pi Bonds

sp3 hybridization

in methane

CH4

Page 13: 2012 Orbital Hybrization, Sigma and Pi Bonds

Summary of sp3 hybridization

Page 14: 2012 Orbital Hybrization, Sigma and Pi Bonds

Sigma (σ) bondsThe bonds formed in methane between carbon and hydrogen atoms are called sigma bonds.

As shown in the diagram, a sigma bond is formed by the head on overlap of two orbitals. THE OVERLAP REGION LIES DIRECTLY BETWEEN THE TWO NUCLEI. Nuclei can rotate about a sigma bond. Video tutorial link to ethane

Page 15: 2012 Orbital Hybrization, Sigma and Pi Bonds

sp2 hybridization

When boron bonds with hydrogen, VSEPR predicts a trigonal planar geometry.

Consider the electron configuration of boron:

One s orbital hybridizes with 2 p orbitals to form 3 sp2 orbitals

Page 16: 2012 Orbital Hybrization, Sigma and Pi Bonds

sp2 hybridization also occurs in molecules that contain double covalent bonds. For example, ethene C2H4

Page 17: 2012 Orbital Hybrization, Sigma and Pi Bonds

Each carbon : 3 hybridized sp2 orbitals and 1 p orbital

Sigma bond – single bond C-H

Sigma bond – sp2 orbitals: one half of double bond C=C

Pi bond – p orbitals: other half of double bond C=C

Page 18: 2012 Orbital Hybrization, Sigma and Pi Bonds

A pi bond consists of two p orbitals that overlap above and below a sigma bond. A double bond always consists of ONE sigma bond and ONE pi bond.

The molecule cannot be twisted without breaking the pi bond. Video tutorial ethene

Pi bonds

Page 19: 2012 Orbital Hybrization, Sigma and Pi Bonds

Practice

Draw a diagram to show the orbital overlap in the sigma and pi bonds in a molecule of formaldehyde CH2O. State the shape of the molecule and the arrangement of negative charge centers around the central atom.

Page 20: 2012 Orbital Hybrization, Sigma and Pi Bonds

Formaldehyde

Sigma bond

2 Lone Pairs2 Lone Pairs

bond

trigonal planar (3 regions of electron density)

Page 21: 2012 Orbital Hybrization, Sigma and Pi Bonds

sp hybridization

When beryllium bonds with chlorine, VSEPR predicts a linear geometry.

Consider the electron configuration of beryllium:

One s orbital hybridizes with 1 p orbitals to form 2 sp orbitals

Page 22: 2012 Orbital Hybrization, Sigma and Pi Bonds

sp hybridization

sp hybridization also occurs in molecules that contain triple covalent bonds. For example, acetylene C2H2

Page 23: 2012 Orbital Hybrization, Sigma and Pi Bonds

In ethyne C2H2 each carbon has 2 sp orbitals and 2 un-hybridized p orbitals.

The single bond between carbon and hydrogen is a sigma bond.

The triple bond between the two carbons consists of a sigma bond between two sp2 orbitals and two pi bonds between the two sets of p orbitals.

Page 24: 2012 Orbital Hybrization, Sigma and Pi Bonds

The two pi bonds are in different planes 900 to each other . A triple bond always consists of ONE sigma bond and TWO pi bonds. The molecule cannot be twisted without breaking the pi bonds.

Show video tutorial acetylene

Page 25: 2012 Orbital Hybrization, Sigma and Pi Bonds

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