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Chapter 9 Chemical Bonding Theories Valence Bond Theory: Uses Lewis Structures Bonds form using shared electrons between overlapping orbitals on adjacent atoms. Orbitals arrange around central atom to avoid each other. Two types of bonds: sigma and pi. Molecular Orbital Theory: Uses MO Diagrams Orbitals on atoms “mix” to make molecular orbtials, which go over 2 or more atoms. Two electrons can be in an orbital. Orbitals are either: bonding, antibonding, or nonbonding. Bonds are either: sigma or pi.
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Orbitals on bonding atoms overlap directly between bonding atoms Sigma ( ) Bonding Between s orbitals Between p orbitals
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Consider VSEPR Shapes and bonding: Sigma (s) Bonding
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What’s wrong with this picture? Atoms bond by having their valence orbitals overlap
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Enter question text... 1.1 2.2 3.3
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Orbitals don’t go in same directions as atomic orbitals. 2s 2p z 2p x 2p y Orbitals in CH 4 Orbitals on C
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Orbitals don’t go in same directions as atomic orbitals. 2s 2p z 2p x 2p y Orbitals in CH 4 Conclusion: Atomic orbitals change shape when they make molecules.
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Hybrid Orbitals Atomic valence orbitals “combine and mix” to form new “Hybrid Orbitals” Hybrid orbitals go in the VSEPR electron geometry directions.
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Types of Hybrid Orbitals
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Types of Hybrid Orbitals: 2 Pairs
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Types of Hybrid Orbitals: 3 Pairs
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Types of Hybrid Orbitals: 4 Pairs
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Hybrid orbitals in H 2 O? 1.sp 2.sp 2 3.sp 3 4.sp 3 d 5.sp 3 d 2
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Hybrid orbitals in O 3 ? 1.sp 2.sp 2 3.sp 3 4.sp 3 d 5.sp 3 d 2
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Hybrid orbitals in CO 2 ? 1.sp 2.sp 2 3.sp 3 4.sp 3 d 5.sp 3 d 2
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Hybrid orbitals in SF 4 ? 1.sp 2.sp 2 3.sp 3 4.sp 3 d 5.sp 3 d 2
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Hybrid orbitals used for sigma bonds and lone pairs. Unhybridized p orbitals used for pi bonds, or they are empty.
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Sigma Bonding Orbitals overlap directly between two nuclei:
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NH 3
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CH 2 O
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Sigma Bonding involves hybrid orbitals and/or H 1s orbitals. Pi bonding involves unhybridized p orbitals. Sigma vs. Pi Bonding
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Pi Bond Formation
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Bonding in Ethene
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Bonding in Acetylene
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Bonding in Formaldehyde
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How many bonds in acetonitrile? 1.7 sigma, 0 pi 2.6 sigma, 1 pi 3.5 sigma, 2 pi 4.4 sigma, 3 pi
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Bonding in Benzene
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Advanced: Allene Each end carbon is a flat trigonal. Are they co-planar or perpendicular?
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Bonding in Allene
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Conformations vs. Isomers Isomers: Molecules with same formula but different structure Conformers: Different temporary shapes of the same molecule
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Bond Rotations CAN happen around single bonds Cannot happen around double bonds Examples: dichloroethane and diclhloroethene
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Types of Isomers Constitutional: Different bond connections Geometric/Stereoisomers: Same connections, different directions
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Cis-Trans Stereoisomerization When two groups are on a “side” of a molecule. cis trans
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Can these molecules have cis-trans isomers?
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What are these? 1.Constitutional isomers 2.Stereoisomers 3.Conformations 4.None of these
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What are these? 1.Constitutional isomers 2.Stereoisomers 3.Conformations 4.None of these
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What are these? 1.Constitutional isomers 2.Stereoisomers 3.Conformations 4.None of these
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