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Multiple Bonds, Pi MOs, Delocalization. Permanganate Test Results Hexane, C 6 H 14 Hexene, C 6 H 12 Limonene Blank Pinene, C 10 H 16.

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Presentation on theme: "Multiple Bonds, Pi MOs, Delocalization. Permanganate Test Results Hexane, C 6 H 14 Hexene, C 6 H 12 Limonene Blank Pinene, C 10 H 16."— Presentation transcript:

1 Multiple Bonds, Pi MOs, Delocalization

2 Permanganate Test Results Hexane, C 6 H 14 Hexene, C 6 H 12 Limonene Blank Pinene, C 10 H 16

3 Trigonal Planar Electron Group Geometry Methanal (Formaldehyde) Ethene (Ethylene) 120 o Perfect Trigonal Planar Arrangement

4 Bond Angles Deviate From 120 o Methanal (Formaldehyde)Ethene (Ethylene)

5 Two Models for Ethene

6 Sigma Bonding Orbital Between C Atoms in Ethene

7 Pi Bonding Orbital Formation at C Atoms in Ethene

8 The Double Bond in Ethene sigma orbital for first part of bond pi orbital for second part of bond

9 The Sigma Framework in Ethene

10 The Pi Bond in Ethene

11 The 5 Sigma and 1 Pi Bonding Orbitals in Ethene

12 Isomerism Same number, kind of atoms Different connectivity Non-superimposable mirror images Same connectivity but different spatial arrangement e.g., cis,trans Isomers Structural Isomers Stereoisomers Geometric Isomers Optical Isomers Conformational Isomers Interconvert by sigma bond rotation

13 Cis-Trans Isomerism Trans Cis Interconversion Requires Breaking the Pi Bond

14 Conformational Isomerism Interconversion Requires Only Sigma Bond Rotation Same Molecule, Just Different Rotations 1,2-dichloroethane


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