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University Of Pennsylvania College of General Studies Professor William A. Price, Ph.D. CHEM 241-601

University Of Pennsylvania College of General Studies Professor William A. Price, Ph.D. CHEM 241-601. Organic Chemistry , 9 th Edition By T.W. Graham Solomons. From the Bark of the Pacific Yew Tree. Introduction: Structure and Bonding. Atomic structure Lewis Structures Resonance

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University Of Pennsylvania College of General Studies Professor William A. Price, Ph.D. CHEM 241-601

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  1. University Of PennsylvaniaCollege of General StudiesProfessor William A. Price, Ph.D.CHEM 241-601 Organic Chemistry, 9th Edition By T.W. Graham Solomons

  2. From the Bark of the Pacific Yew Tree

  3. Introduction: Structure and Bonding Atomic structure Lewis Structures Resonance Structural Formulas Acids and Bases

  4. Nucleus is a Tiny Fraction of the Volume of an Atom

  5. Orbitals are Probabilities

  6. 2s Orbital Has a Node

  7. The p Orbital

  8. px, py, pz

  9. Electron Configurations

  10. Lewis Dot Structure of Methane

  11. Tetrahderal Geometry

  12. Bonding Characteristics of Period 2 Elements

  13. “Saturated” with Hydrogen

  14. All Have the Same GeometryAll Have 4 Regions of Electron Density

  15. A Saturated Hydrocarbon

  16. Nitromethane

  17. Nitromethane has 2 Formal Charges

  18. Both Resonance Structures Contribute to the Actual Structure

  19. Resonance Rules • Cannot break single (sigma) bonds • Only electrons move, not atoms 3 possibilities: • Lone pair of e- to adjacent bond position • Forms p bond - p bond to adjacent atom - p bond to adjacent bond position

  20. Curved Arrow Formalism Shows flow of electrons

  21. Resonance Stabilization of IonsPos. charge is “delocalized”

  22. Bonding Pattens for C, N, and O

  23. Common Cationic, Neutral and Anionic Forms

  24. Two Nonequivalent Resonance Structures in Formaldehyde

  25. Resonance in Acetate Anion

  26. Resonance in [CH2NH2]+

  27. Propose Lewis Structures • H2CO2 b) O3 c) N2O d) NH3O e) C2H3ClO f) C2H5NO 

  28. Problem Draw [NO2]+ and [NO2]-. Which ion has a “localized” charge and which has a “delocalized” charge. Explain.

  29. Drawing Structures

  30. Octane Representations

  31. Condensed Formulas

  32. Line-Angle Structures are Often Used as a Short-hand

  33. Line-Angle Structures

  34. Line-Angle structure Superimposed on Lewis Structure

  35. Double Bonds are Shown

  36. For Cyclic Structures, Draw the Corresponding Polygon

  37. Some Steroids

  38. Adrogenic/Anabolic Steroids

  39. Anabolic Steroids

  40. Benzene can be drawn as one of two resonance structures

  41. Some Line-Angle Structures

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