Organic Chemistry

  1. Spectroscopic Identification of Organic Compounds
    1. Introduction to Spectroscopy
      1. Electromagnetic Spectrum
        1. Energy and Frequency Relationships
          1. Types of Spectroscopy
          2. Mass Spectrometry
            1. Principles of Mass Spectrometry
              1. Instrumentation
                1. Ionization Methods
                  1. Electron Impact Ionization
                    1. Chemical Ionization
                      1. Electrospray Ionization
                      2. Mass Spectrum Interpretation
                        1. Molecular Ion Peak
                          1. Base Peak
                            1. Isotope Patterns
                              1. Fragmentation Patterns
                                1. Common Fragmentations
                                  1. McLafferty Rearrangement
                                  2. Nitrogen Rule
                                  3. High-Resolution Mass Spectrometry
                                    1. Applications in Structure Determination
                                    2. Infrared Spectroscopy
                                      1. Principles of IR Spectroscopy
                                        1. Molecular Vibrations
                                          1. Stretching Vibrations
                                            1. Bending Vibrations
                                            2. IR Spectrum Regions
                                              1. Functional Group Region
                                                1. Fingerprint Region
                                                2. Characteristic Absorptions
                                                  1. O-H Stretches
                                                    1. N-H Stretches
                                                      1. C-H Stretches
                                                        1. C=O Stretches
                                                          1. C=C Stretches
                                                            1. C≡C Stretches
                                                              1. C≡N Stretches
                                                              2. Factors Affecting IR Frequencies
                                                                1. Hydrogen Bonding
                                                                  1. Conjugation
                                                                    1. Ring Strain
                                                                    2. Sample Preparation
                                                                      1. Spectrum Interpretation
                                                                      2. Nuclear Magnetic Resonance Spectroscopy
                                                                        1. Principles of NMR
                                                                          1. Nuclear Spin
                                                                            1. Magnetic Field Effects
                                                                              1. Resonance Condition
                                                                              2. Proton NMR (1H NMR)
                                                                                1. Chemical Shift
                                                                                  1. Shielding and Deshielding
                                                                                    1. Reference Standards
                                                                                      1. Typical Chemical Shift Ranges
                                                                                      2. Integration
                                                                                        1. Relative Areas
                                                                                          1. Quantitative Analysis
                                                                                          2. Spin-Spin Coupling
                                                                                            1. Multiplicity
                                                                                              1. N+1 Rule
                                                                                                1. Coupling Constants
                                                                                                  1. Complex Coupling Patterns
                                                                                                  2. Exchangeable Protons
                                                                                                    1. Sample Preparation
                                                                                                    2. Carbon-13 NMR (13C NMR)
                                                                                                      1. Principles
                                                                                                        1. Proton-Decoupled Spectra
                                                                                                          1. Chemical Shifts of Carbon
                                                                                                            1. DEPT Experiments
                                                                                                              1. DEPT-90
                                                                                                                1. DEPT-135
                                                                                                              2. Advanced NMR Techniques
                                                                                                                1. Two-Dimensional NMR
                                                                                                                  1. COSY
                                                                                                                    1. HSQC
                                                                                                                      1. HMBC
                                                                                                                      2. NMR Spectrum Interpretation
                                                                                                                      3. Ultraviolet-Visible Spectroscopy
                                                                                                                        1. Principles of UV-Vis Spectroscopy
                                                                                                                          1. Electronic Transitions
                                                                                                                            1. π to π* Transitions
                                                                                                                              1. n to π* Transitions
                                                                                                                              2. Chromophores
                                                                                                                                1. Conjugation Effects
                                                                                                                                  1. Extended Conjugation
                                                                                                                                    1. Bathochromic Shift
                                                                                                                                    2. Woodward-Fieser Rules
                                                                                                                                      1. Applications in Organic Chemistry

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                                                                                                                                    4. Acids and Bases in Organic Chemistry

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                                                                                                                                    6. Reactions of Alkanes and Cycloalkanes