Full Table of Contents
- Page ID
- 1096
Chapter 1: Introduction to organic structure and bonding ISection 1: Atomic orbitals and electron configuration
Section 2: Chemical Bonds
Section 3: Drawing organic structures
Section 4: Functional groups and organic nomenclature
Section 5: Valence bond theory
Chapter 2: Introduction to organic structure and bonding IISection 1: Molecular orbital theory
Section 2: Resonance
Section 3: Non-covalent interactions
Section 4: The relationship between noncovalent interactions physical properties
Chapter 3: Conformations and StereochemistrySection 1: Conformations of straight-chain organic molecules
Section 2: Conformations of cyclic organic molecules
Section 3: Stereoisomerism – chirality, stereocenters, enantiomersSection 7: Diastereomers
Section 10: Prochirality
Chapter 4: Structure determination part I: Infrared spectroscopy, UV-visible spectroscopy, and mass spectrometrySection 1: Introduction to molecular spectroscopy
Section 3: Ultraviolet and visible spectroscopy
Section 4: Mass Spectrometry
Chapter 5: Structure determination part II- Nuclear magnetic resonance spectroscopySection 1: The origin of the NMR signal
Section 3: The NMR experiment
Section 4: The basis for differences in chemical shift
Section 5: Spin-spin coupling
Section 6: 13C-NMR spectroscopy
Chapter 6: Introduction to organic reactivity and catalysisSection 1: A first look at reaction mechanisms
Section 4: Protein structure
Section 5: How enzymes work
Chapter 7: Organic compounds as acids and basesSection 1: The ‘basic’ idea of an acid-base reaction
Section 2: Comparing the acidity and basicity of organic functional groups– the acidity constant
Section 3: Structural effects on acidity and basicity
Section 4: More on resonance effects on acidity and basicity
Chapter 8: Nucleophilic substitution reactions, part ISection 2: Two mechanistic models for a nucleophilic substitution reaction
Section 3: More about nucleophiles
Section 4: Electrophiles and carbocation stability
Section 5: Leaving groups
Section 6: Epoxides as electrophiles in nucleophilic substitution reactions
Chapter 9: Nucleophilic substitution reactions, part IISection 1: Methyl group transfers: examples of SN2 reactions
Section 3: Protein prenyltransferase - a hybrid SN1/SN2 substitution
Section 4: Biochemical nucleophilic substitutions with epoxide electrophiles
Chapter 10: Phosphoryl transfer reactionsSection 1: Overview of phosphates and phosphoryl transfer reactions
Section 2: Phosphorylation reactions - kinase enzymes
Section 4: Phosphate diesters
| Chapter 11: Nucleophilic carbonyl addition reactionsSection 3: Hemiacetals, hemiketals, and hydratesA. The general picture Section 4: Acetals and ketalsA. Glycosidic bonds revisited Section 6: Imine (Schiff base) formationA. Imines-the general picture Chapter 12: Acyl substitution reactionsSection 1: Introduction to carboxylic acid derivatives and the nucleophilic acyl substitution reactionA: Carboxylic acid derivatives and acyl groups Section 2: Acyl phosphates as activated carboxylic acidsA: Glutamine synthetase Section 3: ThioestersA: Introduction to thioesters and Coenzyme A Section 4: EstersA: Nonenzymatic esterification: synthesis of ‘banana oil’ Section 5: Nucleophilic acyl substitution reactions involving peptide bondsA: Formation of peptide bonds on the ribosome Chapter 13: Reactions with stabilized carbanion intermediates, part I - isomerization, aldol and Claisen condensation, and decarboxylationSection 1: Tautomers
Section 2: Isomerization reactions
Section 3: Aldol reactions
Section 4: Claisen reactions
Section 5: Carboxylation and decarboxylation reactions
Section 6: Synthetic parallel - carbon nucleophiles in the lab
Chapter 14: Reactions with stabilized carbanion intermediates, part II: Michael additions, eliminations, and electron sink cofactorsSection 14.1: Michael additions and beta-eliminations
Section 14.2: Variations on the Michael reaction
Section 14.3: Elimination by the E1 and E2 mechanisms
Section 14.4: Pyridoxal phosphate - an electron sink cofactor
Section 14.5: Thiamine diphosphate-dependent reactions
Section 14.6: The transition state geometry of reactions involving pi bonds
Section 14.7: ProblemsChapter 15: Electrophilic reactionsSection 2: Electrophilic addition
Section 3: Electrophilic isomerization and substitution (addition/elimination)
Section 5: Electrophilic aromatic substitution
Section 6: Synthetic parallel - electrophilic aromatic substitution in the lab
Section 7: Carbocation rearrangements
Chapter 16: Oxidation and reduction reactionsSection 4: Hydrogenation/dehydrogenation reactions of carbonyls, imines, and alcohols
Section 5: Hydrogenation of alkenes and dehydrogenation of alkanes
Section 7: NAD(P)H, FADH2 and metabolism - a second look
Section 11: Halogenation of organic compounds
Section 12: Redox reactions involving thiols and disulfides
Section 13: Redox reactions in the organic synthesis laboratory
Chapter 17: Radical reactionsSection 1: Structure and reactivity of radical species
Section 2: Radical chain reactions
Section 3: Enzymatic reactions with free radical intermediates
TablesTable 1: Some characteristic absorption frequencies in IR spectroscopy Table 2: Typical values for 1H-NMR chemical shifts Table 3: Typical values for 13C-NMR chemical shifts Table 4: Typical coupling constants in NMR Table 5: The 20 common amino acids Table 6: Structures of common coenzymes Table 7: Representative acid constants Table 8: Some common laboratory solvents, acids, and bases Table 9: Examples of common functional groups in organic chemistry |