Dr. Glaser's "Visualization Center & Chemistry Online Exploratory"

"Connectivity is really only part of the story; the arrangement of the atoms in space really is what matters in defining function. Chemistry therefore is largely about structure and learning chemistry is about learning to recognize structure."

Chapter # in Bruice 3/e, CHAPTER THEME (serves as the link)
Key words about content of the visualization center


PART I: AN INTRODUCTION TO THE STUDY OF ORGANIC CHEMISTRY

Chapter 1. ELECTRONIC STRUCTURES AND BONDING. ACIDS AND BASES.
Prototypical Molecules with sp3 Hybridization <*> Prototypical Molecules with sp2 Hybridization <*> Prototypical Molecules with sp Hybridization <*> Homologes of Ammonia and Water <*> Lewis Acids, Lewis Bases & Lewis Acid-Lewis Base Complexes

Chapter 2. AN INTRODUCTION TO ORGANIC COMPOUNDS, NOMENCLATURE, PHYSICAL PROPERTIES, AND REPRESENTATION OF STRUCTURE
Alkanes <*> Conformations of Alkanes <*> Cycloalkanes <*> Conformations of Hexane <*> Hydrogen Bonding <*> Water Dimer & Trimer <*> Ammonia Dimer & Trimer


PART II: HYDROCARBONS, STEREOCHEMISTRY, AND RESONANCE

Chapter 3. REACTIONS OF ALKENES. THERMODYNAMICS AND KINETICS.
Alkenes <*> Geometriacl Isomers of Alkenes <*> Cycloalkenes <*> Solvation of Ions <*> Mechanism of Electrophilic Addition <*> Stereochemistry of Electrophilic Addition

Chapter 4. STEREOCHEMISTRY: THE ARRANGEMENT OF ATOMS IN SPACE; THE STEREOCHEMISTRY OF ADDITION REACTIONS.
R/S Nomenclature <*> Cis-Trans Isomerism in Cyclohexanes <*> Cis-Trans Isomerism in Decaline

Chapter 5. REACTIONS OF ALKYNES. INTRODUCTION TO MULTISTEP SYNTHESIS.
Alkynes <*> Electrophilic Addition to Alkynes HCL-acetylene pi-Complex <*> Vinyl Cation

Chapter 6. ELECTRON DELOCALIZATION AND RESONANCE.
Benzene <*> Regioisomers of Disubstituted Benzenes <*> Cyclobutadiene <*> Cyclooctatetraene

Chapter 7. REACTIONS OF DIENES.
Dienes <*> Geometrical Isomers of Dienes <*> Allenes <*> Cyclic Dienes <*> Spiroalkanes

Chapter 8. REACTIONS OF ALKANES. RADICALS.
Neutral Radicals <*> Allyl Radical <*> Benzyl Radical <*> Transition State Structures for H-Abstraction from Methane by Halogen Radicals <*> Vitamin C


PART III: SUBSTITUTION AND ELIMINATION REACTIONS

Chapter 9. REACTIONS AT AN SP3 HYBRIDIZED CARBON I: SUBSTITUTION REACTIONS OF ALKYL HALIDES.
SN2(MeCl to MeOH) <*> SN1(t-BuCl to t-BuOH) <*> Allyl Cation <*> Benzyl Cation

Chapter 10. REACTIONS AT AN SP3 HYBRIDIZED CARBON II: ELIMINATION REACTIONS OF ALKYL HALIDES; COMPETITION BETWEEN SUBSTITUTION AND ELIMINATION
Carbanions <*> E2(Me2EtCCl) <*> E1(t-BuCl) <*> E2(chlorocyclohexane)

Chapter 11. REACTIONS AT AN SP3 HYBRIDIZED CARBON III: SUBSTITUTION AND ELIMINATION REACTIONS OF COMPOUNDS WITH LEAVING GROUPS OTHER THAN HALOGEN. ORGANOMETALLIC COMPOUNDS.
Thionyl Chloride Route to Alkyl Halides <*> Sulfonyl Chlorides <*> Sulfonate Esters <*> Ethers <*> Thiols and Derivatives <*> Benzene Derivatives


PART IV: IDENTIFICATION OF ORGANIC COMPOUNDS

Chapter 12. MASS SPECTROSCOPY.
Radical Cations <*> Ionization-Fragmentation Sequences

Chapter 12. INFRARED SPECTROSCOPY.
Group Vibrations <*> Effect of Mass: O=C=O, S=C=S, and O=C=S <*> Effect of Resonance: HCHO, HCOOH, HCOCl, and HCONH2 <*> Effects of N-Substitution on Amides: HCONH2, HCONH(CH3), and HCON(CH3)2

Chapter 12. ULTRAVIOLET/VISIBLE SPECTROSCOPY.
Push-Pull Effects: PABA, Aniline, and Benzoic Acid <*> Effects of pi-Extension: Ethene, Butadiene, Hexatriene, and Octatetraenes <*> Effects of pi-Extension: O2 and Ozone <*> Resonance Effects: Phenol and Phenolate <*> Dyes & Indicators

Chapter 13. NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY.
TMS Standard <*> 13C- and 1H-NMR-Spectra Prediction and Presentation <*> Ring Current in Benzene and Annulene


PART V: AROMATIC COMPOUNDS

Chapter 14. AROMATICITY. REACTIONS OF BENZENES
Being Aromatic & Antiaromatic <*> Adrenaline <*> Dioxin <*> Methamphetamine <*> Saccharin <*> Electrophilic Aromatic Substitution

Chapter 15. REACTIONS OF SUBSTITUTED BENZENES
Disubstituted Benzenes <*> Trisubstituted Benzenes <*> Benzyne Mechanism <*> Polycyclic Aromatic Hydrocarbons


PART VI: CARBONYL COMPOUNDS

Chapter 16. CARBONYL COMPOUNDS I: REACTIONS OF CARBOXYLIC ACIDS AND THEIR DERIVATIVES WITH OXYGEN AND NITROGEN NUCLEOPHILES.
Survey of Carbonyl Compounds

Chapter 17. CARBONYL COMPOUNDS II: REACTIONS OF CARBONYL COMPOUNDS WITH CARBON AND HYDROGEN NUCLEOPHILES; REACTIONS OF ALDEHYDES AND KETONES WITH OXYGEN AND NITROGEN NUCLEOPHILES; REACTIONS OF ALPHA,BETA-UNSATURATED CARBONYL COMPOUNDS.
Carbonyl Compounds in Nature <*> Dicarbonyl Compounds <*> Nitrogen Derivates of Carbonyl Compounds

Chapter 18. MORE ABOUT OXIDATION-REDUCTION REACTIONS
Redox Reagents <*> Diols <*> Ozonolysis <*> Coenzyme Q

Chapter 19. CARBONYL COMPOUNDS III: REACTIONS AT THE ALPHA-CARBON.
Keto-Enol Tautomerism <*> Enolate Ions and Their Formation <*> Halogenation of Carbonyl Compounds <*> Kolbe Schmitt Reaction <*> Aldol Reaction <*> Claisen Condensation <*> Aldolase


PART VII: BIOORGANIC COMPOUNDS

Chapter 20. CARBOHYDRATES.
Pyran <*> Furan <*> Glucose <*> Fructose <*> Glucosamine

Chapter 21. AMINO ACIDS, PEPTIDES, AND PROTEINS.
Oxytocin <*> Bound Oxytocin <*> Carboxypeptidase

Chapter 22. CATALYSIS.
Hexokinase <*> Hexokinase with Bound Glucose <*> Chymotrypsin with Bound Inhibitor <*> Lysozyme with Bound NAG <*> HIV-1 Protease with Bound Inhibitor

Chapter 23. THE ORGANIC MECHANISMS OF THE COENZYMES. METABOLISM.
Niacin and Derivatives <*> Alcohol Dehydrogenase with NAD <*> Coenzyme A <*> Coenzyme B12

Chapter 24. LIPIDS.
Components of Lipids <*> Lipids <*> Lipid Mimetics <*> Human Pancreatic Lipase

Chapter 25. NUCLEOSIDES, NUCLEOTIDES, AND NUCLEIC ACIDS.
Nucleic Acid Bases <*> Watson Crick Base Pairs <*> Tetracycline <*> Chloramphenicol Bound to Acetyltransferase


PART VIII: SPECIAL TOPICS IN ORGANIC CHEMISTRY

Chapter 26. SYNTHETIC POLYMERS.
Monomers <*> Pieces of Polymer

Chapter 27. HETEROCYCLIC COMPOUNDS.
Alkaloids: Nicotine, Morphine, Cocaine, Heroin <*> Saturated Heterocyclic Compounds <*> Aromatic Heterocyclic Compounds

Chapter 28. PERICYCLIC REACTIONS.
Cycloadditions <*> Electrocyclic Reactions <*> Sigmatropic Rearrangements <*> Thymine and Thymine Dimer <*> Uracil and Uracil Dimer <*> Photolyase

Chapter 29. MORE ABOUT MULTISTEP ORGANIC SYNTHESIS
Buspirone <*> Protection Strategies <*> Platonic Polyhedra: Tetrahedrane, Cubane, Dodecahedrane

Chapter 30. THE ORGANIC CHEMISTRY OF DRUGS: DISCOVERY AND DESIGN
Histamine <*> Diphenylhydramine (Benadryl) <*> Loratidine (Claritin)