From the Book - Fifth edition.
How to read bond-line drawings
How to draw bond-line drawings
Identifying formal charges
Finding lone pairs that are not drawn
Curved arrows: the tools for drawing resonance structures
Formal charges in resonance structures
Drawing resonance structures-step by step
Drawing resonance structures-by recognizing patterns
Assessing the relative importance of resonance structures
Factor 1-what atom is the charge on?
Quantitative measurement (pKa values)
Predicting the position of equilibrium
Orbitals and hybridization states
Going from a name to a structure
How to draw a newman projection
Ranking the stability of newman projections
Drawing chair conformations
Placing groups on the chair
Comparing the stability of chairs
Don't be confused by the nomenclature
Determining the configuration of a chiral center
Drawing fischer projections
Introduction to mechanisms
Nucleophiles and electrophiles
Basicity vs. nucleophilisity
Arrow-pushing patterns for ionic mechanisms
Carbocation rearrangements
Information contained in a mechanism
9. Substitution reactions
Factor 1- the electrophile (substrate)
Factor 2- the nucleophile
Factor 3- the leaving group
Factor 3- the leaving group
Substitution reactions teach us some important lessons
10. Elimination reactions
The regiochemical outcome of an E2 reaction
The stereochemical outcome of an E2 reaction
The regiochemical outcome of an E1 reaction
Thestereochemical outcome of an E1 reaction
substitution vs. elimination
Determining the function of the reagent
Identifying the mechanism(s)
Terminology describing regiochemistry
Terminology describing stereochemistry
Adding H and X, markovnikov
Adding H and Br, anti-Markovnikov
Adding H and OH, Markovnikov
Adding H and OH, Markovnikov
Adding H and OH, anti-Markovnikov
Adding Br and Br; adding Br and OH
Oxidative cleavage of an alkene
Structure and properties of alkynes
Alkylation of terminal alkynes
Keto-enol tautomerization
Naming and designating alcohols
Predicting solubility of alcohols
Predicting relative acidity of alcohols acidity of alcohols
Preparing alcohols: a review
Preparing alcohols: a review
Preparing alcohols via reduction
Preparing alcohols via grignard reactions
Summary of methods for preparing alcohols
Reactions of alcohols: substitution and elimination
Reactions of alcohols: oxidation
Converting an alcohol into an ether
Ring-opening reactions of epoxides
Creating your own problems.
