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Part 2
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General chemistry review
A review of hybrid orbitals, dot structures, electronegativity, and polarity
Organic structures and acid/base
bond-line structures, functional groups, formal charges, resonance structures, oxidation and reduction, acid/base chemistry
Alkanes and cycloalkanes
naming alkanes and cycloalkanes, conformations of alkanes and cycloalkanes, and free radical reactions
Stereochemistry
chirality, stereoisomers, assigning absolute configuration using the R,S system, optical activity, diastereomers, meso compounds, fischer projections
Substitution and elimination reactions
SN1, SN2, E1, E2, nucleophiles, nucleophilicity, basicity
Alkenes and alkynes
naming alkenes and alkynes, reactions of alkenes and alkynes, synthesis
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Hybridization
It's the liger of orbitals and essential to organic chemistry! In this tutorial, Sal discusses the hybridization of orbitals.
Dot structures
In this tutorial, Jay reminds you how to draw the dot structures of simple organic molecules.
Hybrid orbitals
In this tutorial, Jay goes over sp3, sp2, and sp hybridization.
Electronegativity
What is the most important concept to understand in undergraduate organic chemistry? Of course, it's electronegativity! In this tutorial, Jay explains the concept of electronegativity and shows how it applies to polarity, intermolecular forces, and physical properties.
Bond-line structures
Call them Bonds. Covalent Bonds. Smart chemists need time to stir (and shake) their solutions. In this tutorial, Jay explains how chemists use bond-line structures as a form of organic shorthand to skip time-consuming carbon and hydrogen atoms labeling. Watch this tutorial so you too can be in the Dr. Know.
Functional groups
In this tutorial, Jay puts the "fun" back into recognizing functional groups.
Formal charge and resonance
Positive and negative charges are everywhere in orgo! In this tutorial, Jay shows you how to assign formal charges to molecules and how to draw resonance structures.
Oxidation and reduction
LEO the Lion goes GERRRR!!!! If that is all that you remember about redox from general chemistry, then this tutorial is for you! Jay shows you how to assign oxidation states in organic molecules.
Acid/base
Do you remember the basics of acid/base chemistry? In this tutorial, Jay reminds you of a few definitions, shows you how the stability of the conjugate base affects the acidity of the molecule, and demonstrates the importance of pKa values.
Naming alkanes
In this tutorial, Sal shows how to name alkanes.
Conformations
In this tutorial, Sal draws Newman projections and also explains chair and boat conformations for cyclohexane.
Naming alkanes, cycloalkanes, and bicyclic compounds
Do you speak the language of organic chemistry? In this tutorial, Jay shows you how to be fluent in naming alkanes, cycloalkanes, and bicyclic compounds.
Conformations of alkanes and cycloalkanes
In this tutorial, Jay shows the different conformations of straight chain alkanes and cyclohexane.
Free radical reaction
In this tutorial, Sal introduces free radical reactions by showing the reaction of methane with chlorine.
Chirality and the R,S system
Are you right handed or sinister-handed? Have you ever thought that you might not be as attractive as you look in the mirror? Welcome to the world of chirality. In this tutorial, Sal explores molecules that have the same composition and bonding, but are fundamentally different because they are mirror images of each other (kind of like Tomax and Xamot--the Crimson Guard Commanders from GI Joe).
Chirality and absolute configuration
Mirror, mirror on the wall . . . who is the fairest stereoisomer of all? In this tutorial, Jay explains chirality and how to determine the absolute configuration at a chirality center.
Optical activity
In this tutorial, Jay explains the concept of optical activity and demonstrates how to calculate specific rotation and enantiomeric excess.
Diastereomers and meso compounds
In this tutorial, Sal and Jay define stereoisomers, diastereomers, and meso compounds.
Fischer projections
In this tutorial, Jay shows how to draw a fischer projection and how to assign an absolute configuration to a chirality center in a fischer projection.
SN1 vs SN2
In this tutorial, Sal analyzes the differences between SN1 and SN2 reactions.
Nucleophilicity and basicity
In this tutorial, Sal discusses the difference between nucleophilicity and basicity.
Elimination reactions
In this tutorial, Sal explains the difference between an E1 and an E2 elimination reaction.
SN1/SN2/E1/E2
In this tutorial, Sal compares the differences between E2, E1, SN2, and SN1 reactions.
SN1 and SN2
In this tutorial, Jay covers the definitions of nucleophile/electrophile, The Schwartz Rules (may the Schwartz be with you!), and the differences between SN1 and SN2 reactions.
E1 and E2 reactions
In this tutorial, Jay covers the E1 elimination mechanism, carbocation rearrangements, and the details of the E2 elimination reaction.
SN1/SN2/E1/E2
In this tutorial, Jay discusses the strength of a nucleophile and the differences between SN1, SN2, E1, and E2 reactions.
Naming alkenes
In this tutorial, Sal names alkenes and discusses the E-Z system.
Alkene reactions
In this tutorial, Sal introduces reaction mechanisms and demonstrates a few reactions of alkenes.
Alkene nomenclature
In this tutorial, Jay names alkenes, discusses the stability of alkenes, and introduces the E/Z system.
Alkene reactions
In this tutorial, Jay explains the addition reactions of alkenes.
Naming and preparing alkynes
In this tutorial, Jay covers the nomenclature and preparation of alkynes, the acidity of terminal alkynes, and the alkylation of alkynes.
Alkyne reactions
In this tutorial, Jay shows the reactions of alkynes.
Synthesis using alkynes
In this tutorial, Jay demonstrates how to use Dr. Schwartz's organic flowsheet to solve synthesis problems involving alkynes. Always remember, pain is temporary, orgo is forever!
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sp3 Hybridized Orbitals and Sigma Bonds
sp3 Hybridized Orbitals and Sigma Bonds
Pi bonds and sp2 Hybridized Orbitals
Pi bonds and sp2 Hybridized Orbitals
dot structures I: single bonds
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dot structures II: multiple bonds
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sp3 hybrid orbitals
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tetrahedral bond angle proof
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sp2 hybrid orbitals
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sp hybrid orbitals
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more hybridization
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electronegativity
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electronegativity and intermolecular forces
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bond-line structures
Correction: On the last example, I said double bond and then corrected myself by saying triple bond.
3-D bond-line structures
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structural (constitutional) isomers
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functional groups I
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functional groups II
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formal charge I
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formal charge II
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resonance structures I
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resonance structures II
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resonance structures III
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oxidation states I
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oxidation states II
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Acid/Base Definitions
Bronsted-Lowry and Lewis Definitions
Ka and pKa Derivation
A review of Keq, Ka, and pKa
Stabilization of Conjugate Base I
electronegativity
Stabilization of Conjugate Base II
resonance structures
Stabilization of Conjugate Base III
Inductive effects on acidity
Stabilization of Conjugate Base IV
The effect of hybrid orbitals on acidity
Representing Structures of Organic Molecules
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Naming Simple Alkanes
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Naming Alkanes with Alkyl Groups
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Correction - 2-Propylheptane should never be the name!
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Common and Systematic Naming-Iso, Sec and Tert Prefixes
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Organic Chemistry Naming Examples 1
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Organic Chemistry Naming Examples 2
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Organic Chemistry Naming Examples 3
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Organic Chemistry Naming Examples 4
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Organic Chemistry Naming Examples 5
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Newman Projections
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Newman Projections 2
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Chair and Boat Shapes for Cyclohexane
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Double Newman Diagram for Methcyclohexane
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alkane and cycloalkane nomenclature I
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alkane and cycloalkane nomenclature II
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alkane and cycloalkane nomenclature III
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bicyclic compounds
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naming cubane
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conformations of ethane and propane
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conformations of butane
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conformations of cyclohexane I: chair and boat
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conformations of cyclohexane II: monosubstituted
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conformations of cyclohexane III: disubstituted
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conformations of cyclohexane IV: trisubstituted
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