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Organic Chemistry I: Core Concepts and Mechanisms (Chapters 1–9)

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Lewis Structure

  • Drawing the Lewis Structure for N2H4.
    04:12
  • How to use Organic Chemistry to make Lewis Structures easier.
    03:49

Formal Charges

  • Calculate the formal charges of ALL atoms.
    02:21
  • Calculating formal and net charge.
    01:34

Resonance Structures

  • How to draw a resonance hybrid.
    03:24
  • The rules you need for resonance:
    03:34
  • How to determine which structure is most stable.
    01:32

Condensed Structural Formula

  • How to draw condensed mixed structures.
    05:21
  • How to interpret condensed structures.
    06:06

Hybridization

  • How carbon creates 4 partially-filled orbitals.
    02:53
  • Bond sites, hybridization, and intermediate orbitals
    04:58
  • Introduction to the reactive intermediates.
    02:47

Molecular Geometry

  • Predict the hybridization and molecular geometry
    01:54
  • Molecular Geometry Explained.
    07:44

Electronegativity

  • Differences between ionic, polar and covalent bonds
    11:33

Acid and Base Definitions

  • Lewis vs. Bronsted-Lowry Definition
    07:46
  • The Bronsted-Lowry definition of acids and bases.
    00:54
  • Equilibrium constant and conjugates.
    02:11

pKa Values

  • Identifying pKa values
    07:45
  • The 12 pKa values you want to memorize (because they are important!).
    09:36

Functional Groups

  • Assigning Degrees to Alkyl Halides
    01:30
  • Why we need functional groups.
    01:49
  • The difference between aldehydes and ketones.
    03:08

Alkane Nomenclature

  • Naming the root chain
    01:02
  • Provide the IUPAC name for the following alkane
    07:08
  • The different parts of an IUPAC name
    03:43

Common Substituents

  • Name the following alkane
    02:33
  • Understanding Non-IUPAC Substituents
    06:42
  • Name the following alkane
    03:56

Cycloalkanes

  • Name the following alkane
    00:53
  • Determining Root Name
    00:18
  • Determining Root Name
    00:34

Newman Projections – Conformational Energy

  • How to draw a Newman Projection Energy Diagram.
    07:27
  • How sigma bond rotation is visualized
    03:11
  • The energy states of 3 different Newman Projections.
    03:51

Heat of Combustion

  • Understanding Heat of Combustion
    01:11
  • What is torsional strain?
    02:00
  • Lowest Heat of Combustion
    02:34

Cyclohexane – Determination of Cis and Trans

  • Is the following cyclohexane cis or trans?
    00:44
  • How to draw chairs.
    01:18
  • Is the following cyclohexane cis or trans?
    00:27

Radical Chain Reaction

  • The one reaction that alkanes will actually undergo.
    02:05
  • Explaining the following problem.
    00:34
  • Show the entire chain reaction mechanism.
    04:08

Radical Initiators

  • What are Radical Initiators?
    03:49
  • Heterolytic vs. Homolytic Bond Cleavage .
    04:39

Radical Stability

  • The radical stability trend.
    03:43
  • Determine which of the following radicals is the most stable.
    03:25

Energy Diagram

  • Favorability and rate of Free Energy Diagrams
    01:14
  • Favorability and rate of Free Energy Diagrams
    00:34
  • Favorability and rate of Free Energy Diagrams
    02:18

Hammond Postulate

  • Defining the Hammond Postulate.
    01:30
  • Bromination explains the Hammond Postulate.
    02:58
  • Chlorination explains the Hammond Postulate.
    05:23

Types of Isomers

  • Determining when molecules are conformers.
    01:39
  • Determining when molecules are different.
    03:51
  • Determining when molecules are constitutional isomers.
    01:33

Chirality

  • Drawing Mirror Images and Determining Chirality
    03:24
  • What is chirality?
    05:10
  • Drawing Mirror Images and Determining Chirality
    03:44

Chirality Test 1 - Internal Line of Symmetry

  • Determining Chirality with Plane of Symmetry
    00:25
  • Determining Chirality with Plane of Symmetry
    01:10
  • How and when to use the internal line of symmetry test.
    01:25

Chirality Test 2 - Stereocenters

  • Determining Chirality using Stereocenter
    02:25
  • Determining Chirality using Stereocenter
    00:36
  • The difference between chiral and trigonal centers.
    02:38

Cahn-Ingold-Prelog Nomenclature

  • R and S Naming- Step 4
    03:07
  • Why stereoisomers need their own naming system.
    01:48
  • Determining Priorities
    01:19

Types of Stereoisomers

  • Determine total number of stereoisomers
    00:49
  • How to predict the total number of stereoisomers.
    01:03
  • Draw stereoisomers and determine relationship
    07:41

Meso Compounds

  • Defining meso compounds.
    01:40
  • The 3 rules of meso compounds.
    04:10
  • Which of the following molecules are meso?
    03:44

Fischer Projection

  • Introduction to different projections.
    01:15
  • How to convert Fischer projections into bondline structures
    05:45
  • Convert the following Fischer projection into bondline structure.
    03:38

Fischer Configurations

  • R and S rule for Fischer Projections.
    02:32
  • Determining Absolute Configurations
    05:25

Alkyl Halides

  • How to name alkyl halides
    01:52
  • Name the following alkyl halide
    01:58
  • Name the following alkyl halide
    03:53

Allylic Halogenation

  • Predict the product(s) of the following reaction.
    04:28
  • Mechanism of Allylic Bromination.
    00:54
  • The products of Allylic Chlorination.
    00:48

The SN2 Mechanism

  • Ranking reactivity toward SN2
    04:03
  • Drawing the SN2 Mechanism
    08:33
  • Understanding the properties of SN2.
    11:57

The SN1 Mechanism

  • Drawing the SN1 Mechanism
    10:49
  • Why highly substituted leaving groups favor SN1.
    01:13
  • Understanding the properties of SN1.
    08:16

Substitution Comparison

  • How do we predict if the mechanism is SN1 or SN2?
    03:32

Index of Hydrogen Deficiency (Structural)

  • Is the following molecule saturated?
    00:30
  • What is the IHD of the following molecule?
    00:45
  • What index of hydrogen deficiency is.
    01:15

Alkenes, Alkynes and Alcohols

  • Name the following alkene
    02:04
  • How to name alkenes and alkynes
    01:55

Cis vs Trans

  • Why we need to use the E/Z naming system
    02:07
  • What does E and Z stand for?
    00:50
  • How to name different types of double bonds or rings
    04:28

E2 Mechanism

  • Understanding the properties of E2.
    04:42
  • Drawing the E2 Mechanism.
    09:36
  • Rank reactivity toward E2
    02:03

Recognizing Different β-Hydrogens

  • Identify the number of unique products
    02:08
  • Identify the number of unique products
    03:19
  • Identify the number of unique products
    02:02

The Anti-Coplanar Requirement

  • The Anti-Coplanar Requirement
    03:19
  • Identify the completion of E2 mechanisms
    03:39
  • Identify the completion of E2 mechanisms
    01:09

The E1 Mechanism

  • Understanding the properties of E1.
    03:32
  • Drawing the E1 Mechanism.
    08:09

SN1 SN2 E1 E2 Chart (Big Daddy Flowchart)

  • How to predict SN2 and E2 mechanisms.
    09:52
  • How to predict SN1 and E1 mechanisms.
    06:30
  • Overview of the flowchart.
    02:27

Cumulative Substitution/Elimination

  • Intro to Substitution/Elimination Problems
    00:38

Acid-Catalyzed Dehydration

  • Dehydration of 1° alcohols:The E2 Mechanism
    05:20
  • An extra note of caution with 1° alcohols.
    01:06
  • General features of acid-catalyzed dehydration.
    06:01

Alkenes, Alkynes and Alcohols

  • Name the following alkene
    02:04
  • How to name alkenes and alkynes
    01:55