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Organic Chemistry II: Study Guide for Exam #2 – Chirality, Amines, Carbonyl Compounds, Carboxylic Acids, and Derivatives

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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

Chirality Test 3 - Disubstituted Cycloalkanes Shortcuts

  • Is the following disubstituted cyclobutane chiral?
    00:35
  • Three types of disubstituted cycloalkanes
    03:52
  • Is the following disubstituted cyclopropane chiral?
    00:22

Isometric Relationships

  • Same atoms, same connectivity, 1 chiral center.
    01:40
  • Same atoms, same connectivity, 1 or more trigonal centers.
    02:05
  • Different atoms or different connectivity.
    01:41

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

Optical Activity

  • Specific rotation vs. observed rotation.
    05:43

Functional Groups

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

Amines by Reduction

  • The Primary Amines Flowchart
    09:12
  • Making Amine Precursors
    03:22

Naming Amines

  • Naming Primary Amines
    06:50
  • Primary Amines as Substituents
    02:58
  • Naming Secondary and Tertiary Amines
    01:57

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

Acid Base Equilibrium

  • The 3 steps for determining the direction of acid and base equilibrium.
    05:11
  • Determining Acid/Base Equilibrium
    04:00
  • Determining Acid/Base Equilibrium
    02:34

Factors Affecting Acidity

  • Which of the oxides is the most basic?
    00:30
  • The 3 factors that determine the strength of inductive effects.
    03:09
  • Using Inductive Effect to determine acidity
    01:54

Aldehyde Nomenclature

  • Name the aldehyde
    01:34
  • Name the aldehyde
    03:17
  • Nomenclature
    03:11

Aldehyde Nomenclature

  • Name the aldehyde
    01:34
  • Name the aldehyde
    03:17
  • Nomenclature
    03:11

Ketone Nomenclature

  • Name the ketone
    01:58
  • Nomenclature
    03:05
  • Name the ketone
    02:27

Acetals

  • General Mechanism
    06:41

Hemiacetals

  • Acid-Catalzed Mechanism
    04:08
  • Base-Catalyzed Mechanism
    01:59
  • General Features
    03:34

Alpha Carbons and Tautomerization

  • Tautomerization Mechanisms
    05:11
  • Unusual Acidity of the Alpha Carbon
    01:51

Enolates

  • General Reactions
    02:28
  • Formation of Enolates
    02:26

COOH Derivatives and Nucleophilic Acyl Substitution

  • Intro to Nucleophilic Acyl Substituion
    04:06
  • Intro to Carboxylic Acid Derivatives
    03:50

Carboxylic Acid Nomenclature

  • Give the IUPAC name
    02:03
  • Carboxylic Acids Nomenclature
    04:20

Ester Nomenclature

  • Draw the molecule
    01:28
  • Name the structure
    01:10
  • Ester Nomenclature
    02:39

Amide Nomenclature

  • Amide Nomenclature
    01:33
  • Name the molecule
    02:46
  • Draw the amide
    01:28

Fischer Esterification – Mechanism

  • General Mechanism
    04:08
  • General Reaction
    01:08

Acid-Catalyzed Ester Hydrolysis – Mechanism

  • General Mechanism
    02:38
  • General Reaction
    01:31

Base-Catalyzed Ester Hydrolysis – Mechanism

  • Mechanism
    03:27

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

Intermolecular Forces

  • How dipole-dipole forces work.
    01:46
  • How IMFs are related to melting and boiling points.
    03:08
  • How Van der Waals forces work.
    03:01

Solubility

  • Introducing common solvents and other molecules in organic chemistry.
    02:01
  • Understanding “like dissolves like”.
    01:47