COURSE CONTENT
ORGANIC CHEMISTRY I
CHE 230 - C781
CARBON COMPOUNDS AND CHEMICAL BONDS
Introduction to Organic Chemistry
Types of Bonds
1. Ionic
2. Covalent
3. Polar Covalent
Chemical Bonds
1. Lewis Structure
2. VSEPR Repulsion Theory
3. Valence Bond (Atomic Orbits) Theory
a. sp3 Hybridization
b. sp3 Hybridization
c. sp3 Hybridization
Structural Formulas
1. Dash Formula
2. condensed Dash Formula
3. Bond Line Formulas
II. CARBON COMPOUNDS
- Classes of Carbon Compounds
1. Alkanes
a. Single Bond
b. sp2 Hybridization
c. Examples + Geometry
2. Alkenes
a. Double Bond
b. sp2 Hybridization
c. Examples + Geometry
3. Alkynes
a. Triple Bond
b. sp Hybridization
c. Examples + Geometry
- Functional Groups
1. Definitions
a. Functional Group
b. Alkyl Group (R)
2. Alkyl Halides
3. Alcohols
4. Ethers
5. Amines
6. Aldehydes
7. Ketones
8. Esters
9. Carboxylic Acids
- Physical Properties/Molecular Structure
1. Ion-Ion forces
a. Melting point
b. Boiling point
2. Dipole-dipole forces
a. Hydrogen bond
3. London, Dispersion or
van der Waals Forces
4. Solubility
III. ACIDS AND BASES IN ORGANIC CHEMISTRY
- Reaction Categories
1. Substitution
2. Addition
3. Elimination
4. Rearrangement
- Bond Cleavage
1. Heterolysis
2. Homolysis
- Definition of Acids and Bases
1. Brønsted-Lowry Theory
2. Lewis Theory
a. Electrophiles
b. Nucleophiles
- Mechanisms
1. Purpose
2. Intermediates
3. Use of curved arrows
- Acid and Base Strength
1. pH
2. Effect of Structure
3. Effect of Equilibrium Constant
4. Effect of ∆Gš, Standard Free Energy Change
5. Effect of Solvent
IV. ALKANES AND CYCLO ALKANES
- Introduction
- Sources
1. Petroleum Cracking
2. Petroleum Refining
- Physical Constants
- Nomenclature
1. Non-branched Compounds
2. Branched Compounds
- Bond Rotation
1. Staggered form
2. Eclipsed form
- Conformational Analysis
1. Ring Strain
2. Angle Strain
3. Torsion Strain
- Cyclohexane
1. Chair Form
2. Boat Form
- Synthesis of Alkanes & Cycloalkanes
V. STEREOCHEMISTRY: CHIRAL VS. ACHIRAL MOLECULES
- Isomers
1. Constitutional Isomers
2. Stereoisomers
a. Enantiomers
b. Diastereomers
3. Chirality/Mirror Images - Handed-ness
a. Achiral - Superimposable
b. Chiral - Non superimposable
c. Importance
d. Historical Importance
e. Plane of Symmetry
- Enantiomers
1. Nomenclature - The (R-S) System
2. Properties: Optical Activity
3. Effect of Plane-Polarized light
- Optical Activity
1. Origin
2. Racemic form
- Synthesis of Enantiomers
1. Racemic form
2. Enantioselective
- Chiral Drugs
1. Examples
2. Importance
- Molecule with more than one Stereocenter
1. Possible isomers 2n
2. Meso Compounds
3. Cyclic Compounds
- Resolution - Separation of Enantiomers
1. Definition
2. History
3. Importance
VI. IONIC REACTIONS - NUCLEOPHILIC SUBSTITUTION AND ELIMINATION REACTIONS
- Organic Halides
1. Introduction
2. Physical Properties
- Nucleophilic Substitution
1. General Type
2. Parts
a. Nucleophile
b. Leaving Group
c. Rate Control
3. SN2 Reaction
a. Mechanism
b. Free Energy Change
c. Stereochemistry
4. SN1 Reaction
a. Mechanism
b. Free Energy Change
c. Stereochemistry
5. Determining Factors
a. SN2 vs SN1
b. Structure of Substrate
c. Solvent Effects
d. Nature of Leaving Groups
Back to the Chemistry Page