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Being Successful in Organic Chemistry
Fundamentals of Organic Chemistry
Reactions of Organic Compounds
Applications of Organic Chemistry
Important General Chemistry Concepts
Reading & References
OpenStax 4.2: Covalent Bonding
OpenStax 4.5: Formal Charges and Resonance
OpenStax 4.6: Molecular Structure and Polarity
OpenStax 5.2: Hybrid Atomic Orbitals
OpenStax 5.4: Molecular Orbital Theory
OpenStax 14.3: Relative Strengths of Acids and Bases
Learning Goals
Covalent Bonding
“Octet Rule” as a pattern for predicting bonding patterns
Electronegativity trend on the periodic table
Apply to classification of bonds as: Non-polar Covalent, Polar Covalent, Ionic Bonds
Distinguish the difference between a molecular dipole moment and a full separation of charge
Identify the common bonding patterns for C, N, O, H, and the Halogens
Molecular Orbitals
s (sigma) and p (pi) bonds based upon the overlap of atomic/hybrid orbitals
Hybridization and molecular shape for sp, sp
2
, sp
3
atoms
Describe the percent composition (%s + %p)
Bond Angles
Electronic & Molecular (Observable) Geometry
By inspection, be able to identify the hybridization of any atom in a molecule
Identify the type of orbital describing a lone pair on a structure
Construct an Orbital Diagram (Picture) of a molecule which:
Clearly shows the s (sigma) and p (pi) bonds and their overlap
Indicates the hybridization and geometry around all atoms
Label the types of orbitals containing non-bonding electrons
Structural Formulae
Be able to interpret molecular structures using:
Lewis Structures
Condensed Structure
Line-Angle Structure
Describe some advantages and disadvantages to each representation
Formal Charge
Identify formal charges for any atom in a given molecule
Resonance
Explain the difference between a resonance form and a structural isomer
Identify all potential resonance forms of a molecule
Criteria for determining the major resonance contributor
Full Octet (outer shell) for all atoms
Minimize charges
Negative charges housed on the most electronegative atom
Delocalization due to Resonance, impact on structure and reactivity of molecules
Acids/Bases
Compare and use 3 different definitions for acids and bases: Arrhenius, Bronsted-Lowry, Lewis
Acid dissociation Constant (Ka) and pKa
For a given Acid/Base reaction:
Identify the conjugate acid-base pairs
Draw arrows to depict the flow of electron pairs (Curved Arrow Formalism)
Determine the equilibrium location (products vs starting materials) for a reaction using pKa
Relative Acidity Strength
Given a set of acids, determine the relative acidities based upon conjugate base stability
Practice Problems
Workbook