Outcomes:

After completing this class, students should be able to:

• Alkenes
• Name (including E/Z) and list typical properties of ordinary alkenes
• Devise synthetic pathway to produce Hoffman and Zaitsev alkenes
• Predict basic reactions of alkenes, esp. in regard to Markovinkov’s rule
• Write the mechanism for ordinary alkene reactions
• Calculate the index of hydrogen deficiency in alkenes and alkynes
• Alkynes
• Name and list typical properties of ordinary alkynes
• Devise synthetic pathways to produce most alkynes
• Predict basic reactions of alkynes
• Write mechanisms for ordinary alkyne reactions.
• NMR Spectroscopy
• Explain chemical shift, intergration, and splitting patterns
• Deduce structures or predict NMR spectra of typical organic molecules.
• Identify irregular splitting patterns with alkenes, aromatics, an diastereotopic hydrogens
• Determine which atomic nuclei can be visible to NMR
• Explain (on an elementary level) how NMR spectra are obtained
• Explain how NMR samples must be prepared
• Alcohols and Ethers
• Name and list typical properties of ordinary alcohols and ethers
• Devise synthetic pathways to produce most alcohols and ethers
• Predict basic reactions of alcohols and ethers
• Write mechanisms for ordinary alcohol and ether reactions
• Conjugated Unsaturated Systems
• Identify, explain, and predict stability of conjugated systems
• Summarize and explain the rules of resonance structures
• Apply resonance theory to explain thermodynamic and kinetic outcomes of appropriate reactions.
• Aromatics
• Identify aromatic, anti-aromatic, pseudo-aromatic, and non-aromatic compounds, including hetero-cycles
• Name aromatic compounds
• Devise synthetic pathways for aromatic compounds
• Predict basic reactions of aromatics
• Write mechanisms for ordinary aromatic reactions
• Apply aliphatic reaction principles to aromatic side chain reactions
• Explain the unusual stability of benzene and list the reactions that result in its ultimate reduction