Course Title: Organic Chemistry II

Course Number: CHEM 207

Course Description:

Organic Chemistry II – Continuation of study of organic chemistry, including the physical properties, reactions (both synthetic and mechanistic aspects) and spectroscopy of alcohols, ethers, thiols, aldehydes, ketones, carboxylic acids and their derivatives, condensation reactions, amines, heterocyclic compounds, polymers, and biomolecules.  Laboratory emphasis will be on organic synthesis, characterization, can analysis. Combination of lecture and lab, 8 hours per week. (IAI EGR 964).

Credit Hours: 6

Contact Hours: 8

Prerequisites:

Grade of "C" or better in Chemistry 203 or consent of Department Chairperson.

Topical Course Outline:

At the completion of the course, the student will be able to demonstrate conceptual understanding of the following:

1. Name alcohols, ethers, thiols, aldehydes, ketones, amines, carboxylic acids, carboxylic acid derivatives, carbohydrates, fats, and proteins.
2. Draw structures from the names of compounds.
3. Predict relative boiling points, melting points, acidities, and solubilities of different compounds or families of compound based on their structures.
4. Draw and predict three dimensional (3-D) structures of molecules with correct stereochemistry.
5. Predict the alcohol products resulting from hydration, dehydration, hydroboration, oxymercuration, and hydroxylation of alkenes.
6. Use Grignard and organolithium reagents effectively for the synthesis of primary, secondary, and tertiary alcohols with the required carbon skeletons.
7. Predict the products of alcohol reactions with oxidizing and reducing agents, carboxylic acids and acid chlorides, dehydrating reagents (e.g. H2SO4 and H3PO4), inorganic acids, and metal hydrides.
8. Explain how the substitution reactions in aromatic rings are affected by the presence of substituents and predict the products of side-chain reactions.
9. Show how to convert ketones and aldehydes to other compounds.
10. Write equations for the synthesis of ketones and aldehydes from alcohols, alkenes, alkynes, carboxylic acids, nitriles, acid chlorides, and aromatic compounds.
11. Use the knowledge of mechanisms of known aldehyde and ketone reactions to propose mechanisms of similar reactions they have never seen before.
12. Contrast the physical properties of carboxylic acids with those of their salts.
13. Show how to synthesize carboxylic acids from alkyl benzenes, oxidation of alcohols, cleavage of alkenes, hydrolysis of nitriles, and carboxylation of Grignard reagents.
14. Show how carboxylic acids convert to various derivatives like acid chlorides, esters, anhydride, nitriles, and amides. Propose mechanisms for these changes.
15. Contrast the physical properties of amines with those of their salts.
16. Propose effective single-step and multistep synthesis of amines from other amines, ketones, aldehydes, acid chlorides, alkyl halides, nitriles, and amides.
17. Predict the products of amine reactions with aldehydes ketones, alkyl halides, acid chlorides, diazonium salts, and electrophiles.
18. Use 3-D and Fischer projections to show stereochemistry of D & L –sugars and D & L-amino acids.
19. Differentiate reducing and nonreducing sugars from sugar reactions with Tollens reagent.
20. Recognize the anomers and epimers of glucose.
21. Draw the chair conformation of common monosaccharides and predict the most energetically favorable structure.
22. Explain which amino acids are acidic, basic, or neutral. Use the isoelectric points (pH) to predict the charge of an amino acid at a given pH.
23. Discuss and identify the four levels of protein structure (primary, secondary, and tertiary, quaternary). Explain how the structure affects protein properties and how denaturation changes the structure.
24. Show how one of the following synthetic methods might be used to make an amino acid: reductive amination, HVZ reaction followed by ammonia, Gabriel-malonic ester synthesis, and Strecker synthesis.
25. Explain using potential energy diagram how enzyme catalyzes reactions.
26. Classify lipids into large classifications (simple, complex lipids, phospholipids, etc.) and into more specific classifications (such as waxes, triglycerides, steroids, terpenes, lecithins, etc.)
27. Explain how soaps and detergents work, with particular attention to their similarities and differences.
28. Acquire a basic understanding of the organic chemistry of catabolic pathways (glycolysis, beta-oxidation, proteolysis).
29. Propose chemical tests to distinguish the various organic compounds, families of compounds, and biomolecules studied.
30. Interpret IR, NMR, UV-VIS, and mass spectra of the compounds studied and use spectral information to determine structure and identify each compound. Given the compound, predict the important features of its spectra.

For further information contact:

* Physical Science Dept. at 773-481-8376, Rm. L378
or
* Admissions at 773-481-8200, Rm. A120