LENGTH OF COURSE: One semester (13 weeks)

 

CLASSROOM HOURS PER WEEK: 3 hours of lecture and one 3 hour lab

 

UNITS OF CREDIT: 3 credit hours

 

EQUIVALENT COURSES:

PREREQUISITE: Chemistry 121

 

CO-REQUISITE: Chemistry 123

 

A study of the fundamental principles of organic chemistry beginning with a review of the structure of atoms and molecules and chemical bonding, followed by the structures, properties, syntheses and reactions of aliphatic and aromatic compounds, as well as alcohols and related compounds. The standard spectroscopic techniques used in organic chemistry are introduced.

 

EVALUATION:

Tests, assignments..................45 %

Laboratory work.....................25 %

Final Examination...................30 %

RECOMMENDED TEXT: "Organic Chemistry" by T.W Solomons, 6th Edition, John Wiley and Sons, 1996.

 

INSTRUCTORS:

M. Meshgini, B.Sc., M.Sc.(Oregon State), Ph.D.(Washington)

Brenda Louie, B.Sc. (Simon Fraser), Ph.D. (British Columbia)

 

1. Structure and Bonding. The quantum-mechanical view of the atom. Ionic and covalent bonding. Molecular orbital theory. Hybrid orbitals. Molecular geometry. Resonance.

 

2. Functional Groups. Acid Base Theories. Free Energy Change and Equilibrium. Kinetic versus thermodynamic control in a reaction.

 

3. Alkanes. Nomenclature and physical properties. Conformational isomers. Newman projections. Reactions. Reactivity and selectivity.

 

4. Cyclic alkanes. Structure and ring strain.

 

5. Stereoisomerism. Chirality and optical activity. Fischer projections.

 

6. Haloalkanes. Nomenclature and physical properties. Nucleophilic substitution reactions. Elimination reactions.

 

7. Alcohols. Nomenclature and physical properties. Synthesis of alcohols. Reactions of alcohols. Ethers. Sulphur analogues of alcohols and ethers.

 

8. Alkenes Nomenclature and physical properties. Structure and bonding. Geometric isomerism. Synthesis of alkenes. Reactions of alkenes.

 

9. Alkynes Nomenclature and physical properties. Structure and bonding. Synthesis of alkynes. Reactions of alkynes.

 

10. Benzene Structure of benzene. Aromaticity. Spectral characteristics of benzene. Synthesis of benzene derivatives. Electrophilic aromatic substitution. Substituent effects.

 

11. Nuclear Magnetic Resonance Spectroscopy Proton NMR. Chemical shift and spin-spin splitting. Carbon-13 NMR.

 

12. Aldehydes and Ketones. Nomenclature and physical properties. Synthesis of aldehydes and ketones. Reactions of aldehydes and ketones. Alpha-beta unsaturated alcohols. Keto-enol equilibria.

 

13. Carboxylic Acids and Infrared Spectroscopy. Nomenclature and physical properties. Acidity and basicity of carboxylic acids. Synthesis of carboxylic acids. Reactions of carboxylic acids. Ester and amide synthesis. Infrared spectroscopy.