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Chemistry 230

Organic Chemistry

Credits: 8

Length of Course: 14 weeks
 
Classroom Hours per Week:
6 hours lecture, Two 3 hour labs
 
Prerequisites: Chemistry 121 and Chemistry 123 and 12 credits
 
Corequisite: English 099

Text: Organic Chemistry. Solomons et al. Wiley Pub., latest edition


Course Description:

A study of the fundamental principles of organic chemistry. The course contains the same material as Chemistry 210 together with Chemistry 220. The classroom hours are doubled to allow the course to be delivered in a single semester.


Course Outline:

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.
14. Interconversion of Functional Groups Interconversion of haloalkanes, alkenes, alcohols, aldehydes and ketones and carboxylic acids in organic synthesis.
15. Mass Spectrometry Molecular mass determination. Fragmentation patterns.
16. Extended pi-systems and Ultraviolet and Visible Spectroscopy Molecular orbitals of conjugated dienes
17. Amines Nomenclature and physical properties. Acidity and basicity of amines. Synthesis of amines. Reactions of amines.
18. Substituted Benzenes and Polycyclic Benzenoid Hydrocarbons An overview of the properties of toluene, phenol, napthalene, anthracene, phenanthrene, etc.
19. Heterocyles Nomenclature. Synthesis and reactions.
20. Amino Acids and Proteins Structure and acid-base properties of amino acids. Preparation of amino acids. Peptides and proteins.
21. Carbohydrates Nomenclature and structure. Carbohydrates in nature.
22. Lipids Fatty acids and triacylglycerols.  

Evaluation:

6 Tests 45%
Final Exam 35%
Laboratory, Homework, Participation 20%

Instructors:

Brenda Louie, B.Sc. (SFU), Ph.D. (UBC)
Mehdi Meshgini, B.Sc., M.Sc.(Oregon State), Ph.D. (Washington)
Taraneh Lajevardi, BSc (Azad), MSc (Azad), MSc (SFU)
Hema Giesbrecht, BSc Hon. (U. Mauritius), PhD (SFU)


Transferability: see www.bctransferguide.ca