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Chem 109C
Organic Chemistry, Spring 2007
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Lecturer:
Dr. Kalju Kahn
Office: PSB-N 2623
Phone: 893-6157
Office hours: Tue 12:30- 1:30 PM; Fri 12:00-1:00 PM or by appointment
E-mail: kalju@chem.ucsb.edu
Web site: http://www.chem.ucsb.edu/~kalju
Mission statement
Chem 109C is the last course of a three-course sequence (Chem 109A-B-C). The Chem 109 sequence provides the students fundamentals of organic chemistry and is mainly intended for students in the field of chemistry and biology.
The current course, Chem 109C, has three foci:
- Exploration of molecular orbital (MO) theory in predicting chemical reactivity. We will review basic concepts of the MO theory and discuss how orbital symmetry considerations allow predicting stereochemical outcomes of pericyclic reactions.
- Structure and reactions of organic compounds found commonly in living organisms: carbohydrates, lipids, amino acids, peptides, nucleotides, nucleic acids, and coenzymes. These topics make up the bulk of the course
- Application of organic chemistry in design and synthesis of drugs and polymers. Substituent effects on reactivity and ionization of substituted benzenes will be discussed in relation to quantitative structure-activity relationships (QSAR).
Schedule
Lecture: MWF 10:00-10:50 Place: Chem 1179
| Bruice 109C |
Enzyme Catalysis (Chem 109C lecture slides for Spring 2008) |
PDF |
| Syllabus |
General information about the course |
PDF |
| Textbook |
"Organic Chemistry" by Paula Bruice, 5th ed. |
Website |
| History |
Course website for Organic Chemistry, Spring 2005. |
Link |
| Scores |
Point Distribution in Quiz 1 |
Graph |
| Scores |
Point Distribution in Quiz 2 |
Graph |
| Scores |
Point Distribution before the Final |
Graph |
| Scores |
Point Distribution: Total Score in the Course |
Graph |
| Exams |
Midterm I Preparation Guide |
PDF |
| Exams |
Midterm II Preparation Guide |
PDF |
| Exams |
Year 2005 Midterm I Key |
PDF |
| Exams |
Year 2005 Midterm II Key |
PDF |
| Exams |
Final Preparation Guide |
PDF |
| Exams |
Example Final (2005). Note: different material was covered then and this year! |
PDF |
| Exams |
Example Final Key (2005) |
PDF |
| Exams |
Midterm I Key: Blue Test |
PDF |
| Exams |
Midterm I Key: White Test, Horizontal Staple |
PDF |
| Exams |
Midterm I Key: White Test, Vertical Staple |
PDF |
| Exams |
Midterm II Key |
PDF |
| Exams |
Final Key |
PDF |
Lecture-Related links
| Week 1 |
Frontier Molecular Orbital Theory and MO Illustrations |
Link |
| Week 1 |
Diels-Alder Reaction |
Link |
| Week 2 |
Biochemistry of Carbohydrates (Chem 142A lecture slides) |
PDF |
| Week 3 |
Biochemistry of Amino Acids (Chem 142A lecture slides) |
PDF |
| Week 3 |
Tollens' Test Video |
AVI |
| Week 4 |
Biochemistry of Peptides (Chem 142A lecture slides) |
PDF |
| Week 5 |
Enzyme Catalysis (Chem 109C lecture slides, updated May 26) |
PDF |
| Week 5 |
Protein Structures Illustrated |
Link |
| Week 6 |
Cofactors: Additional Practice Problems |
PDF |
| Week 6 |
Cofactors: Additional Practice Problems |
PDF |
| Week 6 |
Cofactors (if you midded my lecture): Flavin Chemistry by Chris Walsh |
PDF |
| Week 6 |
Cofactors (if you midded my lecture): Flavin Chemistry by Tom Bruice |
PDF |
| Week 7 |
Lipids (lecture slides) |
PDF |
| Week 8 |
Lipids: Additional Practice Problems |
PDF |
| Week 8 |
Nucleic Acids (lecture slides) |
PDF |
| Week 9 |
Nucleic Acids: Additional Practice Problems |
PDF |
| Week 10 |
Principles of Drug Discovery and Design |
PDF |
| Week 10 |
Pericyclic Reactions, Polymers, Drugs: Additional Practice Problems |
PDF |
Vitamin Problems and Quizzes
| Week 1 |
UV-Vis, Conjugated Systems, Solvatochromic Shifts, Diels-Alder Reaction |
PDF |
| Quiz 1 |
UV-Vis, Conjugated Systems, Solvatochromic Shifts, Reactions at the α Carbon |
PDF |
| Week 2 |
Reactions at the α Carbon. |
PDF |
| Quiz 2 |
UV-Vis, Conjugated Systems, Reactions at the α Carbon |
PDF |
| Week 3 |
Carbohydrates: Properties and Analysis |
PDF |
| Week 5 |
Amino Acids, Proteins, Peptides |
PDF |
| Week 6 |
Catalysis |
PDF |
| Quiz 3 |
Amino Acids and Peptides |
PDF |
| Week 7 |
Cofactors |
PDF |
| Quiz 4 |
Peptides, Catalysis |
PDF |
| Week 8-9 |
Lipids & Nucleic Acids |
PDF |
Useful organic chemistry links
Organic Chemistry Virtual Text at Michigan State University
Ralph Logan's homepage, and especially his Organic Chemistry Support Materials (North Lake College)
Free Organic Chemistry Textbook by our own Bob Newman
JME Structure Editor and SMILES translator at NIH
IUPAC Nomenclature Home Page: Advanced aspects of nomenclature, good stereochemistry section
NIST Chemistry WebBook: Vast amounts of data on organic compounds
UCSB links
UCSB General Catalog
UCSB Campus Map
UCSB Gold Login
UCSB Umail Access
UCSB Environmental Health and Safety