Dienophile LUMO

Chem 109C

Organic Chemistry, Spring 2007

Diene HOMO

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:

  1. 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.
  2. 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
  3. 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


Course materials by Dr. Kalju Kahn, Department of Chemistry and Biochemistry, UC Santa Barbara. ©2005-2007