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Chemistry - Spring 1998



[CHEM-007-01][CHEM-007L-01][CHEM-080A-01][CHEM-112N-01]
[CHEM-146A-01][CHEM-240F-01]


Chemistry 7 Organic Chemistry Survey

NOTE: This syllabus is from Winter 1996, however much of the information remains the same for Spring 1998.


Instructor:
Lydia Gregoret
gregoret@biology.ucsc.edu
(408)-459-5130
Office: 227 Sinsheimer Labs

 

Chemistry 7 is a new course being offered for the first time in winter of 1996. The idea for developing such a course came from the reduction in the organic chemistry requirement for Biology, Marine Biology, and Psychobiology majors from the 108A/B series to just 108A (formerly known as 8A). While 108A is a good course in organic chemistry, it really is part of a two quarter series. It is in 108B that most of the biologically relevant functional groups are covered. Chemistry 7 will highlight most of the topics in 108A/B briefly and with an emphasis on biology.

Is Chem 7 for me?

Yes if you would like a comprehensive course in o-chem that will prepare you well for Biology 100 (Biochemistry) and other upper division biology courses, as well as life as a chemistry-savvy person. Yes if you would like to learn about the chemistry of organic acids, esters, aldehydes, ketones, nitrogen- containing compounds, sulfur-containing compounds, proteins, DNA, RNA, carbohydrates and fats (in summary, the interesting part of organic chemistry) but don't want to take 108B.

No if you like chemistry a lot (try 112A/B/C!) No if you want to go on to medical school: two quarters are required. No if you are an MCD or BMB major - you must take 108A and B or 112A,B, and C. No if you want to go on to graduate school in biochemistry or molecular biology. No if you are not sure but are thinking about med school/grad school as possibilities - if you take Chem 7 and decide later that you need the two quarter series, you will have to take both 108A and 108B.

Is Chem 7 easier or harder than Chem 108A? As you might expect, this question is difficult to answer and forces an instructor to start equivocating. Chem 7 is not going to be an easy, "baby" course, but in some ways it will be easier than 108A. For example, we will not spend as much time on organic synthesis which sometimes involves memorizing reaction conditions and learning the names of the Eastern European chemists who invented the syntheses. Chances are, if you find that this course seems more applicable to biology - your major interest - you will enjoy learning the material more. You have probably discovered that you do better in the courses you like. On the other hand, we will cover a wider range of material in less depth. In this sense, Chem 7 might be harder than 108A.

Prerequisites
  • Introductory Chemistry (1A/B/C at UCSC)
  • Lab
  • Students taking Chem 7 may take either Chemistry 7L or 108L.

 

Course Materials
  • "Organic Chemistry: A Brief Survey of Concepts and Applications" by Philip S. Bailey, Jr. and Christina A. Bailey
  • Molecular Model Kit (you will be able to bring this to your exams)
  • Study Guide and Solutions Manual that accompanies the text (recommended)

 

Exams, Homework, etc

Weekly problem sets will be assigned to be handed in at discussion sections. Both problems selected from the textbook and supplemental problems will be assigned. Homework will count 20% towards your performance evaluation.

There will be two midterm exams which will count 25% each and one final exam which will count 30% towards the evaluation.

Survival Tips

Organic chemistry has a long-standing reputation as a difficult course at all universities. The subject matter tends to seem esoteric, especially to a non-chemist. However, one major reason that people often find organic chemistry to be difficult is that they attempt to cram for exams. More than perhaps in any other course, it is important to KEEP UP WITH THE MATERIAL FROM DAY ONE. Really, don't try to take it easy in the first two weeks because you will save yourself a lot of time and frustration in the long run.


Chemistry 7L

Course associated with Chemistry 7, introduces students to the most important topics of experimental organic chemistry. The experiments emphasize the applications of organic chemistry to biological systems through the isolation, purification, synthesis and characterization of biologically relevant compounds. In the first weeks the students learn purification and separation techniques such as recrystallization, steam distillation, extraction and chromatography. They then get acquainted with some important aspects of organic reactivity where they apply identification and characterization techniques (IR and polarimetry).


CHEMISTRY 80A Nutrition: Concepts and Controversies

COURSE OUTLINE

INSTRUCTOR: Tony Fink

Phone: 9-2744

email: enzyme@cats.ucsc.edu

Class Time: MWF 11-12:10 Thimann 3

GOALS:

The aim of this course is to give you a general background in the fundamentals of the science of nutrition, sufficient to allow you to make your own critical judgments as far as many nutritional claims are concerned, and to provide the basic facts concerning sound dietary habits to allow you to plan and obtain adequate nutrition for yourself.

TOPICS:

  • General introduction to nutrition and current issues
  • Nutrients -
    • carbohydrates
    • Lipids, fats
    • Proteins
    • Vitamins
    • Minerals
  • Weight control, dieting
  • Eating disorders
  • Nutrition and disease
  • Food Safety
  • Vegetarian diets
  • Alcohol and nutrition

 

PREREQUISITES: Some familiarity with the language of chemistry e. g. high school chemistry. Some basic understanding of chemistry is necessary so that you can appreciate the underlying processes of why we need certain nutrients and what happens to our food on digestion.

TEXT: Nutrition: Concepts and Controversies by Sizer and Whitney, 7th edition

REQUIREMENTS: Weekly Quizzes (25%), Midterm (30%), Final Exam (40%), Diet analysis (5%)


Chemistry 112N

The third part of the experimental organic chemistry course. Course associated with Chemistry 112C. Emphasis on organic synthesis and analysis. Students learn HPLC and get extensive practice on IR and NMR. They study of polymers, dyes, proteins, and carbohydrates from an experimental point of view. A challenging class with many applications in the biosciences. The students gain first hand experience in problem-solving in the laboratory.

 


Chemistry 146A Advanced Laboratory in Organic Chemistry  
Time: Tuesday, Thursday 1:00- 5:00 pm
Location:
Thimann 249
Instructor:
Rebecca Braslau
Office:
Thimann 337
tel.:
459-3087
Office Hours:
TBA
Teaching Assistant:
TBA

 

Prerequisite: successful completion of the Chemistry 108 (A,B, L and M) series or Chemistry 112 (A,B,C,L,M and N) series or consent of instructor

Required Assignments: There will be several written assignments to be done in a professional, complete manner. More details will be made available in class.

 

1. Laboratory Report on the Isolation of Umbellulone from Bay Leaves

Due one week after completion of the experiment!

 

2. Experimental Design Report on Special Project

From several starting references, you will search the literature and then write out a thorough proposed experimental procedure for a multi-step special project. This project will involve the synthesis and characterization of a new compound or the development of a new technique.

Due April 30, 1998!

 

3. Final Report on your Special Project

This is a complete report in the format of the Journal of Organic Chemistry. It includes a title, abstract, introduction, results and discussion section, full experimental and literature references.

Due June 8, 1998: Absolutely no reports will be accepted late!

 

4. Laboratory Notebook

An up-to-date, current laboratory notebook should be kept while doing experiments. The notebook will be checked periodically by the instructor or the T.A.

 

Grading:

  • Laboratory Report on Umbellulone 100 pts
  • Experimental Design on Special Project 100 pts
  • Technical Skill and Lab Notebook (as evaluated by the instructor and T.A.) 100 pts
  • Final Special Project Report 200 pts

note:

  • all assignments must be completed on time to pass the course!
  • No Make-up Laboratory Sessions will be arranged!


Chemistry 240F: Selectivity and Strategy in Organic Synthesis
First 5 Weeks of Spring Quarter 1998

Tuesday, Thursday 10:00- 11:45 (Location to be announced)

Instructor:
Rebecca Braslau
Office:
Thimann 337
tel.:
459-3087

Discussion Section: One evening a week, date and time to be arranged

 

This is a 5 week course designed to follow Chemistry 240E (Modern Synthetic Reactions) offered by Professor Singaram in the Fall of 1997.

Prerequisite:

240E or consent of instructor

Assignments and Exams:

There will be two exams: a midterm worth 100 pts, and a final exam worth 150 points. Homework (10 pts per set) will be assigned during the half quarter, and should be completed prior to the relevant discussion section.

 

Books on 1-Day Reserve:
  • March, Advanced Organic Chemistry
  • Noyori, Asymmetric Catalysis in Organic Synthesis
  • Ager, Asymmetric Synthetic Methodology
  • Seyden-Penne, Chiral Auxiliaries and Ligands in Asymmetric Synthesis
  • Mulzer, Organic Synthetic Highlights
  • Fuhrhop & Penzlin, Organic Synthesis: Concepts, Methods and Starting Materials

 

The following topics will be covered: Introduction
  • Literature and References
  • Starting Materials
  • Retrosynthetic Analysis
  • Selectivity

 

Selected Reactions and Processes
  • Cyclizations
    • Baldwin's Rules
    • Thorpe-Ingold Effect
    • Cationic, Anionic, Radical & Organometallic Cyclizations
  • Other 5-Membered Ring Synthesis
    • Pauson-Khand
    • Carbonyl Condensations
    • Nazarov Cyclization
    • Palladium TMM
    • [3 + 2] Dipolar Cycloadditions

 

Control of Stereochemistry
  • Relative Diastereoselectivity
    • Ring Systems
    • Acyclic Stereocontrol
      • Felkin-Ahn, Cram Chelation Control
      • Aldol Stereochemistry
      • Allylation of Carbonyls
      • Reconnective Strategy
  • Absolute Stereochemistry
    • Relative Diastereoselectivity
      • using Optically Pure Materials
        • Chirons
        • Classic Resolution
        • Chiral Auxiliaries
    • Enantioselectivity
      • Stoichiometric Asymmetric Induction
      • Kinetic Resolution
      • Catalytic Asymmetric Induction
        • Asymmetric Amplification
Synthetic Strategy
  • Convergence
  • Atom Economy
  • Strategic Bonds
  • Biomimetic Strategy
  • Key Reaction Strategy
  • Formal Synthesis
  • Computers

 

 

Revised 7/13/04.