PLU Organic Chemistry I Overview

Chemistry 232

Organic Chemistry I
Lecture


Allyl Cation
Philosophy of Life Course Calendar
Course Materials Organic Study Sheets
Classroom Activities Learning Groups
Homework Student Board of Directors
Use of Computers Email
The Organic Journal Club (TOJC) Academic Policies and Grading Chem 234 (Organic Chemistry I Laboratory)
Organic Tool Kit Organic Home Page

This Course Accompanies
Chem 234 (Organic Chemistry I Laboratory)

Instructor: C. Fryhle, RSC 241, X8314
Lecture: MWF 8:00-9:05 A.M., Leraas Lecture Hall
Office Hours: M, W 12:30 - 2:00, Th 1:00 - 2:00, F 9:30 - 10:30
Internet: fryhle@u.washington.edu
WWW http://rainier.chem.plu.edu/fryhle.html

ORGANIC CHEMISTRY

Chemistry 232 Spring 1997

(http://rainier.chem.plu.edu/chemdept/organic.html)

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Philosophy

Life is Organic Chemistry

Chemistry 232 is a demanding introduction to organic chemistry. Organic chemistry is the study of carbon-containing molecules, and therefore includes (among millions of others) all molecules intimately involved with life. All living tissue is composed of molecules built of carbon atoms. Furthermore, many of the organic reactions that you will learn are closely analogous to the chemistry of biological reactions. It is my hope that your acquaintance with organic chemistry, through this semester and the next, will inspire an appreciation for the beauty of chemistry's fundamental role in life processes. There is much to learn, and substantial effort on both of our parts is expected and necessary in this endeavor. All of our efforts are worthwhile, however, when we begin to glimpse the wonderful intertwining of chemistry with all of life.

Although it may appear that organic chemistry is the ultimate test of one's ability to simply memorize reactions, this is not so. In fact, one of the most important goals I have in Chemistry 232 is to demonstrate that by developing command of a select and relatively small set of rudimentary concepts and reaction types, one can generalize to a large number of other organic reactions. To help cross the bridge from general chemistry to organic chemistry and to amplify the importance of some fundame ntal concepts, I have prepared an essay entitled Solving the Puzzle - or - Structure is Everything (Almost). You should read this as you begin the first chapter in Solomons. To be sure, there is challenge involved in learning the essential principles, but there is also much beauty and elegance to behold when one sees the interrelationships among these principles and one begins to apply them creatively in broader situations.

Course Overview (Top) Philosophy Course Calendar Organic Study Sheets Classroom Activities Learning Groups
Homework Student Board of Directors Use of Computers Email The Organic Journal Club (TOJC) Academic Policies and Grading

Course Materials:

1) Solomons, T.W.G., Organic Chemistry, 6th ed., John Wiley and Sons, Inc., New York, 1995.
2) Solving the Puzzle - Or - Structure is Everything (Almost), Essay, C. B. Fryhle, John Wiley and Sons, New York, 1996.
3) Organic Chemistry Study Sheets, C. B. Fryhle, 1995.
4) Solomons, T.W.G., Study Guide to Accompany Organic Chemistry, John Wiley and Sons, Inc., New York, 1995.
5) Highly Recommended: Molecular Model Kit
6) Email access (free to PLU students).
7) Recommended: Personal computer (for use with free software from the Internet).

Course Overview (Top) Philosophy Course Calendar Organic Study Sheets Classroom Activities Learning Groups
Homework Student Board of Directors Use of Computers Email The Organic Journal Club (TOJC) Academic Policies and Grading

Spring 1997 Calendar for ORGANIC CHEMISTRY I (Chem 232)

Monday Wednesday Friday
W Written Exercise
D Lecture/Discussion/Requests
LG Learning Group Presentations
February 3

J-Term Break

February 5

Overview

February 7

1-W

February 10

1-D

February 12

1-LG

February 14

2-W

February 17

President's Day
Holiday

February 19

2-D

February 21

2-LG

February 24

3-W/D

February 26

3-LG

February 28

4-W

March 3

4-D

March 5

4-LG

March 7

EXAM 1

March 10

5-W

March 12

5-D

March 14

5-LG

March 17

6-W

March 19

6-D

March 21

6-LG

March 24-31

Spring Break

March 31

No Class (Spring Break Ends)

April 2

7-D

April 4

7-LG

April 7

8-W

April 9

8-D

April 11

8-LG

April 14

Review

April 16

EXAM 2

April 18

13-W

April 21

13-D

April 23

13-LG

April 25

9-W/D

April 28

9-D/LG

April 30

10-W

May 2

10-D

May 5

10-LG

May 7

EXAM 3

May 9

11-W

May 12

11-D

May 14

11-LG

May 16

Review
(Final Exam 5/19)


Course Overview (Top) Philosophy Course Calendar Organic Study Sheets Classroom Activities Learning Groups
Homework Student Board of Directors Use of Computers Email The Organic Journal Club (TOJC) Academic Policies and Grading

Classroom Activities

Toward the above goals, my role in the classroom will be principally as a guide and resource, rather than as solemn lecturer. Thanks to the excellent organization and "readability" of Solomons' text, our classroom activities can be comprised of relative ly novel enterprises, rather than simple transfer of my notes to your notebooks. Our time will revolve around three principle activities, roughly one for each of the three days we spend on a given chapter. (We will cover approximately one chapter from the text every three days.) These activities will be described in detail below. I cannot emphasize enough the importance of regular class attendance and diligent study habits. You will find that the flow of material is constant and substantial. Without daily reading, studying, and working of problems, together with attendance at every class you will easily find yourself too far behind to ever catch up. The concepts in organic chemistry build as though they were an inverted pyramid. No concept is ever learned and discarded. Rather, all the ideas presented become incorporated into a foundation for the understanding of later topics.

In-Class Written Problems and Discussion

On the first day for each chapter I will provide you with at least one 5-10 minute in-class exercise to be worked independently about some aspect of that chapter. My assumption is that you will have read the chapter in advance and be prepared to work wit h some basic concepts from that chapter in the problem I assign. We will evaluate and discuss this assignment immediately afterward, using it as the guide for our discussion that day. The exercise will be worth ten points, with the best ten out of twelve scores of th e semester counted toward your point total. Papers will be shuffled anonymously among the class and graded by one of your peers during our discussion period. These exercises will generally help your class total, so long as you attend class faithfully and read ahead. There will be no make-up opportunities for these exercises since there will be more opportunities provided than are counted in the total.

Lecture and Discussion on Requested Topics

On the second day for each chapter our class time will be spent on topics that you request in advance. You will forward your questions, problems, topics of interest, etc., to me in advance in person, by email, phone, or on paper. Some topics for lecture may be generated by postings to The Organic Journal Club (TOJC, see below). I will use your input to shape my discussion so that it addresses material about which you have concerns or questions.

Course Overview (Top) Philosophy Course Calendar Organic Study Sheets Classroom Activities Learning Groups
Homework Student Board of Directors Use of Computers Email The Organic Journal Club (TOJC) Academic Policies and Grading

Learning Group Activities

The class will be Group membership will be determined at random, but once formed there will be elements of design in how the group functions. On the third day of coverage for a given chapter, four Learning Groups, out of eight that were scheduled to prepare on a given day, will present to the class their solutions to a challenging problem I have assigned in advance. The Learning Group Presentation Schedule is given below. Each group's presentation should be about ten minutes long. Members of each group will have defined roles that ensure that all members become equally engaged in the problem (see below). Even though only eight groups (of 22) are assigned to prepare for each given problem, it behooves all persons in the class (i.e. the remaining groups) to work on each Learning Group Problem, since problems similar to the Learning Group Problems will appear in various forms on exams.

As you can see, I will not be providing lectures for you every day, per se. It will be the text and elements of class discussion that serve as the primary sources of factual material for which you will be responsible. I will assist you by providing appropriate emphasis for chapter sections through Organic Chemistry Study Sheets. You are responsible for reading the text carefully to glean the essential content for the course. In this way, our class time can be comprised of actual working sessions and fruitful discussions about organic chemistry, rather than simple regurgitation of the text.

Course Overview (Top) Philosophy Course Calendar Organic Study Sheets Classroom Activities Learning Groups
Homework Student Board of Directors Use of Computers Email The Organic Journal Club (TOJC) Academic Policies and Grading

Assigned Homework Problems

Implicit in the design of how our classroom time will be spent is the notion that chemistry can only truly be learned by the working of problems. The classroom and reading alone will not suffice. You are responsible for your learning in this class, although I am your guide and mentor. Thus, problems from each chapter will be assigned (but not collected). Problem assignments are given on the hard copies of the Study Sheet for each chapter. Solutions to the assigned problems can be found at the back of the text and in the accompanying Study Guide. You must give each problem a good effort before consulting the Study Guide for an answer if you are to learn by the process. You must work problems every day, or else you will not have sufficient time to absorb the material and measure your skills before exams. This is time-tested advice. We will have the opportunity to discuss some problems in class. Again, however, you must give the problems solid effort in advance before asking for help. I am, of course, available for your assistance during my scheduled office hours, through email, and frequently during other times as well.

In addition, several evening problem sessions with Academic Assistance Center Tutors will be scheduled each week. Your attendance of at least one of these problem sessions each week is strongly recommended. Specific times will be arranged during the first week of class. Some of the tutors are also available for individual appointments through the Academic Assistance Center. These services are covered under your tuition. Contact the Academic Assistance Center for further information (Ramstad 112, X 7518).

Organic Study Sheets

In order to help you focus your learning efforts with the text book, I have prepared Organic Study Sheets for each chapter we will cover. In these Study Sheets are section by section (of the text book) descriptions of what I intend for you to learn from each chapter. The Study Sheets provide goals for your learning and appropriate emphasis on chapter material. You should use the Study Sheets as you read the text. At the bottom on the printed copies of the Study Sheets handed out in class are listed the problem assignment for each chapter.

Course Overview (Top) Philosophy Course Calendar Organic Study Sheets Classroom Activities Learning Groups
Homework Student Board of Directors Use of Computers Email The Organic Journal Club (TOJC) Academic Policies and Grading

Student Board of Directors

A Student Board of Directors for Organic Chemistry will be elected by the class. This board, comprised of four of your student peers, will meet with me regularly to communicate ideas from the class at large. Anyone is welcome to discuss any aspect of the course with me at any time, of course, but as an additional avenue you may bring concerns to your peers serving on the Board, who will then appraise me of the issue on an anonymous basis. I will consider advice from the Board most seriously. On the first day of class we will conduct a nomination process for candidates to the Student Board of Directors. On the second day of class I will accept write-in nominations, and you will vote on the slate of candidates.

Course Overview (Top) Philosophy Course Calendar Organic Study Sheets Classroom Activities Learning Groups
Homework Student Board of Directors Use of Computers Email The Organic Journal Club (TOJC) Academic Policies and Grading

Use of Computers

Electronic tools will supplement this class in several ways. a) Personal email will facilitate communication on a one-on-one basis between you, your peers, and myself (fryhle@u.washington.edu). b) I have set up an email discussion list that can be used for informal class-wide communication among subscribers. The address is organic1@rainier.chem.plu.edu (italics only for emphasis, and please note the roman numeral one in organic1). You must subscribe to the discussion list in order to participate. Please see the instructions below for instructions on how to subscribe to the list. c) I am establishing a formal and regular mode of class-wide communication over the Organic email list through The Organic Journal Club (TOJC). d) Information about the course is available on the World-Wide Web (at http://rainier.chem.plu.edu/chemdept/organic.html). e) Various free software and study aids are available over the Internet. See the
Organic Tool Kit page, as well.

Course Overview (Top) Philosophy Course Calendar Organic Study Sheets Classroom Activities Learning Groups
Homework Student Board of Directors Use of Computers Email The Organic Journal Club (TOJC) Academic Policies and Grading

Email

A word about my intended use of email in this class. I expect that every one of you will arrange to have a computer account set up for yourself and that you will know how to use email. Terminals are available for your use in the Open Lab in Rieke Science Center and in the computer user rooms on campus. If you have a personal computer and it is equipped with a modem, you can access the university computers from the location of your own computer (the ideal situation). With your computer account comes access to email, library resources, the Internet, and much of whatever else one can presently call "the information super highway". My plan is to receive by email your suggested topics for class discussion and problem requests, and also to send you information, assignments, and responses to your questions by email. I usually check my mail several times each work day, and typically once in the evening. Please send me a message saying that you are on board as soon as your account is set up. My preferred email address is fryhle@u.washington.edu, as noted above. (Please use this address rather than the one on pepper at PLU.)

The Organic Chemlist - An Email Discussion List

I expect that with establishment of your email account you will subscribe to the PLU email discussion list called the Organic Chemlist. To subscribe, send an email message to listproc@rainier.chem.plu.edu with nothing but Subscribe organic1 Your Name in the body of the message (italics only for emphasis, and note the roman numeral one at the end of the name organic1). Once subscribed through this message, all of your future messages to the list should be addressed to organic1@rainier.chem.plu.edu. The Organic Chemlist will be used by me to post class-wide announcements, lecture clarifications, and replies to some of your questions. You are also encouraged to use it among yourselves to arrange impromptu study sessions, discuss organic chemistry with each other, and in general communicate about anything germane to Organic at PLU.

Course Overview (Top) Philosophy Course Calendar Organic Study Sheets Classroom Activities Learning Groups
Homework Student Board of Directors Use of Computers Email The Organic Journal Club (TOJC) Academic Policies and Grading

The Organic Journal Club (TOJC)

Archives of TOJC On-Line!


Organic I - Fall 1996

TOJC September 1996 Archive
TOJC October 1996 Archive
TOJC November 1996 Archive
TOJC December 1996 Archive

Organic I (Chem 232)
Spring 1997

TOJC February 1997 Archive
TOJC March 1997 Archive
TOJC April 1997 Archive
TOJC May 1997 Archive

The Organic Chemlist email group will also serve as the electronic medium for The Organic Journal Club (TOJC). TOJC will be a communal diary of the class's learning of organic chemistry. The goal of TOJC is to stimulate a ferment of class-wide discussion about current topics in organic and provide a living record of our learning process. Participation in The Organic Journal Club is a required part of the course. Archives of participation in The Organic Journal Club by previous classes can be reached by following the links above. Messages are sorted by subject, thread, author, and date.

The following are expectations regarding participation in The Organic Journal Club:

World-Wide Web

In order to increase your access to course information I have provided this course outline and other course information over the World Wide Web at http://rainier.chem.plu.edu/organic.html. You can also access it through links from my home page (http://rainier.chem.plu.edu/fryhle.html). These pages include links to the software and Internet resources mentioned below.

Supporting Software and Data

There is a wealth of software and computerized resources available to support courses in organic chemistry. Much of this is available free over the Internet, including software for drawing chemical structures and importing them into formal reports (ISIS /Draw), software for viewing computerized molecular models in three dimensions (Rasmol), archives of organic structures for use with Rasmol, and spectroscopic data and processing programs. Links to this software can be found on my home page (http://raini er.chem.plu.edu/fryhle.html) and the Organic Chemistry Home Page (http://rainier.chem.plu.edu/chemdept/organic.html).

Course Overview (Top) Philosophy Course Calendar Organic Study Sheets Classroom Activities Learning Groups
Homework Student Board of Directors Use of Computers Email The Organic Journal Club (TOJC) Academic Policies and Grading

Academic Policies

I expect that all of your work for credit will be done strictly in the spirit of academic honesty. I trust that each one of you will conduct your work with the highest level of integrity. Furthermore, I expect that each of you will assist in maintaining an atmosphere of honesty by bringing to my attention any lapse in academic honesty you observe. Any breach of academic honesty will receive a severe penalty. In this case, withdrawal from the course will not be possible.

Grading

Exam and graded exercises will follow the point distribution described above and also shown below. In order to encourage cooperative learning among all members of a Learning Group, all members of a Learning Group will receive a 15 point Earned Bonus on a given exam score if every member of that Learning Group scores above 80% on any particular exam.

Point Distribution

Three Exams @ 100 Points Each300 Points
10 Best In-Class Exercises @ 10 Points Each 100 Points
2 Learning Group Problems @ 25 Points Each50 Points
2 Additional Learning Group Presentations @ 10 Points Each20 Points
10 Postings to The Organic Journal Club50 Points
Final Exam150 Points
Possible Learning Group Earned Bonus15 Points/Exam

Final grades will be based on the sum of all the points earned during the course. In order to reduce competition and encourage cooperative learning final grades will be assigned according to an absolute point scale. (If necessary, however, I may make in dividual or global adjustments to this scale.)

Absolute Scale for Final Grades

Grand Total of PointsPercentage of Grand Point Total Final Grade
587-67088-100A-, A, A+
480-58672-87B-, B, B+
366-47955-71C-, C, C+
255-36538-54D-, D, D+
0-2540-37E


University Policy: If you need course adaptations or accommodations because of a disability, if you have emergency medical information to share with me, or if you need special arrangements in case the building must be evacuated, please make an app ointment with me as soon as possible (Rieke 241, X8314). Students are also reminded that they are responsible for notifying instructors of any conditions that may impair their academic performance. Without advance warning, such difficulties can not be u sed later as the basis for requesting make-up course work or reconsideration of grades.

232sy_97.htm

Last Modified 2/4/97

Copyright, 1997, Craig B. Fryhle