CHEM 457 Advanced Organic Chemistry

Spring 2007

12:20-1:10 M W,  Myers 229

Two credits for the entire semester. Prerequisite: CHEM 316

Instructor: W.E. Bentz

Texts:

1. Bernard Miller, Advanced Organic Chemistry, 2nd Edition, 200ISBN 0-13-065588-0
2. Kurt Mislow, Introduction to Stereochemistry, 1966.
(In MH 215)
3. Peter Sykes, A Guidebook to Mechanism in Organic Chemistry,
6th ed., 1986. (In MH 215)
4. E.L. Eliel, Stereochemistry of Carbon Compounds.
(In MH 215.)
5. Jerry March, Advanced Organic Chemistry.
(In MH 215, latest edition at Reference Desk, Herrick Library)

  1. Topical Outline

          A. Stereochemistry
1. Theoretical basis for optical activity
2. Methods of configuration specification
3. Molecular symmetry operations and configuration
4. Stereochemical projections
5. Physical properties of racemic mixtures
6. Methods of predicting configuration of products in asymmetric synthesis

B. Reactions and Mechanisms
1. Methods of proposing reasonable mechanisms
2. Electrocyclic Reactions
3. Cycloaddition Reactions
4. Selected Rearrangements
5. Reactions of Heterocycles

Attendance and Grading Policy

   A. Regular class attendance is expected. I define regular as being present at least
       90% of the time. While attendance is not a numerical factor in determining
       grades, this instructor is unable to ignore it in borderline cases.

  B. The course grade will be based upon the following:
C.      
    Class Participation 50 points
   

Three 50-minute exams

(February 12, March 19, April 16)

300 points
   

Final Examination

(a) Take Home -- 80 points

(b) In Class -- 120 points

(Wednesday, May 2, 10:15 a.m.)

200 points

.

               Grading Scale

A

91-100 %

B-

75-78 %

D+

59-62 %

A-

87- 90 %

C+

71-74 %

D

55-58 %

B+

83- 86 %

C

67-70 %

F

  0-55 %

B

79- 82 %

C-

63-66 %

Course Philosophy: This course is designed for chemistry majors and students who have a strong interest in organic chemistry. Class meetings will include lecture and discussion of assigned problems.

OFFICE HOURS: During the following times, I will regularly be available (except in case of emergency) in my office by appointment. Sign up for a 20 minute appointment outside MH 214.
 
Monday
Tuesday
Wednesday
Thursday
Friday
9:20-10:20 am
10:20 -11:20 a.m
9:20-11:20 a.m.
10:20 a.m.-12:20 p.m.
10:20-11:20 a.m.
2:20-4:20 p.m.
2:20-3:20 p.m.

 

2:20-3:10 p.m.

If you wish to see me at any other time when I am not in class, make an appointment personally.

CLASS PARTICIPATION:

During class I will frequently ask questions of the class. You should attempt to answer these questions when called upon. Don't worry about always being right. Often as much can be learned by the class from a wrong answer as from a correct one. You should also feel free to ask your questions at any time during class. People who miss more than three classes and/or rarely ask or answer questions will not receive class participation credit. I expect that each of you will take part in class discussion at least once per week, if not during every class. At times I may ignore those of you who are quicker to respond in order to allow everyone to be involved. Everyone will learn more if you are trying to answer every question. In short, you don't come to class to take notes that you will try to figure out at some later time. Let's try to understand the material as it is presented and discussed.

I AM NOT THE ENEMY

Nothing would give me a greater pleasure than to see each of you earn an A. This course is not graded on a curve. No one has to get a low grade. Take advantage of all of the opportunities to get assistance as soon as it is needed. Come to class, office hours and group tutoring. Everyone wants to help you. But you must take the initiative to seek that help.

REFERENCE TEXTS FOR CHEMISTRY 457

1. E.L. Eliel, Stereochemistry of Organic Compounds, Herrick Reserve

2. Jerry March, Advanced Organic Chemistry, Herrick Reserve

3. Gould, Mechanism and Structure in Organic Chemistry, Herrick QD 251.G6

4. Gilman, Organic Chemistry, An Advanced Treatise, Vol 1 Scholes
        QD 251
        G 487
        2nd ed.

5. Wheland, Advanced Organic Chemistry, Scholes
       QD 251
        W 567
         2nd. ed.

6. Jack Hine, Physical Organic Chemistry,Herrick
        QD 476
        .M5 1962

7. Progress in Stereochemistry, Klyne, Klyne and de la Mare
        Volumes 1, 2, and 3
        Scholes,
        QD 481
        P 76

8. Organic Reaction Mechanisms, 1965-1977 Herrick
        QD 258
        .082

ANSWER KEYS: On-Line MATERIALS: 

Blackboard

This course has an active Blackboard system account.  To access this from any browser, use http://blackboard.alfred.edu or go to the my.alfred.edu page and select Blackboard in the left column.  Your login name will be your "Outlook account" name and your password is the same as you e-mail account.  After login, select "Personal Information" to update this information.  Be sure to change your preferred e-mail account, if it is not Outlook.

Next, select Advanced Organic Chemistry, or CHEM 457, under "COURSES".  The following course materials are available for the course under the active parts of Blackboard at present.

ANNOUNCEMENTS:  This will be my primary method of getting special messages to you.  I recommend that you check it at least once per week.

COURSE INFOMATION:  The complete course syllabus is available.

FACULTY INFORMATION:  My telephone number and office location are here.  There are also direct links to my e-mail and office hours.

COURSE DOCUMENTS:  There is a link to electronic reserves here.

ASSIGNMENTS:  All homework assignments will be posted here.

COMMUNICATIONS:  A class roster is here and an easy method to e-mail other members of the class.  Be sure that you have entered your preferred e-mail address after login.  (Note:  "All users" is everyone in this class only.)

EXTERNAL LINKS:  Occasionally I will put links here for items of interest for this course.  I'll use the announcement page to alert you to these links.

TOOLS:  A calendar for the course (exams and scheduled quizzes) is all that is activated right now.

 

 

TO ACCESS COURSE MATERIALS THROUGH MY WEB PAGE:

    You must have "Adobe Acrobat Reader" on your computer to read these materials.

        1.    Go to my web-page in your Web Browser at "http://people.alfred.edu/~fbentz/"

        2.    On my web-page, scroll down and select "Courses Taught" near the left side.

        3.    Under CHEM 457 select "Homework Keys", "Quiz Keys", or "Current Exam Keys"

        4.    Read the rules, then click "accept", if you do agree to abide by the rules.

        5.    Choose what you wish to look at; e.g.,

                  if you have selected homework keys, choose the due date you wish to view;

                  if you have selected current exam keys, choose the exam you wish to view by date taken.

        6.    If nothing appears, try shrinking the Netscape window, (upper right corner).

        7.    When the material appears on the screen, you may view it or print it.

        8.    Please do not hesitate to ask for help at either one of the AU Libraries

                (Scholes - 607-871-2492 or Herrick - 607-871-2184)

 

TO ACCESS COURSE MATERIALS THROUGH THE e-Res WEB PAGE:

    You must have "Adobe Acrobat Reader" on your computer to read these materials.

       my.alfred.edu and choose E-res under Academics in the left column.

        2.    Select "Electronic Reserves and Reserves Pages"

        3.    Choose "Course Reserves Pages by Instructor", find BENTZ under "Please select an instructor",

               then click "View"

        4.    Select  "CHEM 457" .

        5.    Read the rules, then click "accept", if you do agree to abide by the rules.

        6.    Choose which item you wish to view; most homework and quizzes are listed by date.