Chemistry 212

Organic Chemistry Lecture

Spring 2000

Dr. M. Nerz-Stormes

 

Texts and Optional Learning Aids:

 

             Organic Chemistry, Third Edition  by G. Marc Loudon

                Solutions Manual to Accompany  Organic Chemistry, Third Edition by G. Marc Loudon and Joseph G. Stowell

                The Allyn and Bacon Molecular Model Set for Organic Chemistry (available in the bookstore - optional for Chem 212)

 

The following information is very important and should be carefully noted by each student.

 

1.      Class Meetings:  January 17-April 28, 2000

undergraduate section:  M, T, W, F, 10:00-11:00 AM

postbaccalaureate section:  M, W, F, 11:00-12:00 AM and 
T, 11:30-12:30 AM

Meetings in  PSB room 180 (The Berliner Lecture Hall)

 

 

2.      Basis for Grading:

 
Three, 55-90 minute exams                       54%
twelve, ten minute quizzes (two will be dropped)                      16%
One, three-hour, final exam                      30%
100%

         

         

          

        The lecture part of the course is worth 75% of the organic chemistry grade.  The lab is worth 25%.  At the end of the course, the grade earned in lecture will be scaled down to a score based on 75 total points.  This grade will be added to your laboratory grade which will be scaled to 25.  Upon combination, the undergraduate grades will be considered and grades on the 4.0 scale will be assigned.   With each exam, students will be given an idea as to how  they are doing on the 4.0 scale.  The instructor will curve grades when averages are significantly below 75%.

 

3.      Scheduled exam/quiz dates:

 

         
Exam 1:                      Friday, February 11, 2000 (in class, 55 minutes)
Exam 2:                     

Friday,  March 17, 2000 (self-scheduled over weekend, 90 minutes)     

Exam 3:   

Wednesday, April 19, 2000 (in class, 55 minutes)

Quizzes:                      M:1/24, M:1/31, M:2/7, F:2/18, F:2/25, F:3/3, T: 3/14, T:3/28, T:4/4, W:4/12, 

M:4/17, W:4/26 (each ten minutes, at beginning of class)

Final:       

During Final Exam Period - self-scheduled:  May 2-May 12 

 

          

4.      Topics to be covered:

 

                                                                         

 

I.       Chemistry 212 Tools

Topics

Reference Chapter (section)

Date(tentative)

*  Introduction 1/17
*  Functional Group overview                              handout (independent exercise)          1/17
*  Nomenclature of Organic Chemistry                

handout, website exercise,16.1, 19.1, 20.1, 21.1, 23.1
Problems: 16.1, 16.2, 24.2, 24.5, 24.6, 19.1, 19.2, 20.1, 20.2, 21.1, 21.2

 1/17, 1/18
*  Acids and Bases: Predicting Organic Reactions handouts 1/19, 1/21
*  Resonance Theory/Molecular Orbital Theory

handouts15.1, 15.2, 15.6
Problems: 15.26-15.28,15.34

 1/24-1/26

 

II.   Chemistry of Conjugated Systems

 

Topics

Reference Chapter (section)

Date(tentative)

*  Chemisry of dienes and related compounds:      

 

 1/28 - 2/7
    Addition to conjugated systems, allylic and benzylicchemistry

15.1,15.4, 17
Problems: 15.2-15.23,15.35 a to e, 15.37a, 15.45, 15.50, 15.53, 15.54, 15.62a
17.1a, 17.2, 17.4, 17.5a, c, 17.6a, 17.7a, 17.8, 17.13a,17.15a,17.16a, 17.17, 17.21, 17.23a,c,17.24, 17.26, 17.29, 17.30a, c, e, g, i, j, 17.31 (focus on chemistry, not UV), 17.33a, c, 17.36, 17.38, 17.39, 17.41

    Diels-Alder reaction and orbital theory

15.2,15.3, 25(intro), 25.1, 25.3
Problems: 25.2-25.4,25.10, 15.12a, 15.13a,c, 15.14a, 15.15, 15.17a, 15.18a,c, 15.19, 15.35f, 15.47, 15.49, 15.56a,c,d, 15.58a, 15.61

*  Chemistry of Benzene and related systems        

            > Definition of Aromaticity                               

15.7 
Problems: 5.29, 15.31,15.33, 15.39,15.40                                           		2/8
           > Chemistry of Aromatics:  EAS NAS, Elimination/Addition Reduction/Oxidation 16.4, 16.5, 24.3, 24.1 A,C, 24.2 B,C, 24.3A, 24.5A
Problems:  16.4, 16.11, 16.13, 16.16, 16.18, 16.19, 16.20, 16.22, 16.23, 16.24, 16.25a, 16.26b, 16.27, 16.29, 16.30, 16.31, 16.34, 16.36, 16.38a, 16.39, 16.40a, c,e,g,i,j, 16.41a,c, 16.42, 16.44, 16.46, 16.48, 16.49, 16.50, 16.54a,c,e,g, 16.55a,c, 16.57, 16.59,16.62, 24.1, 24.3a, 24.4, 24.7, 24.8a,b, 24.9, 24.10a, 24.11a, 24.13a, 24.18, 24.20, 24.29a,c, 24.30a,c,f, 24.31a,c		 2/9-2/16
                                            18.4, 24.5   
Problems:  18.1a, 18.2, 18.3, 18.4a,c, 18.5a, 18.6a,c, 18.7, 18.8a, 18.10, 18.11a, 18.12a, 18.13a, 18.14a,c, 18.15, 18.16a, 18.18, 18.19, 18.20,c,e,f, 18.22, 18.24, 18.26, 18.29, 18.31, 18.32, 18.33, 18.35a,c,e,g,i,k,m, 18.37a,c,g,i, 18.38, 18.39, 18.45a,c, 18.46, 18.48, 18.50                            		2/18, 2/21          
                16.6, 17.5,  18.7                    2/22, 2/23

 

 

III.   Carbonyl Chemistry

 

Topics

Reference Chapter (section)

Date(tentative)

*  General Principles                                             handout 2/25
*  Aldehydes and Ketones                                      19.2-19.13
Problems: 19.3a, 19.4a,c, 19.8 (which is most conjugated), 19.12a, 19.13a,c, 19.14a, 19.15, 19.17, 19.19a,c, 19.20a,c, 19.21, 19.22a,c,e,g, 19.23a, 19.24a, 19.25a, 19.27a, 19.28a,c, 19.29, 19.31a, 19.32, 19.34a, 19.35a,c, 19.36, 19.38, 19.40a,b, 19.41a, 19.42, 19.44, 19.45a,c,e,g,i, 19.46b, 19.48, 19.49a,c,e,g,i,j,k,,m, 19.51, 19.52a, 19.55a, 19.56a, 19.57a,c,d, 19.58a, 19.59, 19.63		 2/28-3/3    

*  Carboxylic Acids                                            

20.2-20.11  
Problems:
20.3, 20.4, 20.5, 20.6b, 20.9, 20.10a, 20.11a, 20.12a, 20.13a, c, 20.14, 20.15 a,c, 20.16 a, c, 20.17, 20.21a, 20.22, 20.25, 20.26, 20.29, c, e, g ,20.30, 20.31, 20.36, c, e, g, 20.37, 20.40, 20.41, 20.43, 20.44a, c, 20.45a, c, e, g, h, i, 20.46a, c, f, 20.49, 20.53 a, c                          

3/13-3/17
*  Carboxylic Acid Derivatives                   21.2-21.12
Problems:
21.7a,c, 21.8, 21.10, 21.11a, 21.12, 21.14a, 21.14c, 21.15a, 21.16a,c,e,g, 21.17, 21.18a, 21.19a,c , 21.20, 21.22, 21.23a,c, 21.24a, 21.25a, 21.26a, 21.27, 21.29, 21.33, 21.35a,b,e, 21.36, 21.37, 21.39, 21.40, 27.41a, 21.42a,c,e,d, 21.43, 21.48, 21.5a,b,d,e, 21.51, 21.52, 21.54a,c,e,g,i,k,n,o, 21.55a,c,e, 21.56a,c,e,g,h,j, 21.57a,b,c,e, 21.58.		 3/20-3/24
*  Enolates/Enols/alpha, beta-unsaturated systems

22.1-22.11
Deemphasize sections  22.3C, D, 22.4B, 22.1, 22.3, 22.5, 22.6a, 22.7 a, c, e, 22.8 a, c, 22.9a, 22.13, 22.15a, 22.16a, 22.17, 22.18, 22.19a, c, 22.20a, c, e, g, 22.21 , 22.23, 2.24,22.25b, 22.26a, c, 22.27a, c, 22.28a, (22.29a, c, 22.30, 22.31a, c, 22.33a, 22.34a, 22.35, 22.37a, c, 22.38a, 22.39a, 22.40a, 22,=.42a, c, 22.43a, 22.45), 22.47a, 22.48a, c, 22.49a, c, 22.50, 22.52a, b, 22.54, 22.56, 22.57, 22.58a, 22.59a, 22.60, 22.65 a, b, (c), 22.66 a, c, 22.67 a, c, (22.68), 22.70, 22.71 (a), c, (e), (g), i, k, m, n, (o), p, 22.72 a, c, e, f, 22.73, 22.82 (a), c, (e), (g), 22.83 a, e, g


 3/27-4/3

 

                

Topics

Reference Chapter (section)

Date(tentative)

IV.   Amine Chemistry 23.2-23.12, 24.4 4/4-4/11
V.     Amino Acids, Peptides and Proteins 26.1-26.10
Problems:
26.1a, 26.2, 26.3a, 26.4a, 26.5, 26.6, 26.8a,c, 26.9, 26.12a, 26.15a, 26.17, 26.23a,b, 26.25, 26.25a,c,e, 26.27a, 26.28, 26.30, 26.31, 26.34, 26.36, 26.38, 26.39, 26.40, 26.43, 26.46, 26.47a,b,c,d,h, 26.49, 26.50		 4/12-4/19
VI.    Carbohydrates and Nucleic Acids 27.1-27.12 4/21-4/28
 
5.      Policies regarding extensions and  make-up exams:

 

       Extensions and make-up exams will be allowed only in extreme situations.  The student must have an appropriate written excuse from his/her dean.

 

6.    Honor Code:

 

        Unless directed otherwise by the instructor, all written work is to be done independently without the aid of humans, textbooks, notebooks or other written materials.  When time is called you are obligated to immediately turn in quizzes and exams.

 

7.    email:

 

       All students must have an email account because vital messages are routinely sent out via email.  If you are new to the course, please send the instructor an email at mnerzsto@brynmawr.edu

 

8.  the web:

 

      The web is a very big part of this and the laboratory course.  If you haven't checked out yet, please visit  the organic chemistry web site at  http://www.brynmawr.edu/Acads/Chem/mnerzsto/index.html.

 

Study Tips for Organic Chemistry

 

 

          Organic chemistry is considered to be a very difficult course for most undergraduate students.  The course material will be covered rapidly and the subject matter will at times be quite abstract.  Your best academic effort will be required in order to do well.  You cannot "cram" organic chemistry.  Except for the rare individual, cramming results in short memory retention and high frustration.  Since the comprehension of each new topic in this course relies heavily on what was learned previously, cramming can also result in plummeting grades as the semester progresses.  In order to avoid these problems, the following approach to the course is suggested.

 

1.      Try not to miss class.

2.      Study the textbook on a given topic just before it is covered in the lecture, thus clearing up any misconceptions in your notes.

3.      Do in-chapter problems as you read the text.  Write out the answers in detail, i.e., as you would like to while taking an exam.  Try not to look up the answers until you have given them your best shot.  Your problem solving abilities won't improve if you do not think the problems out thoroughly.

4.      Try to work through your notes every day.

5.      Upon completion of a chapter in class, study it a second time and then do the end-chapter problems and supplemental problems as a test.

6.      Regularly attend office hours.  Don't let questions pile up, since it will be difficult to answer them all the day before the exam.

7.      VERY IMPORTANT!  Writing and verbalization are essential to learning.  I find that I learn new material much faster and more thoroughly if I "talk it or write it" out.  For example, I can "talk" a lecture through once and know it, whereas if I read my lecture notes 20 times I will give a garbled, disorganized presentation.  I have been very careful in the above suggestions never to use the word read.  It is not good enough to simple read and understand your textbook and notes.  Whether studying your notes or text, you must engage in a dynamic exercise.  After observing a structure in the book, reproduce it from memory on scrap paper to see if you have absorbed all the relevant details.  When you read the name of an organic compound, translate that name into a structure so you will understand its significance.  When a reaction is written in your notes, try to work out the most likely products using your knowledge of mechanism.  Additionally, you could form study groups and act as a teacher to one another.  I can assure you these approaches work.  I use them all the time and I have a horrible memory!

8.      Look up the correct answers to problems from exams and quizzes while the material is fresh in your mind.  It will help you with the final.

9.      ASK QUESTIONS!!!!!!!!!!

 

          I realize it is impossible to be completely organized (at least for me).  I also realize that all the above suggestions won't help everyone, but do try to have an orderly approach to the course.  It really can be a lot of fun if everything is not left to the last minute.  Yes!  It says FUN.  Good luck!!

 

 

 

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