While every effort has been made to make sure this electronic syllabus is error-free, it is not official.
The definitive source of course information remains the original (paper) syllabus distributed in class.


Instructors:            Responsibilities:                  Office:  Phone:
Dr. Holly D. Bendorf    Lecture, Recitation, & Laboratory  209 HBC  4365, 327-2888
Dr. Chriss E. McDonald  Laboratory                         234 HBC  4186 

Course Schedule:        Lecture:     MWF  11:30-12:20
                        Recitation:  To Be Announced
                        Labs:        T  7:45-11:35 am, R  7:45-11:35 am, R  1:00-4:50 pm 
Office Hours: MT 2:00-3:00, W 3:00-4:00, and by appointment, or walk-in.

Course Description: CHEM 221, Organic Chemistry II, is a continuation of CHEM 220. CHEM 221 will focus on the reactions of organic compounds and their mechanisms, the application of these reactions to organic synthesis, and the identification of organic compounds using modern spectrometric techniques.

Text and Materials:
"Organic Chemistry: Structure and Reactivity" 3rd Edition, Seyhan Ege.
Bound laboratory notebook (Freeman).
CHEM 220-221 lab manual.
Safety glasses or goggles (available at College Store).
Calculator with logarithmic and exponential functions.

Materials in Chemistry Reading Room: Copies of several organic chemistry texts are available in the reading room. If you dislike Ege's treatment of a topic in her text, feel free to consult one of the other textbooks--you may just find one you like. Also, these texts are excellent sources of extra practice problems. All of the texts have the generic title "Organic Chemistry" and are written by: Solomons, McMurray, Fessenden and Fessenden, and Morrison and Boyd.

Grading Criteria:

                        Quizzes and Assignments  170 points     20%   
                        Exams                    300 points     35%
                        Laboratory               210 points     25%
                        Final                    170 points     20% 
                                                 850 points    100%

Final letter grades will be assigned as follows: 765-850 A, 680-764 B, 595-679 C, 510-594 D.

Exams: There will be three in-class exams on the following dates: Wednesday, January 31; Wednesday, March 6; Wednesday, April 3 The final exam will be administered on the day and time announced in the final exam schedule.

Quizzes: Quizzes are an incentive to stay current with the course. They provide you with a means of evaluating your progress and allow you to identify any potential "trouble spots" before you get into an exam. Most quizzes will be announced, however "pop" quizzes on the previous lecture's material will also be given. Again, this is meant to encourage you to keep-up with the course and to see me or the tutor if you have any questions. The lowest quiz grade will be dropped.

Assignments: A portion of your grade will be based on in-class and take-home assignments. Unless otherwise instructed, you may work together on these assignments. Be aware that in accordance with the College's policy on academic honesty, you must acknowledge who you worked with on the assignment. It is also assumed that you have worked together on the problems and have not merely copied answers from one another. All take-home assignments are due at the beginning of the class period. Late homework will not be accepted.

Assignments From the Text: Practice problems will be assigned from the text at each class period. Although these problems will not be collected, it is strongly suggested that you complete these assignments and have any questions answered before the next class period. Lectures, pop-quizzes, and in-class and take-home assignments are prepared with the assumption that you have read and understand the assigned material and have completed the assigned problems.

Recitation: Recitation is an opportunity for you to ask questions, practice problems, and test your knowledge in a workshop format.

Extra Credit: Extra credit points (3) can be earned by attending departmental colloquia (You must stay for the entire colloquium and disruptive behavior will nullify extra credit points). Extra credit points can also be earned by writing a brief research paper on a mutually agreed upon topic (up to 15 points). Other types of extra credit projects may become available during the semester. Extra credit is limited to 30 points.

General Comments:
Attendance: Regular attendance at lecture and laboratory sections is expected, and repeated, unexcused absences will be penalized (3 points per absence). Attendance at quizzes, exams and laboratory meetings is mandatory. Make-ups are not permitted unless the absence has prior approval by me (usually a case of medical or family emergency which can be documented). A single, cumulative make-up exam will be administered at the end of the semester. Quizzes cannot be made-up. In case of an emergency, I can also be reached at my home: 327-2888.

Participation: Participation is highly encouraged in lecture and expected in recitation. Do not hesitate to stop me if I am going too quickly or have not explained something to your satisfaction. Regular participation in class will be rewarded with bonus points.

Study Suggestions: The material covered in CHEM 221 is of a highly cumulative nature and builds heavily upon the material covered in CHEM 220. You are therefore required to know all of the material covered in that class. It is your responsibility to review the topics covered in CHEM 220 as needed. If you have any questions or would like some assistance in reviewing the material, I am more than willing to work with you. Also, as you already know from CHEM 220, organic chemistry does not lend itself to memorization and cramming. This is even more true in CHEM 221 as we will cover the reactions and associated mechanisms of a variety of functional groups and apply this knowledge to chemical synthesis. The best approach for studying organic is to practice everyday: review your notes, study the text, discuss the material with your friends, work problems, and quiz yourself.

Finally, if you feel that you are having trouble in the course, come see me right away. I am always willing and (almost) always available to help you.

Course Outline: The outline is tentative and subject to change.

Week     Dates           Topic                         Chapter   
 1  Jan. 8, 10, 12       Mass Spectrometry, NMR        21, 11
 2  Jan. 15, 17, 19      NMR, Alcohols                 11, 12
 3  Jan. 22, 24, 26      Ethers, Epoxides              12
 4  Jan. 29, 31; Feb. 2  Conjugation, UV               17       EXAM 1
 5  Feb. 5, 7, 9         Radicals                      20         
 6  Feb. 12, 14, 16      Aromatic Compounds            19
 7  Feb. 19, 21, 23      Aromatic Compounds            19, 23     
Spring Break -- Feb. 24 - Mar. 3
 8  Mar. 4, 6, 8         Carbonyl Compounds            13       EXAM 2
 9  Mar. 11, 13, 15      Carbonyls, Carboxylic Acids   13, 14
10  Mar. 18, 20, 22      Carbox. Acids & Derivatives   14, 15
11  Mar. 25, 27, 29      Carboxylic Acid Derivatives   15   
12  Apr. 1, 3            Enolate Chemistry             16       EXAM 3
13  Apr. 8, 10, 12       Conjugate Addition & Ylides   18
14  Apr. 15, 17, 19      Amines                        22
Laboratory: It is imperative that you come to the lab fully prepared. Careful planning and preparation before you arrive at the lab will allow you to complete your experiments in an efficient and safe manner. It is your responsibility to read and understand the lab procedure before you arrive at prelab. Missing or arriving late to prelab will result in a reduced lab grade (up to 5 points per violation) and/or dismissal from the lab.

The laboratory grade is worth a total of 210 points and is comprised of lab write-ups (180 points total) and lab quizzes (30 points).

Lab Safety: Unsafe behavior in the lab will not be tolerated and violations will be penalized. Repeated violations during a class may result in a zero for that lab. Keep in mind that lab safety includes laboratory hygiene. In the event that common areas are left dirty, (rotovaps, balances, melting point apparati, reagent hood) points may be deducted from the entire lab section. If you have any questions regarding lab safety, please do not hesitate to ask.

Lab Outline:

Week  Dates      Lab                   Assigned Reading, Report due for week:*
 1  Jan.9,11     Check-in     
 2  Jan.16,18    The Reaction of Isoamyl Alcohol     Chap. 39
                   with Acetic Acid      
 3  Jan.23,25    IR, NMR of week 2 reaction product  Chap. 24, 27
 4  Jan.30;Feb.1 Diels-Alder Cycloaddition           Chap. 12, 29  2, 3 (20 pts)
 5  Feb.6,8      Radical Polymerization              Chap. 41      4 (20 pts )
 6  Feb.13,15    The Nitration of Methyl Benzoate    Chap. 30       
 7  Feb.20,22    QOA                                 Chap. 33      5 (20 pts) 
Spring Break -- 2/24 - 3/3
 8  Mar.5,7      QOA                                 Chap. 33      6 (20 pts)
 9  Mar.12,14    QOA                                 Chap. 33
10  Mar.19,21    Searching the Chemical Literature   Chap. 32      7,8,9 (40 pts)      
11  Mar.26,28    Synthesis Project                   Chap. 37 or handout 10 (20 pts)
12  Apr.2,4      Synthesis                                         11 (20 pts)
13  Apr.9,11     Synthesis    
14  Apr.16,18    Check-out                                         12, 13 (20 pts) 
*Point totals for each lab are in parentheses. Late reports will be penalized 3% per school day.

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