CHEMISTRY DEPARTMENT

Organic Chemistry 122 Spring 2004

Beury Hall Rm. 162 TuTh 10:10 AM - 11:30 AM

Beury Hall Rm. 340, Voice 215-204-7138; Facsimile 215-204-1532 e-mail: david.dalton@temple.edu;

Office Hours: TuTh, 11:30 AM - 1:00 PM or by appointment

NOTICE Temple University students are urged to use their Point-to-Point Protocol (PPP) names and passwords to access http://photon.chem.temple.edu for additional information.

Course Description: Organic Chemistry (Chem 0122) is the second semester of a two semester sequence. Students enrolled in this course must have succesfully completed the first semester of Organic Chemistry (C121, C181, or C191) since this course builds upon the material learned there.

The contents of this course include the structure, synthesis, and reactivity of the carbonyl group and other functional groups. The mechanisms of organic reactions and their application to biological molecules such as amino acids, peptides, proteins, carbohydrates and lipids. Principles of organic spectroscopy and stereochemistry as well as the introduction of kinetics and reaction mechanisms will be discussed..

ALL students must enroll into a Recitation Section. The Recitation Section serves as an opportunity to ask questions which might otherwise go unasked and for quiz material to be presented. Students will be given the opportunity to take five (5) quizzes during the term. The schedule is found below. One quiz grade will be dropped and the sum of the remaining four quizzes will correspond to 1/5 of your grade for the term. In general you are responsible for makeing certain that you take the quizzes in your recitation section. Makeup quizzes are NOT given.

At this writing, the Recitation Instructor(s) for this section is/are unavailable. However, it is your responsibility to determine his/her name, telephone number, and email address so that you can contact her/him when necessary.

Recitation Instructor(s) ________________________

ALL students must enroll into a Laboratory Section. The Laboratory, Chemistry 124 is a separate course, which has Chemistry 122 as a co- or pre-requisite. Direct questions the to Organic Laboratory Coordinator: Dr. Alfred Findeisen, BE 400, (alfred.findeisen@temple.edu)

Any student who has a need for accommodation based on the impact of a disability should contact me privately to discuss the specific situation as soon as possible. (S)he should also contact Disability Resources and Services at 215-204-1280 in 100 Ritter Annex so that we can attempt to coordinate reasonable accommodations for their documented disabilities.

Text:"Organic Chemistry ", 6th Edition, John McMurry, Brooks-Cole Publishing Co.,2004.

Organic Chemistry Direct is available from the publisher at

http://chemistry.brookscole.com/mcmurry6e and
http://http://ep.llnl.gov/msds/orgchem/ is also an excellent site.

There is an optional study guide available; "Study Guide & Solutions Manual for Org. Chemistry", Susan McMurry. Both are available at the Temple University Bookstore
Any other organic chemistry text is a useful supplement and the University Library system has a variety of such books. Inexpensive sets of molecular models may be ] purchased in the Temple University Bookstore .

Scheduling: Your attendance at all lectures and recitations is expected, and essential to your success in this course. In case of emergency, you may attend a lecture or recitation section other than your assigned one; however all quizzes and examinations must be taken in your assigned section. There will be no make-up of missed quizzes, tests, or examinations.

Grading: At the end of the term, letter grades will be reported for Chem 122; there is no separate grade for C122R. (It is considered part of C122). The grades will be based upon a possible 1000 points as outlined below. Scores for recitation classes will be scaled before grade assignments are made so that different instructors (should there be more than one) have the same class average; this helps minimize the inevitable differences between instructors. Since letter grades are determined on the basis of all of the students in the course, preliminary letter grades based upon a single class of recitation or laboratory are only approximate grades. NOTE:

Accrued point values do not directly translate into a letter grade. (i.e. earning 80% of the possible points may not be a 'B') although it has generally been true that more than 800/1000 points has earned the grade "A"!
As a matter of principle, Dr. Dalton does NOT discuss grades on the telephone or by email. Questions can be handled in person or by US Mail if a signed letter requesting information is received.

Exams: There will be one 50 min exam (300 points), five recitation quizzes (four used = 200 points), and a two hour final exam. (500 points)

Examination Policy: All quizzes, tests, and examination are "Closed Book". This means no books, notes, or reference material may be consulted during the Test period. Giving or receiving information during examinations is a violation of the Temple Student Discipline Code and will result, at minimum, in a grade of "F" for this course. Electronic devices, including calculators, phones, and PDA's are not permitted in the exam room. There will be no make-ups of missed quizzes, tests, or exams.

Schedule of Lectures and Examinations

Week	Chapter	Topic
19 Jan.	Chapter 13	Introduction: NMR Spectroscopy
26 Jan. Quiz 1. Drop date 2 Feb	Chapter 14, 15	Conjugated Systems
2 Feb.	Chapter 16	Electrophilic Aromatic Substitution
9 Feb. Quiz 2	Chapter 17	Alcohols and Phenols.
16 Feb.	Chapter 18	Ethers, etc.
23 Feb.	Chapter 19	Aldehydes and Ketones
1 Mar. Quiz 3	Chapter 19	Aldehydes and Ketones
15 Mar. MIDTERM 18 Mar.	Chapter 20	Carboxylic acids
22 Mar.	Chapter 21	Acid Derivatives
29 Mar. Quiz 4	Chapter 22	Substituted Acid Derivatives
5 Apr.	Chapter 23	Condensation Reactions
12 Apr.	Chapter 24	Amines
19 Apr. Quiz 5	Chapters 25 and 26	Carbohydrates, amino acids, etc.
26 Apr.	Chapters 27 - 31	Lipids, other biomolecules, etc.
3 May	Chapters 27 - 31	Lipids, other biomolecules, etc.

Tuesday 11 May : Final Exam (8:30 - 10:30 AM; BE 162)

Recitation Assignments

Problems: Answers to all assigned problems can be found in the Study Guide. It is essential that you work through each problem and understand the theory/method used for its solution, and do this BEFORE the recitation in which it is discussed. Mere copying of the answer into your notebook is useless. Experience has shown that students who do more than the assigned problems do well in this course. Exam question will be in similar format to book problems.

Chapter

Problem Assignments

13

3-21, 23, 31-42

14

1-9,11,12,15,16,20,24-30,33,41

15

1-3,5-8,11,12,20,22a,c,25,27,29,37,44a,b

16

1,3,4,6-9,10a,11,13,15-19,22,31,49,57,67,70

17

2-4,6,7,10,12a,14,15,27,29,35,40,4,50,54,62

18

1b,c,2,3b,d,5,6a,9,12,18,26,32,44,52

19

2-4,6,8-11,13,16,19,20a,c,21,32,36,38,39,41

20

2,3,5,8,9,11-13,23,29,32,36,42,46,48

21

2,3,5,6,9,10c,11,12,14a,15,16,21,22,24,26,30,39,41,47,59,68,69,71b

22

1,4,5,7,8,11,13,15,16,32,42

23

1b,2,3c,4,5,7b,9,10,12,14,16b,17b,19a,20,27,30,38,40a,e,41,43,48,51

24

2,4,6,7,10,12,13,17,28,36,56,63

25

1-3,6,8,12-14,17,23,27,32,34,36b,37,39,46

26

1,2,7,8

27

1,2,4,8,21,23,33,35

28

1

29

all

30

all

31

5

Chapter	Problem Assignments
13	3-21, 23, 31-42
14	1-9,11,12,15,16,20,24-30,33,41
15	1-3,5-8,11,12,20,22a,c,25,27,29,37,44a,b
16	1,3,4,6-9,10a,11,13,15-19,22,31,49,57,67,70
17	2-4,6,7,10,12a,14,15,27,29,35,40,4,50,54,62
18	1b,c,2,3b,d,5,6a,9,12,18,26,32,44,52
19	2-4,6,8-11,13,16,19,20a,c,21,32,36,38,39,41
20	2,3,5,8,9,11-13,23,29,32,36,42,46,48
21	2,3,5,6,9,10c,11,12,14a,15,16,21,22,24,26,30,39,41,47,59,68,69,71b
22	1,4,5,7,8,11,13,15,16,32,42
23	1b,2,3c,4,5,7b,9,10,12,14,16b,17b,19a,20,27,30,38,40a,e,41,43,48,51
24	2,4,6,7,10,12,13,17,28,36,56,63
25	1-3,6,8,12-14,17,23,27,32,34,36b,37,39,46
26	1,2,7,8
27	1,2,4,8,21,23,33,35
28	1
29	all
30	all
31	5

Drop/Add: During the first week of classes students may rearrange their schedules without special approval from the instructor as long as the desired section(s) are open. Students should check the Diamond Line (215-204-2525) phone registration system frequently or Temple's On-line Course Schedule . Both systems will allow students to determine which sections are currently open. Note that a section that was closed in the early morning may have opened up by the afternoon, so check frequently.

Withdrawal: Please note that a withdrawal (W) is an institutional procedure which is not complete until the withdrawal form has been signed and submitted to the Registrar's office. This course is governed by the Temple University Policy (#02.10.14) on Withdrawal. Please click here to view the policy.

Incomplete: Please note that an "Incomplete" or "I" is only to be given in accord with institutional procedures and which cannot be assigned until the specific requirements have been met, and forms signed and submitted. This course is governed by the Temple University Policy (#03.12.13) on Incompletes. Please click here to view the policy. Additionally, the grade of "Incomplete", "I", will be considered only in those cases where at least 40% of the term's work has already been completed, and where there is a valid excuse (medical or similar) for missing the remainder of the course. The fear of earning a poor grade is not considered a valid excuse. For those students who are assigned a grade of "I", all previous scores will stand and be used in the calculation of the final score when the course is completed. Students wishing to pursue an "I" grade must obtain an "Instructor's Approval for an Incomplete" Form (available by clicking here) that the student and his or her instructor(s) must complete. The completed form must be submitted with the final grade sheet for the course. No grade of "I" can be submitted without one.The student and the faculty member also keep copies.

GENERAL INFORMATION

Specific Goals and Objectives:

The primary objective of this course is to introduce the student to the fundamental principles of organic chemistry and to use those principles to develop analytical skills. More specific objectives are:

To be able to deduce the structural formulas of simple unknown compounds from molecular formulas and spectroscopic data including MS, IR, NMR and UV.
To build on our understanding of chemical bonding and stereochemistry.
To understand molecular orbital theory and the principles of aromaticity and to recognize the unique chemical behavior and stability of "aromatic" compounds as applied to benzene and related structures.
To be familiar with the nomenclature, preparation and reactions of the functional groups: conjugated dienes, alcohols, phenols, ethers, epoxides, thiols, sulfides, and amines.
To be familiar with and understand the nature and chemical behavior of the carbonyl group in the following classes of compounds: aldehydes, ketones, carboxylic acids and related structures.
To understand the role of organic chemistry as it applies to biomolecules such as amino acids, peptides, proteins, carbohydrates and lipids.
To build on the foundation of reaction mechanisms and learn additional organic reactions including the Diels-Alder reaction, electrophilic aromatic substitution, nucleophilic carbonyl addition reactions, nucleophilic acyl substitution reactions and carbonyl condensation reactions.
To continue to use reactions to do multiple step transformations and carry out the synthesis of simple organic molecules.

Student Learning Outcomes:

Students will be able to:

Recognize conjugated and aromatic compounds, alcohols, phenols, ethers, thiols, amines, aldehydes, ketones, carboxylic acids, amides, esters, sulfides and compounds related to these basic structures e.g. amino acids, carbohydrates, lipids, DNA, RNA, etc.
Name in a systematic manner (IUPAC) simple organic compounds exemplified by the above classes and to draw their structures.
Use data derived from instrumental methods (MS, IR, NMR and UV) to determine the structures of organic molecules.
Know and appreciate the concept of aromaticity and how "aromatic compounds" differ from non-aromatic compounds.
Understand additional organic reaction mechanisms such as concerted reactions (Diels-Alder), aromatic substitution, nucleophilic addition, nucleophilic acyl substitution, carbonyl alpha-substitution and carbonyl condensations.
Understand and use "name" reactions such as the Diels-Alder, Grignard, Williamson ether synthesis, Wolff-Kishner, Cannizzaro, Claisen, Michael and Stork enamine reaction among others.
Carry out in systematic fashion, using the above additional reactions encountered in this course, the synthesis of simple organic molecules.
Use organic chemical reactions to carry out simple transformations of biomolecules.

Some Friendly Advice

Organic Chemistry is a difficult course. For many, it will be the most difficult and time-consuming of your college career. You can make it easier on yourself by doing the following:

(1) Do as many problems as you have time for beyond those assigned. Even if they are from another book, the WWW, or anywhere else, the practice will help.

(2) Do study regularly. If you fall behind, it's hard to catch up.

(3) You should understand theory and method. You may try to memorize definitions and summaries at the end of each chapter, but there is far too much material to memorize everything.

Unlike many other courses, the concepts introduced each week of the class will remain important during the remainder of the course, right through second semester.