CHEMISTRY 143: A Survey of Organic Chemistry
 (Updated 27 April, 1999)



Course Overview
 
Lecturer: Professor J. E. Jackson 
Office: Rm 513 Chemistry Bldg. 
Phone 355-9715, ext. 141 
E-mail: jackson65@pilot.msu.edu
Office Hours: Mon. 11 a.m to 1 p.m. or by appt., Room 513, Chemistry Building
Lectures: M, W, F, 8:00-8:50 a.m. in Room 138, Chemistry Bldg. 
Recitations: Room 220 Chemistry Bldg. 
Laboratory: Rooms 204 and 206 Chemistry Bldg. 
Lab Coordinator: Dr. A. Azadnia 
Office: Rm. 225 Chemistry Bldg. 
Phone 355-9715, ext. 114 
E-mail: azadnia@arnou.cem.msu.edu
Text: Hart, Craine and Hart, Organic Chemistry, A Short Course, 10th Edition, 1999. The accompanying Study Guide and Solutions Manual is also strongly recommended.
Lab Manual: Available for purchase in Eppley Center, room 4. 
Equipment: Lab Safety Approved splash proof goggles are required by law. Rubber gloves are strongly recommended. 
This handout describes the rules by which this course will be conducted. Please read it, and remember its location for the entire term so that you can refer to it if necessary. Any major changes will be announced in class. A copy of this syllabus is available on the Chemistry Department Web pages: http://www.cem.msu.edu/~cem143. Links from the Department home-page (http://www.cem.msu.edu) to organic chemistry resources and course information are straightforward. Additional course information and useful study problems will also be available through this site.  Periodic messages to the class may also occur via E-mail.

Course Content: Chemistry 143 is a concise survey of the basic organic compounds and the most common organic reactions, with examples of biological and industrial processes involving organic chemistry. It will be necessary for you to learn how to name organic compounds, to draw and understand their structures in two and three dimensions, and to learn how chemical structure and chemical reactivity (reactions) are interrelated.

Recitation/Lab Sections: A recitation section is included in the schedule, together with a two-hour laboratory; recitation meetings begin January 19, labs the following week (Jan. 25).  By signing up for CEM 143, you have  registered for this thre-hour time block, in addition to the MWF lectures. In recitation, your teaching assistant will answer questions, solve sample problems, and may give you short quizzes based on the assigned homework. Your TA will also provide a brief introduction to the day's laboratory experiment. Hourly exams will be discussed and returned to you in your recitation period. Consequently, it is important that you know your recitation section number by the time of the first exam.

Handouts: At various times, supplementary handouts will be provided at the back of the lecture hall as you enter. They will be available only once (except for this one). They will be numbered. Please take only one copy. If you miss obtaining a handout at lecture, a copy of each handout will be available on the chemistry web page.

Homework: Representative problems have been assigned from each chapter of the textbook. These problems, whose answers can be found in the Study Guide and Solutions Manual, need not be handed in. They should be worked on as practice for the exams (see Problem Assignments). Web-page problems are also illustrative of possible examination questions.


Lecture and Examination Schedule:
Jan. 11, 13
Chapter 1
Bonding and Isomerization
Jan. 15, 20
Chapter 2
Alkanes and Cycloalkanes
Jan. 22, 25, 27
Chapter 3
Alkenes and Alkynes
Jan. 29, Feb. 1, 3
Chapter 4
Aromatic Compounds
Feb. 5, 8, 10
Chapter 5
Stereoisomerism
Feb. 12 (Friday)
1st Exam
Chapters 1, 2, 3, 4 and 5
Feb. 15, 17
Chapter 12
Spectroscopy ? Structure Determination
Feb. 19, 22, 24
Chapter 6
Organic Halogen Compounds
Feb. 26, Mar. 1
Chapter 7
Alcohols, Phenols ? Thiols
Mar. 3
Chapter 8
Ethers and Epoxides
Mar. 5, 15, 17
Chapter 9
Aldhydes and Ketones
Mar. 19, 22, 24
Chapter 10
Carboxylic Acids ? Derivatives
Mar. 26 (Friday)
2nd Exam
Chapters 12, 6, 7, 8, 9 and 10
Mar. 29, 31
Chapter 15
Lipids and Detergents
Apr. 2, 5
Chapter 11
Amines and Nitrogen Compounds
Apr. 7, 9
Chapter 16
Carbohydrates (Sugars)
Apr.12, 14
Chapter 17
Amino Acids and Proteins
Apr. 16 (Friday)
3rd Exam
Chapters 15, 11, 16 and 17
Apr. 19, 21
Chapter 13
Heterocyclic Compounds
Apr. 23, 26
Chapter 14
Polymers
Apr. 28, 30
Chapter 18
Nucleotides (DNA and RNA)
     
May 6 (Thursday)
Final Exam 
7:45 - 9:45 a.m
The Final Exam will include all the material covered in Chapters 1-18. (Location will be announced later).
NOTE: There will be no lectures on Monday, January 18th, in observance of Dr. Martin Luther King's Birthday.


Exams, Grades, and Policies

Exams: All examinations will be held in the normal lecture hall (Room 138 Chemistry Bldg.) on dates listed in the "Lecture and Examination Schedule". Additional rooms, if needed, will be announced during class. Exam results and other notices will be posted on the bulletin board outside Room 204 Chemistry Building. A copy of each exam will be available on the Web.

Grading: The final grade in the course (lecture and lab) will be based on the following:
 
 
Total Points Earned
Course Grade
Hourly Exams (3 x 100 points) = 300
 
740 - 640
4.0
Laboratory (11 x 20 points) = 220
 
639 - 580
3.5
Final Exam = 220
 
759 - 530
3.0
----------------------------------
 
529 - 490
2.5
Total Points = 740
 
489 - 420
2.0
   
419 - 340
1.5
   
339 - 290
1.0
   
289 - 0
0.0
Lab totals below 150 points will result in a course grade of 0.0

Policy on Missed Exams: There will be no make-up for the hour exams in this course. If you miss an exam for any reason (medical, social, academic, athletic, etc.) your course grade will be calculated by adding the point value (100 points) of the missed exam to the final exam. Thus, if you miss one exam, your final exam will count for 320 points; miss two exams, your final counts for 420 points.

Final Exam: The final, which is all-inclusive, will be given on Thursday, May 6 from 7:45-9:45 a.m. The room locations will be announced during the last week of classes. University rules stipulate that you will receive a 0.0 for the course if you do not take the final exam. The scheduling of a make up for the final exam and the issuing of Incompletes will follow university rules. Final Exams will be kept on file by your instructor for one semester and then destroyed. If you wish to check your final exam, make an appointment with your instructor sometime during the next semester.

Policy on Cheating: Persons cheating on exams or in lab will be given a zero grade for that exam or lab. In addition, letters summarizing this action will be sent to the Chairperson of their major area and to the Chairperson of the Chemistry Department.


Reading and Problem Assignments

Problems: The following are suggested problems from your textbook (tenth edition). These are similar to the type of questions that will appear on exams. Answers to these problems can be found in the Study Guide. You will find other problems on the chemistry web page.

Chapter 1: Problems: 1.15, 1.16, 1.18, 1.19, 1.20-1.22, 1.28 (a,b,e), 1.31, 1.32 (a,b,c), 1.35 (a,b,c), 1.42, 1.44, 1.45, 1.48, 1.52-1.55

Chapter 2: Read: "A Word About" #2.13, p. 64

Problems: 2.1-2.12, 2.15-2.20, 2.24, 2.26 (a,b,d,g),-2.29, 2.31 (b,c), 2.35-2.38, 2.42, 2.44 (b,c,d) Chapter 3: Read: "A Word About" #3.5, p. 80; #3.17, p. 102; #3.21, p. 108 Problems: 3.1-3.4, 3.6, 3.8-3.15, 3.19, 3.21, 3.23, 3.25-3.29 (a,b), 3.31, 3.34 (a,c,g), 3.35 (a,c,e,f,i), 3.36 (a,b,c), 3.38(a-e), 3.39 (a), 3.40 (c,d,e), 3.43, (a,d), 3.53 (a), 3.54(a,b) Chapter 4: Read "A Word About" #4.13 (both), pp. 136 and 138 Problems: 4.5-4.8, 4.14, 4.18, 4.19(b,d,h,i), 4.20(a), 4.25, 4.34, 4.35, 4.36 Chapter 5: Read "A Word About" #5.5, p. 160; #5.12, p. 172 Problems: 5.1-5.6, 5.8, 5.10, 5.11, 5.15, 5.18, 5.21-5.24, 5.28-5.30, 5.33, 5.36-5.38, 5.43-5.46, 5.50, 5.53 Chapter 6: Read "A Word About" #6.8, p. 196 and #6.9, p. 198 Problems: 6.1, 6.2(a,b,c), 6.3-6.5, 6.8-6.14, 6.18, 6.21 Chapter 7: Read "A Word About" #7.14, p. 220; #7.15, p. 222; #7.16, p. 225 Problems: 7.1-7.4 (a,b), 7.7, 7.8, 7.13-7.15, 7.17, 7.19, 7.22,7.25 (a-f,h)-7.28, 7.33, 7.35, 7.36, 7.42 (a,f,h) Chapter 8: Read "A Word About" #8.6, p. 239; #8.7, p. 24 Problems: 8.1-8.5, 8.9, 8.11, 8.13, 8.15, 8.16 (b,c,e,i), 8.18, 8.21, 8.22, 8.25, 8.26, 8.30, 8.35-8.37 Chapter 9: Read "A Word About" #9.3, p. 253; #9.14, p. 270 Problems: 9.1, 9.2, 9.4-9.6, 9.11, 9.13-9.17, 9.19, 9.21, 9.23, 9.25, 9.28-9.30(a-e), 9.32(a-d,g,i), 9.33, 9.35, 9.40(a,c), 9.41(a,b), 9.42, 9.43(a,d,e), 9.44 Chapter 10: Read "A Word About" #10.19, p. 306; #10.20, p. 309 Problems: 10.1-10.4, 10.8, 10.12-10.16, 10.21, 10.28, 10.31, 10.32-10.34, 10.38, 10.39, 10.49, 10.52, 10.53 Chapter 11: Read "A Word About" #11.8, p. 332 Problems: 11.1, 11.3, 11.4, 11.6, 11.8, 11.10, 11.12, 11.15-11.17, 11.22, 11.25, 11.26, 11.32, 11.36, 11.46(a-d) Chapter 12: Read: "A Word About" #12.3, p. 362 Problems: 12.1-12.3, 12.5, 12.10-12.12, 12.14, 12.16, 12.17, 12.20, 12.23, 12.26, 12.36 Chapter 13: Read: "A Word About" #13.6, p. 394; #13.7, p. 398 Problems: 13.1, 13.5, 13.15(a,b,d), 13.20 (a,g,h) Chapter 14: Read: "A Word About" #14.8, p. 419, #14.9, p. 421 Problems: 14.4, 14.5, 14.9-14.11, 14.17 (a,b,d,e,f), 14.26, 14.28, 14.30, 14.32 Chapter 15: Read: "A Word About" #15.5, p. 439, #15.8, p, 442 Problems: 15.1-15.4, 15.9, 15.10, 15.11, 15.18, 15.21, 15.22, 15.23, 15.26 Chapter 16: Read: "A Word About" #16.12, p. 468, #16.13, p. 474 Problems: 16.1, 16.3-16.9, 16.14-16.16, 16.23, 16.24, 16.26, 16.37, 16.38 (a,e,g) Chapter 17: Read "A Word About" #17.1, p. 485; #17.7, p. 494, #17.12, p. 503 Problems: 17.1-17.3, 17.11-17.13, 17.21, 17.22, 17.23, 17.36, 17.38 Chapter 18: Read "A Word About" #18.6, p. 526; #18.12, p. 538 Problems: 18.3-18.5, 18.11, 18.12, 18.14, 18.18

Recitation/Lab Sections, Teaching Assistants, and Office Hours

(Office hour assignments in progress)
Teaching Assistant E-mail Sections (R=recitation, L=lab) Office Hours
Dan Cantillon (DC) cantillo@pilot.msu.edu 4-L, 15-L T 11:30-12:20, Rm 109
Mary Beth Johnson (MBJ) johns647@pilot.msu.edu 11-R, 13/14-R Th 10:20-11:10, Rm 323
Laurie Krupa (LK) krupalau@pilot.msu.edu 13-L, 15/16-R, 16-L, 17/18-R T 3:00-3:50, Rm 218B
Peter LeBaron (PL) lebaronp@pilot.msu.edu 3/4-R, 3-L, 5/6-R, 8-L M 11:30-12:20, Rm 109
Cheryl Myler (CM) mylerche@pilot.msu.edu 1/2-R, 2-L,  F 9:10-10:00, Rm 218A
Scott Tschaekofske (ST) tschaeko@pilot.msu.edu 1-L, 17-L M 9:10-10:00, Rm 218A
Jeremy VanVleet (JV) vanvleet@pilot.msu.edu 7/8-R, 9-R M 12:40-1:30, Rm 110
Georgia Watson (GW) watsonge@pilot.msu.edu 6-L, 14-L Th 10:20-11:10, Rm 110
Susan Whitehead (SW) whiteh21@pilot.msu.edu 5-L, 18-L M 1:50-2:40, Rm 503
Wei Wu (WW) wuwei1@pilot.msu.edu 7-L, 9-L, 11-L W 6:00-7:00, Rm 218A
Section Times and Locations: All sections meet for a three hour time block, of which the first hour is a recitation period, held in room 220 (except Section 9, which is presently scheduled in room 336), in which the upcoming lab is outlined, and questions from the lecture and the study problems are discussed.  The second and third hours of the block serve as the lab period, with room assignments as shown below:
Section # Time (in Rm 220) Recitation TA Lab TA Lab Room
1 M 11:30 AM CM ST 204
2 M 11:30 AM CM CM 206
3 T 8:00 AM PL PL 204
4 T 8:00 AM PL DC 206
5 T 11:30 AM PL SW 204
6
T 11:30 AM PL GW 206
7
T 3:00 PM JV WW 204
8
T 3:00 PM JV PL 206
9
W 3:00 PM JV WW 206
11
Th 8:00 AM MBJ WW 204
13
Th 11:30 AM MBJ LK 204
14
Th 11:30 AM MBJ GW 206
15
Th 3:00 PM LK DC 204
16
Th 3:00 PM LK LK 206
17
W 11:30 AM LK ST 204
18 W 11:30 AM LK SW 206


Study Hints

Problem Solving: It is nearly impossible to "cram" for exams in organic chemistry. The course content begins with facts and continuously builds upon them. You should try to work steadily and assimilate material as it is presented. A useful way to study for the course is to read the assigned chapter, both before and after the lecture, then to refer back to your text and lecture notes as often as necessary in working problems. Working and understanding the problems is the key to a good grade in the course. Keep up-to-date!

Note, a few molecular model sets are available for use in the Chemistry Library.

1. Organic chemistry in many ways resembles a new language for you, and you cannot avoid quite a bit of memorizing (vocabulary).

2. To do well, you have to do a lot of writing - write formulas, write equations, write, write, write so that you can dash off complex structures quickly. You cannot learn organic chemistry just by reading about it; it won't stick that way.

3. The best way to do well is to work problems, as many as you possibly can. We will assign some, but try to do as many others as you possibly can. You may consult other chemistry texts in the library for additional problems.

4. While attendance at lectures is not required, experience has shown that most people who do not attend regularly will not do well. Remember, you have paid more for each lecture than you would for a two-hour movie, so don't throw your money away. We will do our best to make the lectures, recitations and office hours useful to you.

5. Organic chemistry is a cumulative subject. If you get behind at the beginning, you will get hopelessly lost because every new topic depends on previous understanding. Keeping up to date is essential.


Laboratory Overview

Laboratory Coordinator: Dr. A. Azadnia

Office: Room 225 Chemistry Bldg., Phone 355-9715, ext. 114

Laboratory Sections: The laboratory experiments are an integral part of this course. They are designed to illustrate some of the principles and reactions that are presented in lecture with the hope that the chemistry will thus become more concrete and less abstract.

Your performance in laboratory will be reflected in your course grade. You must pass the lab section to receive a passing grade in this course. Each lab is worth a maximum of 20 points, and the best 11 will be counted toward your grade. Lab totals below 150 points will result in a course grade of 0.0. Attendance in laboratory is mandatory. Everyone will work in pairs. Partners will be chosen or assigned during check-in. Partners should split the actual work, but each must fill out and turn in his/her own lab report. All data collected by both partners must be entered on the report sheets during the lab period in which the experiment is done. Report sheets are to be completed, including the answers to the assigned problems, and are to be turned in to your lab instructor at the conclusion of each lab period.

Missed Labs: Missed labs may be made up during that week only. Make up arrangements are to be made (only) with Dr. Azadnia. All make ups are on a space available basis. If space and/or time do not allow scheduling a make up, the "best eleven of twelve" option will apply.
 

Safety Regulations:

1. Splash resistant goggles must be worn at all times while you are in lab. That is the law.

2. Closed-toed shoes must be worn in laboratory.

3. Long pants or long skirts must be worn in laboratory.

Major or continual violations of safety rules will result in dismissal from lab without any points for the experiment.


Laboratory Schedule:
 
Date
Experiment 
Number
Title
Jan. 25-28
1
Check in / Paper Chromatography
Feb. 1-4
2
Physical Properties
Feb. 8-11
3
Molecular Models
Feb. 15-18
4
Isolation of an Active Drug
Feb. 22-25
5
Distillation
Mar. 1-4
6
Azo Dyes: The Chemistry of Color
Mar. 8-12
SPRING BREAK
Mar. 15-18
7
Extraction
Mar. 22-25
8
Preparation of Methyl 3-Nitrobenzoate
Mar. 29-Apr. 1
9
Synthesis of Aspirin/Preparation of Soap
Apr. 5-8
10
Identification of an Unknown by Derivatization
Apr. 12-15
11
Consumer Product Project
Apr. 19-22
12
Structure and Reactivity of Carbohydrates / Checkout


Additional Resources

(In progress: Material from various sources being assembled)

    Organic Study Topic Summaries

    Interactive Study Problems