Previous Research


Chemistry 1405 Chemistry 1411 Chemistry 1412 Chemistry 2423 Chemistry 2425

Class Problems

Problems 1405 Problems 1411 Problems 1412 Problems 2423 Problems 2425

Cool Links

Organic Synthesis Game

2425 Syllabus


This continuation of CHEM 2423 includes topics on alcohols, aldehydes, ketones, carboxylic acids and derivatives, condensation reactions, amines, biochemistry and polymer chemistry. The laboratory continues investigations into synthetic techniques with product purification and analysis including chromatography and infrared spectroscopy.


Credits: 4 (3 hrs. lecture, 4 hrs. lab.)


CHEM 2423 or equivalent


At the successful completion of CHEM 2425, students will be able to:

1. Correlate molecular structure with physical and chemical properties of aliphatic and aromatic organic molecules.
2. Predict the mechanism and outcome of aliphatic and aromatic substitution and elimination reactions, given the conditions and starting materials.
3. Predict the chirality of reaction products based on enantiomeric and diastereomeric relationships.
4. Describe reaction mechanisms in terms of energetics, reaction kinetics, and thermodynamics.
5. Use spectroscopic techniques to characterize organic molecules and subgroups.
6. Perform chemical experiments, analysis procedures, and waste disposal in a safe and responsible manner.
7. Utilize scientific tools such as glassware and analytical instruments to collect and analyze data.
8. Identify and utilize appropriate separation techniques such as distillation, extraction, and chromatography to purify organic compounds.
9. Record experimental work completely and accurately in laboratory notebooks, and communicate experimental results clearly in written reports.


Alcohols and phenols
Ethers, epoxides, thiols, and sulfides
Organometallic reactions
Carbonyl compounds: aldehydes, ketones, carboxylic acids, derivatives
Amino acids, peptides, proteins
Lipids and nucleic acids
Pericyclic reactions

We will be covering chapters 17-28, 30. There will be some topics in the textbook that will not be covered in lecture. You will not be tested on this material unless I have specifically assigned it for you to read. There will also be a few topics that are not in the book that I will cover in lecture. You are responsible for this material.

The importance of understanding each topic in the course cannot be overemphasized. Chemistry is truly a course that relies on understanding early topics before an understanding of later topics can be realized. Since Organic Chemistry is partially a skills course, there will be quite a few problems to work.

If you are having difficulty with a particular topic, be certain to get individual help promptly. (My office hours are posted.) There are also tutors in the ELC to help. Counseling is available for academic, career, and personal matters. For a listing of campus counselors, please visit

You are not alone! We all want you to succeed.


McMurry, Organic Chemistry, 9th ed. (Cengage, 2015)
Sundermann, Organic Chemistry Experiments, 4th ed. (in bookstore)
Laboratory notebook (bound not spiral)


McMurry, Study Guide and Solutions Manual for Organic Chemistry, 9th ed. (Brooks/Cole, 2015)
Safety goggles
A lab coat or apron
Molecular models (highly recommended)
Latex or rubber gloves


Dr. Michael Sundermann


Building B, Room B 220A


Office 936-273-7077
Metro 936-321-5161, ext. 7077
Fax 936-273-7362


Fall 2019 Section 4101/4102: MW, 1:15 - 4:50, B213/209

Regular Office Hours:
MW 10:30am - 12:00pm
TTh 1:00pm - 2:00pm


The Six Drop Rule

FERPA The Family Educational Rights and Privacy Act (FERPA), also known as the Buckley Amendment, was established to protect the privacy rights of all students and applies to any educational facility receiving federal funds.

Lone Star College System District Board Policy Manual

Academic Integrity and Dishonesty The consequences for academic dishonesty are determined by the professor, or the professor and academic dean, or the professor and chief student services officer, and can include, but are not limited to: 1. Having additional class requirements imposed, 2. Receiving a grade of zero or "F" for an exam or assignment, 3. Receiving a grade of "F" for the course, 4. Being withdrawn from the course or program, 5. Being expelled from the college system.

Academic Appeals

ADA accommodations

Emergency Procedures

Concealed Carry


Week of Laboratory or Test

8/26 Lab Check-in and Safety
Separation of an Excedrin © Tablet

9/2 Labor Day Holiday, Monday 9/2
Separation of an Excedrin © Tablet

9/9 Separation of an Excedrin © Tablet

9/16 Phase Transfer Catalyzed Oxidation of an Alcohol
Test Wednesday – Chapters 17, Organometallic Reactions, 20 (nitriles), 18

9/23 Reduction with Sodium Borohydride

9/30 Combinatorial Chemistry Using Fischer Esterification

10/7 Determination of the Activation Energy for the Hydrolysis of Aspirin

10/14 Synthesis of Nylon 6.6
Test Monday – Chapters 19, 20(carboxylic acids), 21

10/21 Synthesis of Dibenzalacetone and Structural Determination

10/28 The Wacker Oxidation

11/4 An Enantioselective Friedel-Crafts Alkylation by Organocatalysis

11/11 An Enantioselective Friedel-Crafts Alkylation by Organocatalysis
Photochemical Synthesis of Benzopinacol
Test Monday – Chapters 22-25

11/18 Photochemical Synthesis of Benzopinacol
Thanksgiving Holiday Wednesday 11/21

11/25 Chemiluminescence of Luminol

12/2 Lab Check-out, Test Wednesday – Chapters 26-28, 30

12/9 Week of Final Exams

Please be aware that the lab and test schedule is tentative. Lab times and lecture times may be switched so be prepared to perform labs at anytime during the lecture and/or lab periods.


Studies have shown that consistently missing class and/or being tardy to class has an adverse effect on student performance and success. Any student tardy to lab will not be allowed to perform that lab. Laboratory instructions are crucial, not only to understanding the experiment, but for safety purposes as well.




The breakdown of points is as follows:

45% Tests
5% Group Work and Quizzes
30% Laboratory Assignments & Quizzes
20% Final Exam
Problem Sets (See Below)

The test grade will be calculated from the average of the top three out of four tests. The score from the fourth test will be dropped. No make-up tests will be given. If you believe an error was made in grading the test, you can ask for a regrade. Tests must be written in unerasable pen to be eligible for a regrade. Missing the final exam will drop your grade by one letter.

Note that the laboratory grade is thirty percent of the course grade. The lab grade will be earned by completion of lab assignments, pre-labs, lab quizzes and a lab notebook. The lowest lab grade will be dropped when the average is determined.

There will be four problem sets given to coincide with the material presented in lecture in order to help prepare for the tests. You may consult fellow students as well as the instructor for help with the problem sets, but you may not simply copy answers. The problem sets will be given a grade of check+, check, or check-. Each check+ will add half a point to the final grade, and each check- will subtract half a point from the final grade. Each set not turned in will subtract one point. The problem sets will be due the class before a test, unless otherwise specified. Problem sets can be turned in up to a week late, but cannot earn a grade higher than a check-.

The letter grades will be determined from the calculated numerical grade, rounded to the nearest percent:

90-100 = A
80-89 = B
70-79 = C
60-69 = D
0-59 = F


Students will be assigned to small groups of 3 to 4 students. The members of each group are chosen by the instructor. You are encouraged to work in your group during class and thus will be required to sit with your group in class. (The members of your study groups will also constitute your lab partners.) Several “group problems” will be assigned to groups for each testing unit. Once during each testing unit, approximately thirty minutes of class time will be devoted to the working of group problems. Because thirty minutes will not be sufficient time to look over all of the problems, students are encouraged to work in their group outside of class.

After group problems are reviewed, a short in-class quiz will be given, individually, consisting of one or more group problems. These quizzes will count 5% of your total grade. However, one member of each group, chosen randomly, will be selected to solve one or more of these questions and then explain those problems in front of the class using his/her notes only. The chosen student’s thoroughness and accuracy of explanation will determine his/her 5%. In addition, a grade of 0 to 3 will be assigned to each member of that student’s group depending on whether the answer and explanation are complete and correct. These points will be counted as EXTRA CREDIT on the appropriate test.

Group board work is considered a review. Obviously, if a group member is not present for the board work, he/she cannot receive his/her group points. It is your responsibility to be present at that time.

If a group becomes smaller than three members, the instructor will probably consolidate that group with another group.


Lab safety will be stressed in this class. Safety goggles must be worn at all times during the lab period. You will not be admitted to lab without proper eye protection. Additionally, a student may be dismissed from lab if he/she removes his/her safety glasses during the lab. Certain chemicals you will be working with may present a health hazard, be extremely reactive, or flammable. The instructor will review all safety aspects at the start of each lab.


In general, a pre-lab exercise must be completed before each laboratory. Normally the pre-lab assignment consists of reading the experiment and any supplemental material pertaining to the experiment. Additionally, the laboratory notebook must be prepared according to the guidelines given below. If the student has not completed the required pre-lab assignment by the beginning of the laboratory period, he/she will not be allowed to participate in the laboratory.

The grade for missed lab activities is zero. Missed labs cannot be made-up. Since the lowest lab grade is dropped, a single missed lab will not adversely affect the final grade.

Lab reports are usually required for each laboratory experiment. A lab quiz will be given on the day that the lab report is due, which is usually a week after the completion of the lab.

The grade for a lab is based on three factors: 20 percent for completing the pre-lab and signature verifying that data was recorded in the lab book, 50 percent for the post-lab report, and 30 percent for the quiz over that lab. To encourage good lab technique, the quality of your data will be a part of the lab report grade. Lab reports can be turned in up to a week late for a 20 point penalty.

If you have missed a lab, you may still take the lab quiz, although you will obviously not earn the points for the lab report. Conversely, if you complete the lab but are not in class for the lab quiz, you will lose those 30 points. Note: The lab quiz will be given at the beginning of class in a limited amount of time. If you are late to class, you may not have time to complete your quiz, thereby losing points.

Guidelines for laboratory notebooks:

1. The lab notebook will be a bound notebook.

2. The lab notebook will have a table of contents listing the page numbers of each lab. Each page of the notebook following the table of contents will be numbered consecutively. No pages should be ripped out of the notebook under any circumstances. Write only on one side of the page.

3. All information in the lab notebook will be in ink. Corrections will be crossed out with a single line through the incorrect statement or data. There should be no erasures. Laboratory notebooks are considered legal documents in academic and industrial research.

4. Each lab notebook will be organized as follows:

a. Title of the experiment.*
b. Date that the experiment was conducted*
c. Purpose of the experiment.*
d. A list of any chemical reactions performed in the experiment*
e. Safety hazards*
f. A summary of the procedure of the experiment*
g. A table of all reagents used in the experiment and their relevant physical properties*
h. A detailed procedure describing exactly what was done in the lab, and a record of all data
i. Data Analysis: A section showing any tables, calculations, or graphs derived from the data, as well as answering any questions from the Data Analysis questions from the laboratory supplementary materials
j. Post lab/Discussion questions
k. A one or two paragraph conclusion based on what you have learned (Was the purpose of the lab fulfilled? What were the sources of error in the lab? How could the lab be improved in the future?)

*Pre-lab (to be completed before class)

5. The notebook will be ready for evaluation by the instructor at the beginning of the class period with a completed pre-lab write up (a – g above) and will be signed by the instructor to indicate completion. The student will not be permitted to do the lab exercise if the pre-lab write up in his/her notebook is not complete.

6. Each student must record his/her own data in his/her own lab notebook, not in the laboratory textbook or module. When a student has completed the lab, the instructor will sign his/her completed data table. This indicates that not only has the lab been completed, but that the student has left his/her lab area clean and all equipment has been returned to its proper place. All data should be recorded in the lab notebook, not in the laboratory textbook or handout.