TRUMAN COLLEGE
Spring 2014
"Our Mission dedicates us to deliver high-quality, innovative, affordable and accessible educational opportunities and
services that prepare students for a rapidly changing and diverse global economy.
1146-TR-P-CRED-REG-CHEM-205-1-FGH-64917-SPR2014
SYLLABUS
Chem. 205-1-FGH (Organic Chemistry)
Studio Class, Room #3170
Tuesday, Thursday: 8:30 AM — 12:20 PM
Instructor:
Ahmed A. Hakeem, Contact: Room# 3840, Tel: 773-907-4076; e-mail: ahakeem@ccc.edu
Office Hours:
Room #3840
Required Materials:
M, W
11:30 AM – 12:30 PM
3:30 PM - 5:45 PM
(By Appointment: 8:45 PM – 9:15 PM)
T, Th.
12:30 PM – 2:00 PM
(By Appointment: 2:00 PM – 3:30 PM)
Textbook: Organic Chemistry 5th Ed. (Enhanced Edition) by W. H. Brown, C. S. Foote, B. L.
Iversion & E. V. Anslyn (ISBN 13- 978-0-538-49675-9)
 Custom Lab Manual
 Student Lab Notebook or similar with duplicate numbered pages
 Optional: Molecular Models (strongly advised), Colored pens or pencils for taking notes
(three colors plus black)
Course Description:
Fundamentals of organic chemistry, orbitals and structural theory, aliphatic and aromatic
hydrocarbons, alkyl halides, structural isomerism, introduction to functional groups,
nomenclature, stereochemistry, reaction mechanisms, resonance theory, and spectroscopy.
Credit hrs 6, Contact hrs 8 (4 hrs Lect. + 4 hrs Lab)
Prerequisite:
A grade of “C” or better in Chem. 201 & Chem. 203 or consent of the department chair. If
you do not have the prerequisites, you need to see me.
STUDENT LEARNING OUTCOMES FOR CHEMISTRY 205-1:
Upon successful completion of this course the student will be able to:
1.
Solve problems in organic chemistry using chemical concepts such as structural analysis, mechanistic theory,
spectroscopic analysis, and elements of synthesis.
2.
Safely handle and manipulate chemicals and standard laboratory equipment in the laboratory to achieve
synthesis, purification, and analysis of organic compounds.
3.
Record, graph, chart, analyze, and interpret data obtained from experimentation.
4.
Integrate the knowledge of organic chemistry, including all of the above, and the role that the subject plays
within the broad context of the chemical and biological sciences and the real world (living organisms, issues
and challenges that confront our society, etc.).
5.
Communicate an understanding of key chemical concepts, including all of the above, in oral and written form.
Active Pursuit:
In order for students to remain in this course, they must actively pursue the objectives for this course. At midterm,
any student who does not complete and turn in all major class assignments, lab reports, essay, and quiz will
receive a midterm grade of Administrative withdrawal (ADW). Failure to classroom participation will also result
in ADW. An ADW grade has consequences on student’s GPA, financial aid, and other aspects of attending
Truman. Simply attending the course and not producing the work and /or participating, does not constitute active
pursuit.
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Course Content: The focus of lectures, homework assignments, and problem sessions will be the material covered in
Chapters 1 through 14 and Chapters 21 through 22. The course outline and lecture schedule give
further details.
Writing Assignments: As appropriate to the discipline are part of the course
Laboratory Work:
The lab component consists of approximately 10 experiments plus one take home lab
(structure elucidation by spectroscopy). Check blackboard website for any changes. You
need to read and be familiar with the experimental procedure(s) you will be using for your
lab. Always bring a copy to the lab.
NB: Prior to the scheduled lab period, students are required to have (1) carefully read the
experimental write-up and (2) complete any pre-lab assignment prior to the beginning of
the lab period. Pre-lab assignments are to be handed in at the beginning of the lab period.
All experimental data are to be recorded in ink directly into your notebook. Do not write on
pieces of scrap paper or paper towel as they tend to get lost.
Lab Reports:
Use word processing for all text, however, calculations and chemical equations may be
handwritten. The report should be on 8 1/2 x 11 paper with no fringe edges and should
have the appearance of a professional report. Pages should o be named and stapled
together. Reports should be submitted one week after performing the experiment.
There will be two points deduction for every class day late. No lab report will be accepted
if it is more than two weeks late. Each lab report is worth 15 points. There are no make-up
labs and all labs must be performed during the scheduled lab session.
Your lab report should include the following:
1. Cover sheet (1 pt):
The cover sheet should appear as follows
Course #:_____________ Section #: _______
Name of the Experiment: _________________
Your name: _________________
Date performed: ______________
Date submitted: ______________
2. Abstract (2 pt): A brief summary (not more than 5 sentences) of the experiment which includes what you did,
the method used and a brief statement regarding your results or lack of.
3. Methods (2 pts): A narrative of the experimental procedure in your own words. Known procedures need not be
rewritten. Rather the references need to be cited and any modifications done to the published method stated.
4. Results (2 pts): A brief narrative of the experimental results.
5. Discussion (2 pts): Discuss the relationship between your experimental results and the expected results. Give
plausible reasons (not limited to experimental errors) for any differences. Include the relevance of the results
and your experience doing this experiment in relation to the stated objectives.
6. References (1 pts): List your sources. For example: Handbook of Chemistry and Physics, the proper citation of
the handbook, texts or websites.
7. Figures, Tables, Data, and Spectra (2 pts): This section includes your tabulated data and results, calculations,
graphs, and spectra.
8. Answers to questions (3 pts): Pre and Post Laboratory questions
Note (1): Laboratory performance points are included in the scores. Failure to follow correct laboratory
techniques or laboratory safety protocols will reduce your score.
Note (2): This is a lab course and as such you will need to satisfactorily complete the labs in addition to
maintaining the letter grade in order to pass this course.
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Quizzes:
A quiz will be given every week, generally on Tuesdays, at the beginning of the class except if an exam is
scheduled. 10 quizzes and 1 writing assignment will be given. No make-up quizzes are allowed.
As a department policy, no electronic dictionaries, palm computers, cell phones are allowed during
quizzes or exams.
Exams:
Three interim exams and one final ACS exam (total four exams). No make-up exams will be given. The
approximate exam dates are given in the schedule.
Evaluation: Your grade will be based on your performance in the following. (25% from each will determine the final grade).
10 Quizzes + 1 Writing Assignment (20 pts ea)
9 Labs + 1 Take home spectroscopy assignment (15 pts ea)
3 Interim Exams (100 pts ea)
1 Final Exam (ACS) (100 pts)
Total
220 pts
150 pts
300 pts
100 pts
770 pts
(25%)
(25%)
(25%)
(25%)
The following scale will be used to assign letter grades:
A
B
C
D
F
90% and above
80%-89%
70%-79%
50%-69%
<50%
Homework: Doing homework is essential to success in this class. Homework will be assigned to you in the class or
through the blackboard.
Attendance: Your attendance is required at all classes. Absence in the first two classes will result “NSW”. Absence
in the exam, quiz, or lab will score ‘0’. Excessive absence or late arrival will result in non-active pursuit
of the course leading to being dropped from the course or receiving an ‘F’. It is the responsibility of the
student to contact the instructor regarding missing work. There will be no make up exams, quizzes or
labs.
Academic Support Services: Your success in this class is important to me. The following support services are
available to student at Truman College:
Tutoring Center: Students are encouraged to get tutoring help with their assignments in room L129,
773- 907-4785, www.trumancollege.edu/studentservices/tutoring.
Student Success and Leadership Institute (SSLI): Other support services for students to achieve
educational goals. Room 1435, 773-907-4714, www.trumancollege.edu/studentservices/ssli
TRIO Student Support Services: For low-income students, first generation college students, or
students with disabilities who need academic support, room 1435, 773-907-4797,
www.trumancollege.edu/trio. Registration is required at the start of each semester.
Disability Access Center: If you have any concerns about participating or accomplishing the required
course work because of a disability or medical condition, please see me after class, and also visit Ms.
Linda Ford in the Student Services office. The Disability Access Center verifies needs pursuant to the
American Disabilities Act (ADA), determines academic accommodations, and issues accommodation
letters. Room 1428, 773-907-4725, www.trumancollege.edu/studentservices/dac. Registration is required
at the start of each semester.
FERPA:
Family Educations Rights and Privacy Act (FERPA) is a federal law that protects the privacy of
student’s educational needs. This law prohibits the faculty from revealing about students or students
records over the phone or unsecure e-mail. The CCC e-mail meets FERPA requirements.
www.ed.gov/policy/gen/guid/fpo/ferpa/index.html
Important things to remember:
1. Be familiar with the academic integrity policy. It appears in the student handbook. Cheating of any kind or taking of
anyone else’s work will not be tolerated.
2. Turn off all cell phones while in class.
3. Any assignment handed in late will have points off. (2 points daily after the due date)
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4. Frequently check blackboard for any notices.
5. You are responsible for everything said in class even if you are not there.
6. Remember to read this syllabus (it is for your information) and refer to it from time to time.
Academic Dishonesty:
"Academic dishonesty” is a serious offense, which includes but is not limited to the following:
Cheating, complicity, fabrication, falsification, forgery, and plagiarism. Cheating involves copying another
student’s paper, exam, quiz or use of technology devices to exchange information during class time and/or
testing. It also involves the unauthorized use of notes, calculators, and other devices or study aids. In addition,
it also includes the unauthorized collaboration on academic work of any sort. Complicity, on the other hand,
involves the attempt to assist another student to commit an act of academic dishonesty. Fabrication and
falsification, respectively, involve the invention or alteration of any information (data, results, sources,
identity, and so forth) in academic work. Another example of academic dishonesty is forgery, which involves
the duplication of a signature in order to represent it as authentic. Lastly, plagiarism involves the failure to
acknowledge sources (of ideas, facts, charges, illustrations and so forth) properly in academic work, thus
falsely representing another’s ideas as one’s own." - p. 39, CCC Student Policy Manual
TOPICAL OUTLINE
(A): List of Lecture Topics:
Chapter 1: Covalent Bonding and Shapes of Molecules
Chapter 2: Alkanes and Cycloalkanes
Chapter 3: Stereochemistry and Chirality
Chapter 4: Acids and Bases
Chapter 5: Alkenes: Bonding, Nomenclature, and Properties
---------------------------------------------------------------------------------Exam 1
Chapter 6: Reactions of Alkenes
Chapter 7: Alkynes
Chapter 8: Haloalkanes, Halogenations, and Radical Reactions
Chapter 9: Nucleophilic Substitution and β-Elimination
Chapter 10: Alcohols
Chapter 11: Ethers, Epoxides, and Sulfides
Chapter 21: Benzene and the Concept of Aromaticity
Chapter 22: Reactions of Benzene and its Derivatives
---------------------------------------------------------------------------------Exam 2
Chapter 12: IR Spectroscopy
Chapter 13: NMR Spectroscopy
Chapter 14: Mass Spectrometry
---------------------------------------------------------------------------------Exam 3
(B): List of Labs/Experiments/Assignments:
Lab check-in, Introduction to chemical hygiene plan (CHP), safety instructions, safety quiz, and lab tour (eyes wash
stations, fire hydrants, emergency showers, waste disposal, balances, and microscale laboratory kits)
Lab 1:
Lab 2:
Lab 3:
Lab 4:
Lab 5:
Lab 6
Lab 7:
Lab 8:
Lab 9:
Physical Properties of Organic Compounds (m.p; b.p; ignition test)
Structure in Organic Compounds: Use of Molecular Models I
Distillation (semi-micro/fractional)
Stereochemistry: Use of Molecular Models II
Isolation of Ingredients of an Analgesic Drug
Column Chromatography
Acetylsalicylic Acid
Use of extraction to isolate a neutral compound from a mixture containing acid or base impurity
Nitration of Methyl benzoate
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Lab 10: (Take Home) Identification of Unknowns by IR, NMR, MS, and CHN
(Take Home): Writing Assignment (Nobel laureates and their discoveries in organic chemistry)
Tentative Schedule (Spring 2014)
Below is a tentative schedule of lecture topics, labs, quizzes, and exams. The schedule/list of topics and lab
experiments are subject to change. Students will be notified of changes, if any.
Week
Day
Date
Lecture Topic/Quiz/Exam/Lab
Tuesday
1/14
Assessment Test, Introduction of the course, SLOs, goals, attendance
Chapter 1: Introduction/Review of Chemical Bonding
1
2
Thursday
1/16
Chapter 2: Alkanes and Cycloalkanes
Tuesday
1/21
Chapter 2 contd.
Thursday
1/23
Chapter 3: Stereochemistry and Chirality
Tuesday
1/28
Quiz 1 (20 min. Ch. 1)
Chapter 3 contd.
3
4
Thursday
1/30
Quiz 2 (20 min. Ch. 2)
Tuesday
2/4
Ch 3contd.
Thursday
2/6
Lab check-in, Introduction to chemical hygiene plan (CHP), safety instructions/video
clip, quiz, and lab tour (eyes wash stations, fire hydrants, emergency showers, waste
disposal, balances, and microscale laboratory kits)
Lab 1: Physical Properties of Organic Compounds (m.p, b.p, ignition test)
Tuesday
2/11
Quiz 3 (20 min. Ch. 3)
Chapter 4: Acids and Bases
5
Thursday
2/13
Ch 4 contd.
Lab 2: Structure in Organic Compounds: Use of Molecular Models I
Tuesday
2/18
Quiz 4 (20 min. Ch. 4)
Chapter 5: Alkenes
6
Thursday
2/20
Ch 5 contd.
Lab 3: Distillation (semimicro/fractional)
Tuesday
2/25
Quiz 5 (20 min. Ch. 5)
Chapter 6: Reactions of Alkenes
7
Thursday
2/27
Ch 6 contd.
Lab 4: Stereochemistry: Use of Molecular Models II
Tuesday
8
3/4
Exam 1 (1 hr. Chapters 1-5)
Chapter 7: Alkynes
5
Thursday
3/6
Ch 7 contd.
Lab 5: Isolation of Ingredients of an Analgesic Drug
Tuesday
3/11
Quiz 6 (20 min. Ch. 6)
Chapter 8: Haloalkanes, Halogenation and Radical Reactions
9
Thursday
3/13
Ch 8 contd.
Lab 6: Column Chromatography
Tuesday
3/18
Quiz 7: (20 min. Ch. 7)
Chapter 9: Nucleophilic Substitution and Elimination
10
Thursday
3/20
Ch 9 contd.
Lab 7: Acetylsalicylic Acid
Tuesday
3/25
Quiz 8: (20 min. Ch. 8)
Chapter 10: Alcohols
11
Thursday
3/27
Ch 10 contd.
Lab 8: Use of extraction to isolate a neutral compound from a mixture containing acid
or base impurity
Tuesday
4/1
Quiz 9: (20 min. Ch. 9)
Chapter 11: Ethers, Epoxides and Sulfides
12
Thursday
4/3
Lab 9: Nitration of Methylbenzoate
Take Home Writing Assignment: Nobel Laureates and their discoveries
Tuesday
4/8
Chapter 21: Benzene and the Concept of Aromaticity
Chapter 22: Reactions of Benzene and its Derivatives
13
Thursday
4/10
Quiz 10: (20 min. Ch 10)
Chapter 22 contd.
14
Tuesday
4/15
---------------------Spring Break----------------------
Thursday
4/17
----------------------Spring Break----------------------
Tuesday
4/22
Exam 2 (1 hr. Ch. 7-11 and Ch. 21 & Ch. 22)
Chapter 12: IR Spectroscopy
15
Thursday
4/24
Chapter 13: NMR Spectroscopy
Tuesday
4/29
Chapter 14: Mass Spectrometry
Take Home Assignment : Identification of unknowns by spectroscopy (NMR, IR, MS)
16
Thursday
5/1
Exercises/Discussion: How to use spectroscopic data d for structure determination/IHD
Tuesday
5/6
Exam 3 (1 hr. Ch. 12-14)
6
Review/Questions & Answers
17
Thursday
5/8
Final Exam ACS (Comprehensive/All Chapters) multiple choice
Take Home Assignments due
------------------------End of Spring Semester---------------------
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