MCCC
Fall 2003
ORGANIC CHEMISTRY I
(CHE 261)
Welcome to the first semester of Organic Chemistry.
This
handout provides information concerning course policies and
procedures. The course syllabus is also attached.
Course description:
This course covers the nomenclature,
structure, properties and reactions of the important classes of
organic compounds. Stereochemistry, reaction mechanism and
syntheses are stressed. The laboratory demonstrates syntheses
discussed during lecture. Prerequisites: CHE 151 and CHE 152
Teaching Staff:
Dr. Evon Martins
Office: 214-641-6459 SC335
emartins@mc3.edu
Materials:
”Organic Chemistry", Sixth Edition by J. McMurry, 2004, Thomson
and Brooks/Cole. Lecture material and homework problems
originate in this book.
"Student Guide and Solutions Manual" by S.McMurry.
detailed solutions for homework practice problems.
Contains
“Macroscale and Micro scale Organic Experiments” by Williamson,
Fourth edition, 2003, Houghton-Mifflin Co.
Molecular Models
Lectures:
There will be two classes per week, each 3 hours long
(Section KC 6:00–9:15 SC 311). You should attend ALL lectures.
Attendance is of utmost importance since I will be emphasizing
and clarifying important and difficult concepts.
Unless
informed otherwise, you will at exam time be held responsible
for having learned all the assigned readings whether or not they
are explicitly discussed in class.
Any changes in the course
format and/or information about exams and quizzes will be
announced in lecture.
All CELL PHONES should be turned OFF
during class time.
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Laboratory is in SC 315.
Attendance and promptness is
required in laboratory.
If you miss lab for any reason a
written report will replace lab grade.
This is allowed one
time.
Missing two labs, for any reason will result in a zero
grade for second missed lab.
Also, being tardy for lab will
result in minus ten points off lab grade.
Submission of late
lab reports will result in minus ten points per week late.
Examinations:
There will be four examinations given, see syllabus for
dates. THERE ARE NO MAKE UP EXAMS AND QUIZZES! If you miss one
exam or quiz your final exam will count double. If you miss two
exams, you will receive a zero on the second missed exam or
quiz. All necessary constants, the periodic table, and formulas
will be provided.
Course grading:
The course grade will be based on the average of the following:
EXAM I
EXAM II
EXAM III
EXAM IV
Average of Quiz Grades
Average of LABORATORY Grades
FINAL EXAM
Academic Integrity:
All college polices on academic integrity will be strictly
enforced.
Any involvement with cheating, the fabrication or
invention of information used in an academic exercise, or
facilitating academic dishonesty of others will result in
serious consequences ranging from reprimand to expulsion.
Furthermore, I have the right to give a second test to any
student whose performance on a particular test seems suspicious
in my judgment.
Additional Help:
Organic Chemistry is considered by many students to be a
very difficult course.
In order to be successful, you must be
conscientious and devote considerable time to the course
material. Your success will depend primarily on your being able
to logically analyze the wording in the chemical problems
assigned for homework, given on quizzes and exams, and relate
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them to basic concepts.
For most students, the best way to
learn the material is to work on the homework problems.
Good
problem solving techniques must be acquired in order to pass the
quizzes and exams. Rote memorization of the book will not allow
you to pass the course.
Organic chemistry is a cumulative
subject where one principle builds upon another.
This course
moves along at a fast pace and you need to stay on top of the
material at all times.
Experience shows us that students who
fall far behind encounter difficulties and rarely catch up
again.
If, despite attending all classes and working out all
homework problems, you realize that some difficulties remain
with understanding the course material, then seek help early!
Students with Disabilities:
Students
with
disabilities
may
be
eligible
for
accommodations in this course.
Please contact the Director of
Services for Students with Disabilities in the Counseling
Center,
College
Hall,
at
(215)
641-6575/6577
for
more
information.
SYLLABUS
Lecture
#
1
TH 9/4
Read
Sections
1.1-1.11
2
T 9/9
2.1-2.13
3
TH 9/11
3.1-3.8
4
T 9/16
4.1-4.15
5
TH 9/18
Lab 1
6
T 9/23
Martins
Day/Date
Homework
CH 1: Structure and Bonding: #17,
19–32, 34, 35, 37–42, 45, 46, 47.
CH 2: Polar Covalent bonds; Acids
and Bases #23–25, 27-32, 35, 36,
39-43, 45-47, 49-53, 55-57
CH 3: Alkanes and cycloalkanes.
#21–24, 27, 29, 32, 35, 39, 40,
42-48, 52
CH 4: Stereochemistry of Alkanes
and Cycloalkanes.#21, 22, 24, 25,
29-34, 36, 38-40, 42
Chapter 5
Simple Distillation of ethanol &
water, pg. 90 (2B)
Fractional distillation of ethanol
& water pg. 91 (3B)
Questions: 2, 5, 6, 7, 8, 9, 10
Exam I
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Chapters 1, 2, 3 & 4
7
TH 9/25
5.1-5.10
8
T 9/30
6.1-6.12
9
TH 10/2
Lab 2
10
T 10/7
7.1–7.10
11
TH 10/9
Lab 3
12
T 10/14
13
TH 10/16
8.1-8.9
14
T 10/21
15
TH 10/23
8.10
9.1-9.10
Lab 4
16
T 10/28
17
TH 10/30
18
T 11/4
10.5-10.10
11.1-11.5
19
TH 11/6
Lab 6
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CH 5:An Overview of Organic
Reactions. #18, 19, 21–31, 37, 38,
41, 45, 46
Chapter 6: Alkenes: Structure and
Reactivity. #20-22, 23(draw 3
possible structures), 24, 26, 29–
31, 33, 37–39, 41–43, 48, 49, 52
Chapter 4
Page 70
2. Melting Points of Pure Urea and
Cinnamic Acid, 3. Melting Points
of Urea-Cinnamic Acid Mixtures, 4.
Unknowns. Part 2. Boiling Points
Using a Digital Thermometer and a
Reaction Tube. Questions: 2, 3,
4, 5, 6, 7, 9, 10, 11, 12, 13
CH 7: Alkenes: Reactions and
Synthesis. #20–26, 28, 36, 40, 43,
48, 50
Chapter 3
Page 60
6. Recrystallization of
Naphthalene from a mixed solvent.
Questions: 1, 2, 3, 4, 6, 7, 8, 9
Exam II
Chapters 4, 5, 6 & 7
CH 8: Alkynes: An Introduction to
Organic Synthesis. #15–20, 22–27,
29-31, 35–38
CH 9: Stereochemistry. #27–30, 32,
33, 38, 40-45, 48
Chapter 9
Page 160
Thin Layer Chromatography
1. Analgesics. Questions: 2, 3, 5,
7, 8, 9, 11, 12
Omit sections 9.14 and 9.17
CH 10: Alkyl Halides. #14–18, 22,
23, 32-37
Chapter 8
Page 145-147
5. Extraction of Caffeine from Tea
Microscale. Prepare Flow Chart
CH 11: Reactions of Alkyl Halides:
Nucleophilic Substitutions and
Eliminations. #21–26, 27, 28, 29–
31, 32, 35, 38
Chapter 19
Page 287
9.11-9.13
9.15-9.16
10.1-10.4
Lab 5
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Dehydration of cyclohexanol
1. Preparation of Cyclohexene
microscale. Questions: Pg. 292 #2
20
T 11/11
21
TH 11/13
22
T 11/18
23
TH 11/20
12.1-12.9
24
T 11/25
13.1-13.13
25
11/2611/29
T 12/2
26
TH 12/4
27
T 12/9
Chapter 18 Page 284 Part 4. Test
for Alkanes and Alkenes. (B)
Bromine Water. Question Pg. 286 #3
Omit section 11.12
11.6-11.11
11.1311.16
Lab 7
Chapter 59
Page 659
Addition of Bromine to stilbene
2. meso-Stilbene Dibromide
Microscale? Question: 2
Exam III
Chapters 8, 9, 10 & 11
CH 12: Structure Determination:
Mass Spectrometry and Infrared
Spectroscopy. #15–18, 27-29, 31,
35, 36, 39, 43, 45, 48, 49
CH 13: Structure Determination:
Nuclear Magnetic Resonance
Spectroscopy. #24–27, 31, 32, 34,
35, 37, 39, 40, 44–46, 49-52
THANKSGIVING HOLIDAY
Lab 8
Chapter 59 Page 661
Synthesis of diphenylacetylene
CH 14: Conjugated Dienes and
Ultraviolet Spectroscopy #20, 21,
32, 46 Omit sections 14.2–14.7
14.1
14.8-14.11
Exam IV
Chapters 11, 12, 13 & 14
28
TH 12/11
Lab 9
Final
Review
TBA
FINAL EXAM
Chapters 1-14
T 12/16
6:009:00
SC 311
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