REQUIRED TEXTS - "Organic Chemistry, 3rd Edition," Seyhan Ege, Heath
, 1994
HIGHLY SUGGESTED - "Study Guide for Organic Chemistry," Ege, Kleinman
and Carter
II. Class format: Three lectures per week at MWF 3:10 with an
exam period scheduled for Friday 4:10 - 5:00 (split locations may
be used - be on the alert for room assignments). Discussion periods
will be made available - time and place TBA.
III. Exams/Grading Policy: Course grade will be assigned based
upon your performance on three hourly exams and one final
exam in the following distribution:
three hourly exams (100 pts. each) =
300 pts. (75%) (Feb 27-F; April 3-F; May 1-F)
one final exam
= 100 pts. (25%) May 13 (3:20 - 5:20)
total
= 400 pts. (100%)
About the Exams - Exams will include classroom
and text material and test your ability to apply basic concepts to more
difficult
examples. Do not expect simple regurgitation of lecture notes or text
book examples! Adequate preparation for a passing grade on
an organic chemistry exam is not to be underestimated. Exams may contain
short answer, definitions, multiple choice, essay,
[definitely] drawings, 3-D concepts and analysis of new constructs.
The final exam will be the American Chemical Society
Standardized UG Exam - multiple choice.
Make-up Exams: Any illness must be accompanied
by a physicians note. Family deaths are certifiable by presentation of
a mass
card or equivalent. To be eligible for a make-up exam of identical
composition: 1. You must notify the chemistry department office
(243-4022 or 243-4507) or me prior to the designated exam period that
you will miss the exam 2. You have no more than 72
hours to take the make-up exam (through Monday at 3:00). 3. If you
miss an exam and do not make arrangements or fail to
provide supporting documentation, it will be counted as a zero.
Registering for this course indicates you fully understand the exam criterion and rules.
IV. Homework (see attached): On the honor system! To pass this
class and have adequate exam preparation you should
attempt and complete all the assigned homework three days prior to
that exam. Homework will not be collected/graded but how
well you work and understand the problems is directly proportional
to your exam success. It is suggested that you read the entire
chapter and attempt all the problems if you desire better than average
grades. A list of homework problems representing the
minimum suggested assignments to "get you through" the class with a
passing grade ("C") is appended.
A few words about homework problems. A study guide and solutions manual
has been made available to you so that you can
progress through the material at your own pace. There is, however,
a serious drawback to solution manuals - the tendency to not
really attempt to answer the problems before looking up the answer.
This strategy can lead to the mistaken sense that you "know"
the material well. Please take the time to work the problems, discuss
them with a classmate (for their input) and then consult the
solutions guide. In many instances, the solution guide will give an
answer that is not consistent with your own - some problems in
organic chemistry have more than one approach! This is particularly
true of synthesis. Although it is important to do as many
problems as time permits, I suggest that you concentrate on those problems
that have a direct application to the lecture
material I cover in class. This strategy will help you reinforce concepts
that I think are important. You can take this logic further
by attempting all the "in chapter" problems that have significant overlap
with the lecture material.
Organic Chemistry 222, Sect. 01 Prof. C.M. Thompson/ChemPharm 311 (x4643)
Organic chemistry is very labor intensive and even the best of students
have attempted to "wing it" on my first exam using only a
[night before the exam] memorization strategy. You will be greatly
disappointed with your exam grade using this approach. Work
the problems - work the problems - work the problems! Surveys of my
past organic chemistry classes (12 years) indicate a
commitment of about 6-8 hours per week of homework preparation to pass
organic chemistry. This time estimate includes reading
the chapter(s), conducting problems, and writing summary notes. And
remember, this effort is the minimum just to pass the class -
if your want a "B" expect to work problems about 8-11 hrs/week or an
"A" 10-14 hrs/week. Study groups tend to reduce this
guideline about one-third.
V. Attendance: Lecture attendance is not mandatory but chronic absence is a sure route to a poor grade.
VI. Academic Dishonesty: Cheating and/or attempting to cheat
in either lecture or the laboratory will not be tolerated. The
academic penalty for cheating is a failing grade, and the academic
procedures related to handling students that are caught
cheating follow "the student conduct code."
VII. Office Hours/Availability: Tentative office hours are MW
1:30-2:30. You are also welcome to submit questions by e-mail
at cmthomp@selway.umt.edu. In light of the number of students registered,
the fact that my office has space for only one person
and is located in a laboratory that contains hazardous materials, e-mail
may be a great avenue for a quick answer.
VIII. "Benefits Expected" or "What Am I Gonna get from this Stuff?"
Why do professional schools (medical, veterinary,
pharmacy, dental, etc.), regard organic chemistry so highly when reviewing
candidates applications? Clearly, it is not just the
material and its relationships to biology - that is underestimating
the professional community. Organic chemistry is a "thinking
science," that teaches students to evolve intellectually and draw upon
and utilize skills not generally required in other classes. The
way I view organic chemistry is "strategy and extension of learned
material."
Almost everything is organic and everything of biological origin is
organic. You need only consider the materials you are wearing
and those "chemicals" you used to get ready this morning to get a preliminary
sense of how even a modest knowledge of organic
chemistry can be helpful. The clothes you wear (whether cotton or polyester
or rayon) are organic molecules called polymers.
These materials are then reacted with dyes to give their characteristic
patterns and colors - all fiber dyes are organic. And what
about your first 30 minutes awakening this morning? Perhaps a shower,
wash your hair, cleansing mouthwash, and then couple of
Twinkies and a good coffee to wash down some anti-hangover medication.
All these materials are organic (except the water and
possibly the Twinkies)! The soap is a detergent made up of a lipid
(grease and polar head group). The shampoo and conditioner are
detergents and waxes (yes, you wax your head), respectively. The mouthwash
has lots of ethanol in it (ethyl alcohol; a very simple
organic molecule) and flavors like wintergreen or peppermint (an organic
terpene). Coffee is the ultimate organic extraction
experiment! Using hot water we extract lots of water soluble organic
compounds that we then imbibe including caffeine - a
heterocyclic organic molecule and lots of volatile organic aromatics
that give coffee its characteristic aroma (sulfides). Last,
aspirin, Tylenol or Advil are all organic - aromatic molecules tailored
to meet your pain relief needs! Importantly, all these
analgesics are synthetic - that is, made in a laboratory. Ever worry
about chemicals on your food? Try living a day without a single
"synthetic organic" chemical.
Have you picked up a box of cereal lately and read the ingredients?
You have to be an organic chemist just to read it! Whether
you just want to understand the world of chemicals or you need organic
chemistry as a prerequisite to lead into biochemistry,
pharmacology or medicine, or have your own personal reason to be better
educated about certain chemicals (e.g., pesticides,
pharmaceuticals or whatever), a background in organic chemistry is
essential. This class can be a lot more fun, however, if you
remove the stigma associated with this class and enjoy what is being
taught - the study of a unique language that uses
hieroglyphics, puzzles, numbers and trends for communicating concepts
- organic chemistry.
Chapter Problems (numbers are not prefaced by the chapter numbers, e.g., 14.36)
13 35a-f, 36a-d, 37abcdefjk, 39a-h, 40abdeh,
41abdf, 42a-d, 43a-f, 54bcd
14 36a-g, 37a-e, 38a-i, 39a-f, 40a-c,
43
15 18a-d, 19a-e, 20a-f, 21abce, 22,
23a-d, 24a-f, 25, 27, 41
16 29a-e, 30a-e, 31a-e, 34, 36, 37,
39, 41, 49
17 21a-f, 22bcdehi, 23a-d and any other
3-4 problems you would like to attempt
18 25a-h, 26a-g, 27a-f, 28a-f, 29a-d,
31, 32, 40, 42
19 30abcdh, 31a-f, 32a-j, 33a-e, 37a-e,
49
20 TBA
21 13, 14, 15, 16, 17, 18
22 31a-g, 32a-h, 33a-h, 34a-f, 35a-e,
36a-d, 37, 45
23 20a-f, 21a-f, 22bcdefgij, 23, 27a-c,
a-f, 30a-f, 31
24 TBA
25 47a-l, 48 a-e, 49 a-f, 50a-d (do
45 and 46 nomenclature if you have time)
26 19a-f, 20a-f, 21 a-j, 22a-h, 24,
29
27 TBA
TBA = to be assigned (depending on the content of material covered in class)
Jan 26 (M)- Aldehydes and Ketones (13) Course Introduction
Jan 28 (W)- Aldehydes and Ketones (13)
Jan 30 (F)- Aldehydes and Ketones (13)
Feb 2 (M)- Aldehydes and Ketones (13)
Feb 4 (W)- Carboxylic Acids and Their Derivatives; Part I (14)
Feb 6 (F)- Carboxylic Acids and Their Derivatives; Part I (14)
Feb 9 (M)- Carboxylic Acids and Their Derivatives; Part I (14)
Feb 11 (W)- Carboxylic Acids and Their Derivatives; Part II (15)
Feb 13 (F)- Carboxylic Acids and Their Derivatives; Part II (15) Add/Drop
by Dial Bear
Feb 16 (M) - NO CLASS Presidents Day
Feb 18 (W)- Enols and Enolates I; Alkylations and Condensations (16)
Feb 20 (F)- Enols and Enolates I; Alkylations and Condensations (16)
Feb 23 (M)- Enols and Enolates I; Alkylations and Condensations (16)
Feb 25 (W)- Enols and Enolates I; Alkylations and Condensations (16)
Feb 27 (F)- Polyenes (17) EXAM I (4:00)
Mar 2 (M)- Polyenes (17)
Mar 4 (W)- Polyenes (17)
Mar 6 (F)- Enols and Enolates II; Conjugate additions and ylids (18)
Mar 9 (M)- Enols and Enolates II; Conjugate additions and ylids (18)
Add/Drop (WP/WF)
Mar 11 (W)- Enols and Enolates II; Conjugate additions and ylids (18)
Mar 13 (F)- Aromatic Compounds: Electrophilic Aromatic Substitution
(19)
Mar 16 - NO CLASS
Mar 18 - NO CLASS
Mar 20 - NO CLASS
Mar 23 (M)- Aromatic Compounds: Electrophilic Aromatic Substitution
(19)
Mar 25 (W)- Aromatic Compounds: Electrophilic Aromatic Substitution
(19)
Mar 27 (F)- Aromatic Compounds: Electrophilic Aromatic Substitution
(19)
Mar 30 (M)- Free radicals (20; in part)
Apr 1 (W)- Free radicals (20; in part) and Mass Spectrometry (21)
Apr 3 (F)- Mass Spectrometry (21) EXAM II (4:00)
Apr 6 (M)- Amines (22)
Apr 8 (W)- Amines (22)
Apr 10 (F)- Amines (22)
Apr 13 (M)- Amines (22)
Apr 15 (W)- Aromatic Chemistry; Synthesis (23)
Apr 17 (F)- Aromatic Chemistry; Synthesis (23)
Apr 20 (M)- Heterocyclic Compounds (24)
Apr 22 (W)- Special Lecture - "The Chemistry Behind Certain Illicit
Drugs" or "Excuse Me, But Did You Just Put Hydrochloric
Acid Up Your Nose."
Apr 24 (F)- Carbohydrates (25)
Apr 27 (M)- Carbohydrates (25)
Apr 29 (W)- Carbohydrates (25)
May 1 (F)- Amino Acids and Peptides (26) EXAM III (4:00)
May 4 (M)- Amino Acids and Peptides (26)
May 6 (W)- Macromolecular Chemistry/Polymers (27); time permitting
May 8 (F)- Macromolecular Chemistry/Polymers (27); time permitting
May 13 - FINAL EXAM 3:20 - 5:20. Standardized American Chemistry Society
Exam.
* Subject to change; Average about 25 pages of textbook per lecture.