SYLLABUS

CHEMISTRY 232
ORGANIC CHEMISTRY II
Spring 2012
Instructor: Kevin H. Shaughnessy
Office: 2007 and 2072 SHLB
Phone: 348-4435
Email: kshaughn@bama.ua.edu
Class: MWF 9:00 9:50 AM, Tu 5:00 6:20 PM
Class Location: 1004 Shelby Hall
Class Final: Friday, May 7th 8:00-10:30 AM
Office Hours: MF 10:00 11:00 AM, Th 3:00-4:30 PM (2072 SHLB), or by appointment
Class webpage: http://bama.ua.edu/~kshaughn/chem232/232-homepage.html
Required Materials:
Brown, Foote, Iverson, and Anslyn (BFIA), Organic Chemistry, 6th ed.
OWL access code
Optional Materials:
Iverson and Iverson, Organic Chemistry: Student Study Guide and Solution Manual 6th
ed.
Molecular model set (highly recommended)
Prerequisites: Passing grade in CH 231 or equivalent credit
Learning Objectives: Students in this class will:
determine structures of organic molecules using NMR and IR spectroscopy
understand the properties and reactivity of important functional groups including
conjugated -systems, aromatic compounds, alcohols, amines, and carbonyl compounds
learn important spectroscopic signatures of aromatic compounds, alcohols, amines, and
carbonyl compounds
be able to write detailed mechanisms for important reaction classes: electrophilic
aromatic substitution and carbonyl nucleophilic addition reactions
be able to plan multi-step syntheses of organic compounds
The majority of you who are not chemistry majors may wonder why you are required to take
this class and what you can get out of it. My biased opinion is that organic chemistry has great
relevance for all students in biology and chemical engineering. Organic chemistry is important
for biologists and health professionals because nearly all of biochemistry involves the organic
chemistry youll learn in this class. For chemical engineers, understanding the properties of
organic molecules and how reactions occur is critically important to understanding the processes
in an industrial plant. Even if you don't buy the relevance of this class to your field, organic
chemistry teaches important problem solving skills that are directly relevant to all scientists,
engineers, and health professionals.

Homework:
OWL (Graded): For each chapter that we cover, you will be assigned a series of short problem
sets on the Online Web-Based Learning site (OWL). The dates for these assignments will be
announced in class and on the class website. Your textbook should come with an access code for
the OWL site. If you purchased a used textbook that does not have an OWL access code, you
will need to purchase a code separately to be able to do the assignments. If you used OWL for
CH 231, you can use the same account for CH 232. You will just need to enroll in the OWL
class for CH 232
Take home problem sets (Graded): There will be 5 graded take home problem sets assigned
during the semester. Problem sets will be handed out in class and available from the class web
site approximately one week before they are due (see the schedule below for due dates). Late
problem sets will not be accepted under any circumstances. The problem sets will familiarize
you with the types of problems that Ill be asking on the exams. Problem sets will anticipate
lecture material to some extent requiring you to read ahead in the book. Feel free to work on the
problem sets in groups, but this does not mean you should blindly copy another person's answers.
Doing so will not prepare you for the exams.
Exams: Four 1.5 hour exams will be given during the semester as well as a 2.5 hour final at the
end of the term. We will not cover every topic in the book. You will only be responsible for
topics discussed in class. The topics to be discussed can found in the course schedule below
and in the chapter outlines that will be given out during the semester. In addition, study guides
will be made available prior to each exam. Exams during the semester will be given during the
Tuesday evening meeting time on the dates indicated below in the class schedule. No make-up
exams will be given. If you must miss an exam due to legitimate circumstances beyond your
control (i.e. school sponsored activity (with excuse) or documented illness), you should contact
the instructor as soon as possible to be excused from the exam. In case of an excused absence,
the final exam grade will be used in place of the missed exam. An unexcused absence from an
exam will result in a grade of 0 that cannot be replaced (see below). Missing more than one
exam under any circumstances will result in an incomplete for the course.
Grading system. The grading breakdown is listed below. The final exam can be used to replace
your lowest exam score (percentage) if this will improve your grade. The final exam grade will
not replace exams given a 0 due to an unexcused absence or academic misconduct. At the
instructors discretion, grade ranges may be extended below the standard University grading
scale ( i.e. a grade of 88% will at least be a B+, but may be assigned a grade of A- depending on
the class average).
Exams
Final Exam
OWL Homework
Problem sets
Total

400 points (4 100 points each)

200 points
50 points
50 points (5 10 points each)
700 points

Class website. I will be maintaining a class website. All class handouts, problem sets, and
answer keys will be available from this site (see front page for the address). You will be able to
download these materials as PDF files to be printed out. Power point presentations used in class
will be posted on the web site for you to review. The site also contains a number of useful links

to study aids for this class. The web site will also be used to disseminate class announcements as
necessary.
Chapter outlines. Outlines for each chapter will be made available on the class website. These
will be posted as we begin each chapter. The outlines will show you which book chapters we
have discussed and remind you of key points from each section.
Review sessions. Review sessions will be held during the Tuesday evening class period except
when exams are scheduled. Attendance at these sessions is voluntary, but is highly
recommended. No new material will be covered. These sessions will be exclusively for
answering questions from the lectures and homework problems. Additional review sessions will
be held on Sunday evenings prior to each exam (see class schedule).
Keys to success in this class. You have all successfully made it through CH 231, so you have
an idea of what it takes to succeed in CH 232.
Come to class: There is a very good correlation between class attendance and how well
you do will do in this course. Some students may be able to teach themselves from the
book, but I find that the students who struggle most rarely come to class. Come to every
class and recitation session.
Be prepared: You will get the most out of class if you have read the sections to be
covered that day.
Ask questions: If you dont understand something, ask me in class, recitation session, or
during office hours.
Keep up: This course is cumulative and covers a lot of content. You will find it much
easier if you study a little bit each week, or even better after each lecture. Study however
you find most useful: flashcards, review outlines, practice problems, reaction lists, etc.
Practice, Practice, Practice: Organic chemistry, like any skill, is best learned by doing.
The best possible advice that I can give you is to work as many example problems as you
can find. Start with my problem sets, OWL, and the book; but also look for other sources
of problems. When working problems, make sure that you understand why the correct
answer is the right one.
Learn fundamental concepts: Organic chemistry is very difficult to learn by rote
memorization. If you understand the concepts, you will find it much easier to keep track
of the large amount of information, and more importantly be able to apply it on the tests.
Again, practice, practice, practice.
Get help early if you need it: If you get behind, it can be very difficult to catch up. If
you feel you are falling behind, increase your effort. Also consider getting outside help.
I am happy to work with you during office hours. If you feel you need more extensive
help, consider hiring a tutor. A list of active tutors is available from the Chemistry
Department web page. The Center for Teaching and Learning offers many resources to
help students including tutors and study aids.
Academic Misconduct: All students in attendance at the University of Alabama are expected to
be honorable and to observe standards of conduct appropriate to a community of scholars. The
University expects from its students a higher standard of conduct than the minimum required to
avoid discipline. Academic misconduct includes all acts of dishonesty in any academically
related matter and any knowing or intentional help or attempt to help, or conspiracy to help,
another student. The Academic Misconduct Disciplinary Policy will be followed in the event of
academic misconduct.

Disability Accommodation: If you are registered with the Office of Disability Services, please
make an appointment with me as soon as possible to discuss any course accommodations that
may be necessary. If you have a disability, but have not contacted the Office of Disability
Services, please call 348-4285 or visit 133-B Martha Parham Hall East to register for services.
Students who may need course adaptations because of a disability are welcome to make an
appointment to see me during office hours. Students with disabilities must be registered with the
Office of Disability Services, 133-B Martha Parham Hall East, before receiving academic
adjustments.
Severe Weather Protocol: In the case of a tornado warning (tornado has been sighted or
detected by radar; sirens activated), all university activities are automatically suspended,
including all classes and laboratories. If you are in a building, please move immediately to the
lowest level and toward the center of the building away from windows (interior classrooms,
offices, or corridors) and remain there until the tornado warning has expired. Classes in session
when the tornado warning is issued can resume immediately after the warning has expired at the
discretion of the instructor. Classes that have not yet begun will resume 30 minutes after the
tornado warning has expired provided at least half of the class period remains.
UA is a residential campus with many students living on or near campus. In general classes will
remain in session until the National Weather Service issues safety warnings for the city of
Tuscaloosa. Clearly, some students and faculty commute from adjacent counties. These counties
may experience weather related problems not encountered in Tuscaloosa. Individuals should
follow the advice of the National Weather Service for that area taking the necessary precautions
to ensure personal safety. Whenever the National Weather Service and the Emergency
Management Agency issue a warning, people in the path of the storm (tornado or severe
thunderstorm) should take immediate life saving actions.
When West Alabama is under a severe weather advisory, conditions can change rapidly. It
is imperative to get to where you can receive information from the National Weather
Service and to follow the instructions provided. Personal safety should dictate the actions
that faculty, staff and students take. The Office of Public Relations will disseminate the
latest information regarding conditions on campus in the following ways:
Weather advisory posted on the UA homepage
Weather advisory sent out through Connect-ED
Weather advisory broadcast over WVUA at 90.7 FM
Weather advisory broadcast over Alabama Public Radio (WUAL) at 91.5 FM
Weather advisory broadcast over WVUA 7. WVUA 7 Storm Watch provides a free
service you can subscribe to that allows you to receive weather warnings for Tuscaloosa
via e-mail, pager or cell phone. Check http://www.wvua7.com/stormwatch.html for
details.
UA Emergency Information: In case of UA emergency, www.ua.edu will be the official
source for emergency information. In case of an emergency situation that affects this course,
information will be provided through e-Learning.

Date
1/11
1/13
1/16
1/17
1/18
1/20
1/23
1/24
1/25
1/27
1/30
1/31
2/1
2/3
2/4
2/6
2/7
2/8
2/10
2/13
2/14
2/15
2/17
2/20
2/21
2/22
2/24
2/26
2/27
2/28
2/29
3/2
3/5
3/6
3/7
3/9
3/12-16
3/19
3/20
3/21

Tentative Class Schedule

Topic
Introduction
CH 231 review
CH 13: NMR Spectroscopy
No ClassMartin Luther King
Review Session
CH 13: NMR Spectroscopy
CH 13: NMR Spectroscopy
CH 13: NMR Spectroscopy
Review Session
CH 13: NMR Spectroscop
CH 15: Organometallic Compounds
CH 15: Organometallic Compounds
Review Session
CH 16: Aldehydes and Ketones
Problem Set 1 Due
CH 16: Aldehydes and Ketones
Exam 1 Review Session (1:00 PM)
CH 16: Aldehydes and Ketones
Exam 1
CH 16: Aldehydes and Ketones
CH 17: Carboxylic Acids
CH 17: Carboxylic Acids
Review Session
CH 17: Carboxylic Acids
CH 18: Carboxylic Acid Derivatives
CH 18: Carboxylic Acid Derivative
Review Session
CH 18: Carboxylic Acid Derivative
Problem Set 2 Due
CH 18: Carboxylic Acid Derivative
Exam 2 Review Session (7:00 PM)
CH 19: Enolates and Enamines
Exam 2
CH 19: Enolates and Enamines
Midterm Grades Posted
CH 19: Enolates and Enamines
CH 19: Enolates and Enamines
Review Session
CH 19: Enolates and Enamines
CH 20: Dienes & Conjugated Systems
Spring Break
CH 20: Dienes & Conjugated Systems
Review Session
CH 20: Dienes & Conjugated Systems
Problem Set 3 Due
Last Day to Withdraw Online

Suggested Reading
Syllabus
Chapters 1-12 (handout)
13.1-13.4
13.5-13.7
13.5-13.7
13.8-13.9
13.10
13.11-13.12
15.1-15.2
15.3
16.1-16.4
16.5-16.8
16.9-16.10
CH 13-16.8
16.11-16.12
17.1-17.4
17.5-17.6
17.7-17.9
18.1-18.3
18.4-18.6
18.7-18.8
18.9-18.10
19.1-19.2
CH 16.9-CH 18
19.3-19.4
19.5
19.6-19.7
19.8-19.9
20.1-20.2
20.3-20.4
20.5-20.6

3/23
3/25
3/26
3/27
3/28
3/30
4/2
4/3
4/4
4/6
4/9
4/10
4/11

CH 21: Benzene and Aromaticity

21.1-21.2
Exam 3 Review Session (7:00 PM)
CH 21: Benzene and Aromaticity
21.3-21.4
Exam 3
CH 19-20
CH 21: Benzene and Aromaticity
21.5
CH 22: Reactions of Aromatics
22.1A-B
CH 22: Reactions of Aromatics
22.1C-D
Review Session
CH 22: Reactions of Aromatics
22.2A
Honors Day, No Class
CH 22: Reactions of Aromatics
22.2B
Review Session
22.2C
CH 22: Reactions of Aromatics
22.3
Problem Set 4 Due
4/13
CH 23: Amines
23.1-23.4
4/15
Exam 4 Review Session (7:00 PM)
4/16
CH 23: Amines
23.5-23.6
4/17
Exam 4
CH 21-22
4/18
CH 23: Amines
23.7-23.8
4/20
CH 23: Amines
23.9-23.10
4/23
CH 24: Catalytic Reactions
24.1-24.3
4/24
Review Session
4/25
CH 24: Catalytic Reactions
24.4-24.6
Problem Set 5 due
4/27
Catch up/Review
TBA
Final Exam Review Session
5/4
Final Exam 8:00 - 10:30 AM
Chapters 13-24
Dates in Bold indicate Exams and Problem Set due dates. The above schedule is tentative.
Class lectures may be ahead or behind the printed schedule.