Prince George's Community College
Syllabus Organic Chemistry II (LD 30693 and LE 30694)
CHM 2020, 3 Credits
Spring Semester 2011
Lecture Hall: Day: CH 109 (TTh 11:00 am -12:15 pm)
Evening: CH 110 (TTh 6:00 - 7:15 pm)
Dates of Course: January 25, 2011-May 12, 2011
Last day of Scheduled Classes: May 09, 2011
Instructor: Professor Ray A. Gross Jr.
Office: Chesapeake Hall, Room 310K
Office Hours: T 4:30-6:00 pm; W 4:00-6:00 pm; and Th 4:30-6:00 pm
Phone: 301-322-0435 (Voicemail)
E-mail: rgross@pgcc.edu (Instructor’s preferred method of communication)
Instructor's Web Page: http://academic.pg.cc.md.us/~rgross/
(See the Web Page for a welcome message and the instructor’s teaching
history.)
Login to Blackboard: http://pgcconline.blackboard.com
Email Contact: Please note that new rules require that we communicate through the
school’s email system, which is known as GroupWise.
Physical Sciences & Engineering Department
Chair: Professor Scott Sinex
Web Page: http://academic.pg.cc.md.us/psc
Phone: 301-341-3023
Prerequisites
 A grade of C or better in Organic Chemistry I (CHM 2010 at PGCC)
Course Description and Instructor's Goal
Organic Chemistry II (CHM 2020) is the second semester of a two-semester
sequence, designed primarily for science majors and pre-professional students such
as pre-medical and pre-dental students. First semester, we covered alkanes, alkenes,
alkynes. alcohols and epoxides. The focus was on structure and bonding, so we could
rationalize properties. The focus of this semester will be on organic reactions that
transform one family into another. The following families will be covered: dienes,
aromatic hydrocarbons and derivatives, aldehydes, ketones, carboxylic acids and
derivatives (e.g., halides, anhydrides, esters, amides, lactones and lactams) amines,
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enamines, imines and enols. The course covers these topics in enough detail so that a
student who masters the fundamentals will be prepared to take follow-on courses
such as biochemistry and microbiology for which organic chemistry is a prerequisite.
As your learning facilitator, I endeavor to assist you in meeting your goal of
successfully completing the course. If you did not take Organic Chemistry I with me
(Dr. Ray A. Gross, Jr.), it is important to know that we covered the first 14 chapters
of Smith's 3d edition, which includes spectroscopy. Like other first-semester
material, spectroscopy will appear from time-to-time during the second semester. We
covered a part of chapter 16, the part on UV spectroscopy. Accordingly, we shall
start this semester with chapter 15, Radical Reactions.
EXPECTED COURSE OUTCOMES:
Upon successful completion of this course, a student will be able to:
 Draw structures for and name compounds from the organic families studied;
 Complete reactions, including mechanisms, for compounds from these families;
 Identify major name reactions, such as Grignard and Wittig reactions, that involve
these families;
 Characterize reactions by their mechanisms such as electrophilic aromatic
substitution;
 Associate the families of organic compounds studied with specific reactions and
mechanisms;
 Recall and apply the major concepts learned first-semester to new problems;
 Solve complex problems of organic synthesis by combining individual reactions;
 Correlate the structures of organic compounds with their chemical and physical
properties.
Text (Required) Organic Chemistry, 3d Edition, by Janice G. Smith.
Student Subscription to We Learn (Required) In lieu of a Study Guide,
which costs over $75, we use an online homework system, developed by
Dr. John Penn, University of West Virginia. You will need to be able to login
to this web site in order to receive credit for online homework, which is worth
100 points. See the section on Graded Homework Questions below.
Directions for subscribing:
Order Online:
Go to the following web site.
http://we-learn-horizon.com/Order_Form.htm
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Fill in all the blanks (Your School = Prince George’s Community
College; Single semester, normal service; Your Instructor = Ray Gross;
Your Text = Smith 2e) and pay by credit card. You will receive
directions for logging into the online homework site by email.
Order by Mail:
Alternative
Print out the form from the file entitled “Student Subscription for We
Learn” on your course CD. Send the completed form and your check for
$25 to Horizon Learning Solutions. You will receive directions for
logging into the online homework site by email.
Horizon Learning Solutions
New Accounts Department
1534 Point Marion Road
Morgantown, WV 26508
Study Guide (Not required but useful) Study Guide for Organic Chemistry by
Smith. The Study Guide contains solutions to all problems in the text. It is
recommended but not required. Be sure to buy the Study Guide for the 3d edition of
our text. Solutions to all of your assigned homework problems in the text are on your
course CD.
Laboratory You should be enrolled in CHM 2040, Organic Chemistry II
Laboratory, or already have credit for it. If you are taking the lab this semester, open
the folder and read the syllabus for CHM 2040. Print out Lab 1 from the CD and
bring Lab 1, A Review of CHM 2010, with you to your first lab. You will print out
each lab on a weekly basis.
Grading
Assessment
Exam 1
Exam 2
Exam 3
Online Assignments
5 @ 20 points each
Comprehensive Final Exam
Maximum Points Attainable
Maximum Points Per Assessment
100
100
100
100 (optional)
200
500-600
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For all evaluations, an A = 90% or higher, a B = 80-89%, a C = 70-79%, a D = 6069%, and an F < 60%. Your final grade is determined by applying the above scale
to your percentage, which is found by dividing your total number of points earned
by 700. For example, a student with 480 total points has a percentage of 480/600 =
80.0%, which equals a B.
Conduct of Course and Format
We will cover 13 chapters in the textbook on the dates shown on the Chapter
Schedule. The 13 chapters will be covered in four modules (e.g., module 1 consists of
chapters 15-18 followed by an Exam—the instructor solutions to each Exam will be
posted to Blackboard as soon as every student has completed the assessment or
within one week, whichever is shorter). Each chapter assignment has two elements, a
set of PowerPoint slides and a set of problems from the text. In addition, you will
have access to an online homework system from which you will have five optional
graded homework assignments.
Example Assignment (Chapter 15)
The syllabus is your guiding document. During Week 1, we cover Radical Reactions,
Chapter 15 (See the schedule at the end of this syllabus.).
 Read Chapter 15 in the text.
 Solve the problems indicated at the end of each PowerPoint lecture.
 Check your answers (solutions to the problems are found in the Exam 1
folder).
 It is recommended that you keep your problem solutions in a separate spiral
notebook for easy review.
 Logon to Blackboard frequently to check for messages.
The above bullets are a template for each chapter.
Note: It is highly recommended that you keep your solutions to the problems in a
portfolio. The portfolio documents your engagement with the material. It is stated
repeatedly by authors that problem solving is the key to learning and applying the
principles of organic chemistry. The portfolio can be used to study for Exams and the
Final Exam. The problems on assessments will be very similar to the problems in
your assignments.
Self-Assessment
The exams cover the same material as covered in your homework found at the end of
each PowerPoint lecture. To test yourself, solve assigned problems and check the
answers. These problems test your ability to apply the content to new situations and
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are very much like those tested in the course. If you can solve 90% of the problems,
you are working at an A level, 80%, a B, etc.
Graded Homework Questions
As noted in the Grading section, there are five optional graded homework
assignments worth 20 points each. These assignments are found in a Word document
on your course CD and are valid for the entire semester. The first two online
assignments should be completed before Exam 1 to obtain the maximum benefit from
them; the third before Exam 2, and the final two before Exam 3. These assignments
are online via a computer program known as We Learn developed by Dr. John Penn
of West Virginia University and president of Horizon Learning Solutions. These
problems are optional. To get credit, you must answer five (5) problem sets by May
9, the last day of classes. We Learn will provide you with an initial id and password
to be used to login to We Learn. Thereafter, you may change your password. The
program grades the problems for you and gives instant feedback on what you do
wrong. You will have the entire semester to complete these problems. As soon as you
get a perfect score, you will know you have earned 20 points for that problem set.
You may redo the homework (new problems are generated each time you redo them)
until you are satisfied with your grade. Only the correct Homework, completed by
May 9, will be counted in your grade. No credit will be given for working problem
sets that are not assigned. However, you are strongly encouraged to work additional
problem sets to strengthen your skills. You should not wait until the last day to
answer the questions, because an unexpected power outage or computer malfunction
could keep you from getting online. By diligently pursuing answers to these online
questions, you can add 100 points to your total points and maximum points. By
ignoring them, you signal your indifference toward the course. If you don’t try any of
these problem sets, your total possible points will be 500. If you try only one set,
your max points will be 520; two 540; etc. up to 600 max points. Thus, max points
may range from 500 to 600.
Attendance
A record of your attendance and late arrivals will be maintained as required by the
College. This information is used in evaluations of students for Pharmacy or Med
Schools as to their reliability.
Exams
The three hourly Exams will be given in the classroom, as shown in the schedules at
the end of this syllabus. Exam grades will be posted on Blackboard (Tools Menu),
and Exams will be given back to students at the next regular class meeting.
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Withdrawal: A grade of "W" will not be assigned after the College's final date for
dropping with a W, which is posted in the College’s master schedule. By College
rules, you will receive an F grade if: (1) you quit coming to class without officially
dropping the course by the deadline or (2) if a valid reason is not presented for
missing the final exam. Please consult the instructor before dropping the course.
Quitting: If you quit coming to class during the first few weeks of the semester
without officially withdrawing from the course, you will receive a Q grade, which is
a permanent grade that means you quit. As noted under “Withdrawal,” quitting later
in the course without withdrawing will result in an F grade.
Academic Dishonesty: Academic dishonesty is intolerable. Acts of dishonesty
will be dealt with in accord with the College’s established policies.
Final Exam:
 Section LD 30693 (day): Chesapeake Hall, Room 109, 11:00 am- 1:00 pm,
Thursday, May 12, 2011.
 Section LD 30694 (evening): Chesapeake Hall, Room 307, 6:00 pm - 8:00 pm,
Thursday, May 12, 2011.
 If these times or places change, you will be notified in class and on
Blackboard.
 The Final Exam will be proctored by Dr. Gross.
Final Grade: Final Exams will be retained by the instructor but may be reviewed by
students in the instructor’s office the day after the Final Exam. Grades must be
submitted to the registrar in a timely fashion. Therefore, if you wish to see your Final
Exam, you must come to the office, CH310K, on the day after you take the Final
Exam. Any disagreements you may have must be presented (to Dr. Gross) no later
than 24 hours after the completion of your Final Exam. After that time, grades will be
considered final. If you have a disagreement and cannot meet with at scheduled
times, you must arrange for a time to meet before grades must be submitted.
Otherwise, your grade will be considered final. Grades will be mailed to you from the
registrar’s office. Do not call the secretaries for grades, because they will not have
them.
Academic Assistance: I am happy to assist you on specific problems. Don't send
me an e-mail saying you don't understand aldehydes and ketones. A specific question
would be: "I don't see how you got the answer to problem 4, which is a specific
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question about aldehydes." The College also has a Tutoring Center. There are some
excellent tutors available in organic chemistry. If you need help, use them!
Communications Etiquette: All of our communications are course related.
Accordingly, you should conduct yourself verbally online in exactly the same way
you behave in class when you are making oral statements. In general, treat others the
way you wish to be treated.
Special Requirements: If you have special requirements, let me know, and I will
make every effort to accommodate you. For example, if you cannot discern colors
and you prefer your PowerPoint slides and Study Notes in black and white, please
inform me by email. I will provide you with a black and white version of the study
materials. If you have established eligibility for accommodations by the College, let
me know and I will accommodate you.
Disability Support Services
Students requesting academic accommodations are required to contact the Disability
Support Services Office (M-1042) or call 301-322-0838 (voice) or 301-322-0122
(TTY) to establish eligibility for services and accommodations. Students with
documented disabilities should discuss the matter privately with the instructor at the
beginning of the semester and give the instructor a copy of their Student/Faculty
Accommodation Form.
Code of Conduct
The Prince George’s Community College Code of Conduct defines the rights and
responsibilities of students and establishes a system of procedures for dealing with
students charged with violations of the code and other rules and regulations of the
college. A student enrolling in the college assumes an obligation to conduct
himself/herself in a manner compatible with the college’s function as an educational
institution. Refer to the 2003-2005 Student Handbook, beginning on page 39, for a
complete explanation of the code of conduct, including the procedure for dealing
with disruptive student behavior.
Code of Academic Integrity
The college is an institution of higher learning that holds academic integrity as its
highest principle. In the pursuit of knowledge, the college community expects that all
students, faculty, and staff will share responsibility for adhering to the values of
honesty and unquestionable integrity. To support a community committed to
academic achievement and scholarship, the Code of Academic Integrity advances the
principle of honest representation in the work that is produced by students seeking to
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engage fully in the learning process. The complete text of the Code of Academic
Integrity will be sent to all enrolled students and posted on the college’s website.
Chapter and Exam Schedule—Smith, 3d Edition
Week Dates
1
Jan 25-Jan 27
2
Feb 01-Feb 03
Chapter and Assignments
Chapter 15 Radical Reactions
Chapter 16 Conjugation, etc.
Online HW 1: Sm2-16-03 Diels-Alder Reaction
3
Feb 08-Feb 10
Chapter 17 Benzene, etc.
Online HW 2: Sm2-17-02 Aromaticity
4
5
6
7
Feb 15-Feb 17
Feb 22
Feb 24
Mar 01
Mar 03
Mar 08-Mar 10
Chapter 18 Electrophilic Aromatic Substitution
Chapter 18 (cont’d)
Chapter 19 Carboxylic Acids, etc.
Exam 1: Chapters 15-18 (Tuesday)
Chapter 19 (cont’d)
Chapter 20 Intro to Carbonyl Chemistry
OL HW 3: Sm2-20-01 Hydride Reducing Agents
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9
10
11
Mar 15-Mar 17
Mar 22-Mar 24
Mar 29
Mar 31
Apr 05-Apr 07
Chapter 21 Aldehydes and Ketones (Nuc Addn)
Chapter 22 Acid Derivatives (Nuc Acyl Subs)
Chapter 23 Substitution Rxns at -C of C=O
Exam 2: Chapters 19-22 (Thursday)
Chapter 23 (cont’d)
Online HW 4: Sm2-23-05 Malonic Ester Synthesis
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Apr 12-Apr 14
13
Apr 15
Apr 19-Apr 21
Apr 26-Apr 28
Chapter 24 Carbonyl Condensation Rxns
Chapter 24 (cont’d)
Chapter 25 Amines
Last day to withdraw with a “W” grade
Spring Break
Chapter 25 Amines (cont’d)
OL HW 5: Sm2-25-03 Aryl Diazonium Salts
14
15
May 3
May 05
May 12
Chapter 27, Carbohydrates (Problems on CD)
Exam 3: Chapters 23-25 (Tuesday)
Chapter 28 Amino Acids and Proteins (CD Probs)
Comprehensive Final Exam: Chapters 15-25; 27-28
(11:00 am-1:00 pm, CHES 109)
Text Homework Problems:
Work the within chapter problems as you read the text. End-of-chapter
problems are NOT assigned.
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