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CHM 234.102: Organic Chemistry I
Fall 2011
Course Instructor
Dr. Kathleen M. Halligan
Office: C-107A
Phone: 815-6872
Email: [email protected]
Office Hours: Monday: 2-3, Tuesday: 12:30-2, Wednesday: 11-12, Thursday: 12:30-2
Course web site: http://faculty.ycp.edu/~khalliga
Course Materials
1. Paula Yurkanis Bruice, “Organic Chemistry” 6th Edition, Prentice Hall, 2011, ISBN
10: 0-321-66313-6 or ISBN 13: 978-0-321-66313-9 (International edition).
2. Paula Yurkanis Bruice, “Study Guide and Solutions Manual for Organic Chemistry”
6th Edition, Prentice Hall, 2011, ISBN 10: 0-321-67682-3.
3. Molecular Visions Molecular Model Set by Darling Models, ISBN 0-9648837-1-6.
4. Colored pens and pencils are highly recommended. Please bring a few to lecture.
Course Description
This is the first of a two-semester course in organic chemistry. Topics include electronic
structure and bonding, acids and bases, introduction to organic functional groups, mass
spectrometry, Infrared spectroscopy, UV/Vis spectroscopy, 13C NMR spectroscopy,
alkanes, alkenes, stereochemistry, alkynes, multi-step synthesis, molecular orbital theory,
substitution and elimination reactions, alcohols, ethers and epoxides.
Prerequisite: Students in this course should have successfully completed CHM 136 or
CHM 146 with a grade of 2.0 or higher.
Objectives:
It is the overall intention of this course for students to learn how to apply concepts they
learn to new situations and problems by forming effective problem-solving strategies.
Additionally, students who successfully complete this course should be able to:
1. Draw organic structures and depict their orbital hybridization.
2. Predict acid and base properties for organic molecules.
3. Provide correct IUPAC names for organic compounds.
4. Predict physical properties for organic compounds.
5. Interpret and predict mass spectrometry, IR and 13C NMR data.
6. Understand how stereochemistry plays a role in reactions.
7. Design multistep syntheses using alkene, alkyne, acidic, basic, substitution,
elimination, and addition type reactions.
8. Draw mechanisms for all organic reactions discussed during the semester.
Techniques:
It would be very helpful for you to “preview” the assigned reading before lecture. The
powerpoint lecture notes will be available before class on the course website for you to
download and use during class. Although homework will not be collected and graded, it
is essential that you do as many problems as you can. Group activities and class
participation should enhance your problem-solving skills and will be used frequently
during class. We will also be using the molecular model sets regularly during lecture to
help visualize stereochemical features of organic compounds. In addition, laboratory
experiments will allow you to gain practical experience with many of the topics covered
during the course.
Attendence
It will be imperative for you to attend lecture if you plan to succeed in this course. Class
attendance however, will not be used as a grading criterion. If you are absent from class,
it will be your responsibility to make up the work you missed, get any course
announcements from the website and contact me if you have any questions concerning
the material you missed.
Examinations
There will be three in-class, 75 minute, closed-book examinations and a final
comprehensive examination. A missed exam that results from an excused absence must
be taken as soon as possible. Only under extreme circumstances will absences be
excused. If you are going to miss an exam, contact the professor in advance in order to
be excused. If the exam is not taken, it will count as a “zero.”
Quizzes
There will be seven quizzes given throughout the semester at the beginning of lecture
according to the schedule provided. You must be present to take the quiz. The lowest
quiz score will be dropped, so there will be no make up quizzes given due to an absence.
Approximately 10 minutes will be given for the quizzes.
Homework
You are encouraged to work as many problems from the textbook as you can. During
lecture, we will do example problems from worksheets and the textbook. Sometimes, we
will not get through all of the worksheet problems in class, however, you are responsible
for all of the worksheet problems. Use the Study Guide and Solutions Manual to check
your work from the textbook. I suggest that you make a serious attempt at the problems
before checking the Solutions Manual. Worksheet answer keys will be posted on the
course website after we finish them in class. You are encouraged to work in groups and
help each other out. If you have questions, please don’t hesitate to visit me during office
hours or the organic tutors in the LRC (Check the course website for their schedule).
Projects
There will be one major project and two smaller projects assigned during the semester.
The details for these projects will be discussed during lecture. The intent is to connect
what you are learning in the classroom to research and development in the real world.
Laboratory
Satisfactory completion of all lab work is required in order to pass this course. A lab
manual will be available in the York College bookstore that describes this part of the
course.
Grading
Hour Exams
Final Exam
Quizzes
Projects
Laboratory
42%
15%
10%
8%
25%
Grade
4.0
3.5
3.0
2.5
2.0
1.0
0.0
W
INC
% Points
92-100
86-91
80-85
74-79
68-73
56-67
0-55
Withdrawal (deadline is 10/28/2011)
Incomplete
Academic Integrity
York College’s mission statement stipulates that strict adherence to principles of
academic honesty is expected of all students. Therefore, academic dishonesty will not be
tolerated at York College. Academic dishonesty refers to actions such as, but not limited
to, cheating, plagiarism, fabricating research, falsifying academic documents, etc., and
includes all situations where students make use of the work of others and claim such
work as their own.
When a faculty member believes a student has committed an act of academic dishonesty,
the faculty member must inform the student in writing and then has ten business days
from that written notification to the student to report the incident to the Dean of
Academic Affairs and the Department Chair. Documentation related to instances of
academic dishonesty will be kept on file in the student’s permanent record. If the
academic dishonesty is the student’s first offense, the faculty member will have the
discretion to decide on a suitable sanction up to a grade of 0 for the course. Students are
not permitted to withdraw from a course in which they have been accused of academic
dishonesty. See the Student Handbook for More details concerning this policy.
Communication Standards
York College recognizes the importance of effective communication in all disciplines and
careers. Therefore, students are expected to competently analyze, synthesize, organize,
and articulate course material in papers, examinations and presentations. In addition,
students should know and use communication skills current to their field of study,
recognize the need for revision as part of their writing process, and employ standard
conventions of English usage in both writing and speaking. Students may be asked to
further revise assignments that do not demonstrate effective use of these communication
skills.
York College Disability Statement
If you are a student with a disability in need of classroom accommodations and have not
already registered with Linda Miller, Disability Support Services Coordinator, please
contact her at 815-1785 or [email protected] to discuss policies and procedures related
to disability services and establish the accommodations for which you are eligible.
**ALL DETAILS OF THIS SYLLABUS ARE SUBJECT TO REVISION BY THE
PROFESSOR
Schedule for CHM 234.102
Date
Topic
Aug. 30
Ch. 1: Structure and Bonding, Acids and Bases
Worksheet 1 due in class
Sept. 1
Ch. 1: continued
Sept. 6
Ch. 1: continued
Sept. 8
Ch. 2: Introduction to Organic Compounds
Sept. 13
Ch. 2: continued
Sept. 15
Quiz 1
Ch. 13: Mass Spectrometry, Infrared Spectroscopy, and UV/Vis
Sept. 20
Ch. 13 continued
Sept. 22
Ch. 13 continued
Sept. 27
Quiz 2
Ch. 13 continued
Ch. 14.19 (13C NMR Spectroscopy: Number of Signals)
Sept. 29
EXAM 1 (Chapters 1, 2, 13 and 14.19)
Oct. 4
Ch. 3: Alkenes: Structure and Nomenclature, and an Introduction to
Reactivity, Thermodynamics and Kinetics
Oct. 6
Ch 3. Continued
Oct. 11
Ch. 4: Reactions of Alkenes
Oct. 13
Quiz 3
Ch. 4 continued
Oct. 18
FALL BREAK
Oct. 20
Ch. 5: Stereochemistry: The Arrangement of Atoms in Space: The
Stereochemistry of Addition Reactions
Oct. 25
Quiz 4
Ch. 5 continued
Oct. 27
EXAM 2 (Chapters 3, 4, 5)
Nov. 1
Ch. 6: The Reactions of Alkynes, An Introduction to Multistep
Synthesis
Nov. 3
Ch. 6 continued
Nov. 8
Quiz 5
Ch. 7: Delocalized electrons and Their Effect on Stability, Reactivity,
and pKa, More about Molecular Orbital Theory
Nov. 10
Ch. 7: continued
Nov. 15
Ch. 8: Substitution Reactions of Alkyl Halides
Nov. 17
Nov. 22
Ch. 8: continued
Ch. 9 Elimination Reactions of Alkyl Halides, Competition between
Substitution and Elimination
Quiz 6
Ch. 9 continued
**Optional Rough Draft for Organic Mechanism Project is Due
Nov. 24
THANKSGIVING BREAK
Nov. 29
EXAM 3 (Chapters 6, 7,8 and 9)
Dec. 1
Ch. 10: Reactions of Alcohols, Ethers, Epoxides, Amines and Sulfurcontaining Compounds
Dec. 6
Ch. 10 continued
**Final Draft for Organic Mechanism Project is Due
Dec. 8
Quiz 7
Ch. 10 continued
Dec. 13
Jeopardy
Dec. 15
CHM 234.102 FINAL EXAM (8:00– 10:00 AM)