Course Outline
Organic Chemistry I - CHEM 201
University Studies
Administrative Information:
Campus: Cranbrook
Phone: 1-877-489-2687
Revised: June 2005
Program: University Studies
Days and times:
Lectures: M, Th 11:00 – 12:30
Lab Session: Th 14:00 – 18:00
Author:
Department Head:
Instructor:
Office:
Phone:
Email:
Bonnie Ann Bukwa, BSc, MSc, Ph.D.
255B
250-489-2751, Ext 417
bukwa@cotr.bc.ca
Location:
Cranbrook Campus
Dean of Instruction:
The Implementation Date
for this Outline is:
September, 2005
Required text(s):
th
Fessenden and Fessenden. Organic Chemistry. 6 ed.
Brooks/Cole
Laboratory Experiments and Worksheets for Chemistry
201. COTR
GENERAL COURSE DESCRIPTION:
CHEM 201 is an introductory course in organic chemistry including the structure and reactions of
aliphatic and aromatic hydrocarbons and their derivatives. The laboratory stresses the techniques of
preparation, purification and identification of organic compounds.
This course is designed for students seeking a degree or diploma in a field of science or technology.
It could also be suitable as an elective course for General Interest or Arts students who have
previously completed CHEM 101 and CHEM 102. Note prerequisite requirements listed below.
RELATIONSHIP TO COLLEGE PROGRAM
CHEM 201 and CHEM 202 can be used as components of an Associate of Arts (AA) or an Associate
of Science (ASc) degree at COTR
Prerequisites:
Corequisites:
CHEM 101 and CHEM 102
None
Prior Learning Assessment:
Learners may request formal recognition for prior learning, i.e. course credit, at the College of
the Rockies. However, students should be aware that a PLA designation will appear on their
transcript and the course may not then be acceptable for transfer purposes. Students should
check with the receiving institution before deciding to exercise this option.
College credit
3 Credits
Transfer Credit:
For transfers within British Columbia institutions, please visit
http://www.bccat.bc.ca/otg/index.htm
For professional associations, please visit each professional association website to determine
transfer credits.
UBC
- CHEM 203 (4) and CHEM 204 (4) if both CHEM 201 and 202
are taken
U Vic
- CHEM 231 (1 1/2)
SFU
- CHEM 281 (3)
UL
- CHEM 2500 (3)
TRU-OL - CHEM (3) & CHEM 245 (3)
UNBC
- CHEM 201 (3) & CHEM 250 (1)
OUC
- CHEM 212 (3) and CHEM 222 (3) if both CHEM 201
and 202 are taken
TRU
- CHEM 212 (3)
UCFV
- CHEM 211 (3)
TWU
- CHEM 221 (3)
AU
- CHEM 350 (3)
UBC(O) - Under Review
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LEARNING OUTCOMES:
University Studies at the College of the Rockies allow students to complete their first two years of
study towards a university degree. College students gain academic knowledge and skills in their
chosen subjects. They also cover general problem-solving and critical thinking skills. The
combination can empower them to participate as educated citizens in the economic, political, and
cultural life of their communities.
Upon the successful completion of this course, you should be able to:
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Understand the application of modern theories of chemical bonding and the various
theories of acids and bases to the prediction of stabilities and behavior of organic
molecules, ions and radicals
Recognize and name structural, geometric and stereoisomers of a wide variety of organic
compounds
Utilize a thorough understanding of the mechanisms of nucleophilic substitution,
elimination and free radical reactions to evaluate reaction feasibility and to predict product
identities
Recognize and predict the chemical and physical properties of alkanes, alkenes, alkynes,
alkyl halides, alcohols, ethers and organometallics, and apply the predictions to problems
of chemical identification and synthesis
Understand the basis of IR and UV spectroscopy and the phenomenon of color and apply
this knowledge to problems of structural determination
Perform complex problem solving involving a large number of interconnected steps.
Visualize chemical reactions occurring in 3 dimensions
Work with potentially hazardous chemicals in a safe and prudent manner
Recognize and efficiently utilize typical organic chemistry laboratory equipment without
instructor assistance
Operate delicate and expensive equipment in a confident and careful manner
Assemble and organize information obtained through experimentation so that the
information may be utilized in the future by yourself or others
This course places heavy emphasis on the application and integration of chemical
knowledge, which should assist you in developing effective problem solving skills for
application in other science courses and in your future career.
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CORE ABILITIES DEVELOPED IN THIS COURSE:
This course should help you:
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Use written and oral communication skills effectively, employing methods appropriate to
message and content.
Think clearly and critically, fusing experience, knowledge and reasoning into considered
judgement.
Identify, interpret and solve problems, effectively implementing and evaluating proposed
strategies.
Set goals and priorities in academic and personal life.
Set high performance standards.
Demonstrate initiative, motivation, and persistence to get the job done.
Comprehend and interpret detailed scientific and/or technical information from text.
Search for information in the professional literature.
Critically evaluate information for accuracy, relevance and importance.
Make generalizations (transfer knowledge and training to new situations).
Apply a variety of mathematical techniques with the degree of accuracy required to solve
problems and make decisions.
Transfer the use of mathematical strategies from one situation to another.
Work effectively with others in a laboratory situation.
Receive, comprehend and interpret a sequence of instructions.
Plan and efficiently perform a number of overlapping activities.
Use equipment requiring careful procedures.
Draw reasonable conclusions from observations.
Visualize abstract concepts.
Perform mental manipulations in 3 dimensions.
COURSE WORK:
Delivery:
3 hrs. per week lectures (2 x 1½ hr)
4 hrs. per week laboratory (single sessions)
Attendance at all laboratory sessions and exams is required. However,
arrangements can be made for documented illness or bereavement. Lecture
attendance is strongly recommended and students are responsible for all
course material covered in lecture.
Course Duration: 15 weeks (105 total course hours)
Resources:
R.J. Fessenden and J.S. Fessenden. Organic Chemistry. 6th ed. Brooks/Cole.
Laboratory Experiments and Worksheets for Chemistry 201. COTR
Safety glasses are necessary for most laboratory sessions but will be provided by the College.
A scientific calculator is required.
Reference material and recommended equipment:
Allyn and Bacon. Molecular Model Set for Organic Chemistry.
th
R.J. Fessenden and J.S. Fessenden. Solutions Manual for Organic Chemistry. 6 ed.
th
R.J. Fesenden and J.S. Fessenden. Study Guide and Additional Drill Problems for Organic Chemistry. 6 ed.
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EVALUATION AND ASSESSMENT:
% Of total grade
A passing grade (50%) is required for BOTH THE
LABORATORY AND EXAMINATION PARTS in order
to obtain a passing grade for the course.
If you pass both the laboratory and examination
portions independently, then your final mark will be
based on the following apportionment:
1. Unit I Examination
20
2. Unit II Examination
20
3. Final Examination (comprehensive)
35
4. Laboratory Reports
20
5. Laboratory Exams
5
Note: Late reports are subject to a minimum 50% penalty.
Rewrites for failed exams are not available in this course.
EXAM POLICY:
Students must attend all required scheduled exams that make up a final grade, at the appointed time
and place.
Individual instructors may accommodate for illness or personal crisis. Additional accommodation will
not be made unless a written request is sent to and approved by the appropriate Dean of Instruction
prior to the scheduled exam.
Any student who misses a scheduled exam without approval will be given a grade of “0” for the
exam.
PLAGIARISM POLICY:
Plagiarism – using the oral or written words and ideas of others without proper acknowledgment – is
an academic offense. Because plagiarism is a form of academic misconduct, students found guilty
face serious consequences. Students who are unsure of what constitutes plagiarism are advised to
consult with an instructor or to refer to section 2.4.4 in the College Policy Manual.
72
68
64
60
55
50
<49
75
71
67
63
59
54
Grade
A+
A
AB+
B
BC+
C
CD
F
A grade of "D" grants credit, but may not be sufficient as a prerequisite for sequential
courses.
Mark
(Percent)
>90
85 89
80 84
76 79
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COURSE UNITS:
UNIT OUTLINES FOR CHEM 201
TOPICS/MATERIAL COVERED
Assigned
Readings
Fessenden &
Fessenden
Chapter:
Week
UNIT I
1/2
Introduction and review: bonding, acidity/basicity, orbitals,
molecular shape, functional groups.
1, 2
3
Alkanes, structural isomers, naming.
3
4/5
Stereochemistry of alkenes, cycloalkanes, geometric isomers,
chirality.
4
Unit 1 Exam
UNIT II
6/7
Reaction mechanisms: substitution and elimination reactions,
alkyl halides.
5
8
Free radical reactions.
6
9/10
Alcohols, organometallics and synthesis.
7
11
Ethers and epoxides.
8
Unit II Exam
UNIT III
12/13
IR, UV spectroscopy, color
9.1 – 9.5
22.1 – 22.4
14
Alkenes and alkynes.
10, 16.1,
16.2a
15
Final Exam Week.
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CHEMISTRY LABORATORY SCHEDULE
Week Experiment
1
No lab session
2
Melting points and mixed melting points
3
Recrystallization
4
Distillation and determination of boiling points
5
Isomers: molecular models
6
First Laboratory Exam (2 hrs.) and Polarimetry (2 hrs.)
7
Unit I Exam (2 hrs.) and Kinetics of sucrose hydrolysis (2 hrs.)
8
Liquid-liquid extraction
9
The preparation of 1- bromobutane
10
Field trip
11
Cyclohexene from cyclohexanol
12
Unit II Exam (2 hrs.) and completion of previous experiments
13
IR and UV spectrophotometry
14
Second Laboratory Exam and tutorial for Final Exam.
15
Final Exam Week
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SPECIAL NEEDS:
Any student who feels that s/he may need accommodation for any type of disability is encouraged to
contact Access Education/Student Services Centre (489-8243, or 1-877-489-2687 local 243) in the
Access Education Centre.
Access Education may be contacted for the following needs:
• Tutorial support through peer tutoring
• Specific services for Aboriginal students
• Agency support and liaison
• Personal concerns that may interfere with academic success or college adjustment
• The Learning Centre
• The Writing Lab
COURSE/PROGRAM COSTS:
The tuition fees and any other fees such as student union fees for this course/program are
determined by the fee structure for University Studies, Career Technical, or Vocational
programs/course. For details of current tuition fees, please check current College of the Rockies
Program Guide and/or our website at www.cotr.bc.ca/registration under Fees and Refunds.
Please note that some programs/courses require students to pay equipment/lab fees; check specific
programs for details.
Please visit the College Bookstore at www.cotr.bc.ca/bookstore to view the list of textbooks and
other learning materials or tools required for the course.
FOR FURTHER INFORMATION:
You can contact your instructor: Bonnie Bukwa, 250-489-2751 local 417; E-mail bukwa@cotr.bc.ca
Department Head: Ann Rice, 250-489-2751 local 419; E-mail rice@cotr.bc.ca
Dean: Ardy Smith Miller, 250-489-2751, local 224 or direct 489-8224, E-mail smithmiller@cotr.bc.ca
COURSE CHANGES:
Information contained in this course outline is correct at the time of publication. Content of the
courses is revised on an ongoing basis to ensure relevance to changing educational, employment
and marketing needs. The instructor will endeavour to provide notice of changes to students as soon
as possible. The instructor reserves the right to add or delete material from courses. The timetable
may also be revised.
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