HomeMy WebLinkAboutCHM-260 1
Bergen Community College
Division of Mathematics, Science and Technology
Department of Physical Sciences
Master Course Syllabus
CHM 260 Organic Chemistry I
Semester and year:
Course Number:
Meeting Times and Locations:
Instructor:
Office Location:
Phone:
Office Hours:
Email Address:
COURSE DESCRIPTION: Organic Chemistry I is a study of the fundamental classes of
organic compounds, with emphasis on the relationship of structure and reactivity. Electronic
theory, energy relationships, stereochemistry, and reaction mechanisms are used to explain
reactivity. Molecular modeling is emphasized, particularly with respect to electrostatic potential
maps. Practical applications, including syntheses, are studied and carried out in the laboratory.
Instrumentation such as IR, NMR, and GC/MS are routinely used as qualitative and quantitative
tools.
CREDITS/HOURS: 4 credits/ 6 hours
PREREQUISITES: CHM-240 and CHM-241
GENERAL EDUCATION COURSE: No
TEXTBOOK: Organic Chemistry, 3rd Edition; D. Klein; John Wiley & Sons, New Jersey,
2017.
LABORATORY MANUAL: Laboratory Manual for Organic Chemistry I, CHM 260 BCC,
Signature Series, Cengage Learning, ISBN is 13: 9781285223339 or ISBN 10: 1285223330
MOLECULAR MODEL SET: Darling Molecular Model Set, or other similar model set for
Organic chemistry
COURSE CONTENT (Lecture):
1. A Review of General Chemistry: Electrons, Bonds, and Molecular Properties.
2. Molecular Representations.
3. Acids and Bases.
4. Alkanes and cycloalkanes.
5. Stereoisomerism.
6. Chemical reactivity and Mechanisms
7. Alkyl halides: Nucleophilic Substitution and Elimination Reactions
8. Addition Reactions of Alkenes
9. Alkynes
10. Radical Reactions
11. Synthesis
12. Alcohols and Phenols
13. Ethers and Epoxides; Thiols and Sulfides
14. Infrared Spectroscopy and Mass Spectrometry
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COURSE CONTENT (Laboratory):
Chemistry laboratory safety
Chemistry laboratory small scale techniques
Use of a variety of sophisticated instrumentation ( IR, GC/MS, refractometer)
Experiments that emphasize the topics contained in the lecture. A detailed list of experiments is
found on the last page of this syllabus
Laboratory report writing
Molecular modeling
SAMPLE LECTURE AND EXAMINATION SCHEDULE:*
Class Lecture Time Slot
1. Chapter 1
2. Chapter 1
3. Chapter 2
4. Chapter 2-3
5. Chapter 3-4
6. Chapter 4
7. Unit Exam 1 on Chapters 1-4
8. Chapter 5
9. Chapter 5
10. Chapter 6
11. Chapter 6
12. Chapter 7
13. Chapter 7
14. Unit Exam 2 on Chapters 5-7
15. Chapter 8
16. Chapter 8
17. Chapter 9
18. Chapter 9
19. Chapter 10
20. Chapter 10
21. Chapter 10
22. Unit Exam 3 on Chapters 8-10
23. Chapter 11
24. Chapter 11-12
25. Chapter 12
26. Chapter 12-13
27. Chapter 13-14
28. Chapter 14
29. Unit Exam 4 on Chapters 11-14
30. Final Exam (Comprehensive)
*A three or four exam schedule may be adopted at the discretion of the instructor.
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SAMPLE LABORATORY SCHEDULE:*
Class Lab Time Slot Title Duration
1. Misc 0213 Chemical Literature 1 Week
2. Tech 0701 Measuring Melting Points of Compounds &
Mixtures
1 Week
3. Tech 0703 Purifying Acetanilide by Recrystallization 1 Week
4. Tech 0704 Separating by Distillation 1 Week
5. Modl 2003 Introduction to Molecular Modeling 1 Week
6. Reac 0714 Studying Nucleophilic Substitution reactions ½ Weeks
7. Synt 0740 Preparing Ethanol by Fermentation 1½ Weeks
8. Tech 2096 Isolation of Caffeine 2 Weeks
9. Synt 0746 Acetaminophen 2 Weeks
10. Reac 0712 Dehydrating C yclohexanol 1 Week
11. Tech 2157 Isopentyl Acetate 2 Weeks
12. Synt 0745 Synthesizing Aspirin 1 Week
* Faculty should schedule no fewer than 14 weeks of laboratory work from the list of laboratory
experiments above.
SAMPLE GRADING POLICY:*
Option A**
Unit Examinations (all 4) 57.1%
Final Examinations (Comprehensive) 14.3%
Laboratory Assignments 28.6%
Option B***
Unit Examinations (Best 3 out of 4) 42.8%
Final Examinations (Comprehensive) 28.6%
Laboratory Assignments 28.6%
*A three or four exam schedule may be adopted at the discretion of the instructor.
**Grade Option A is used when the Final Examination is the lowest grade and all four Unit
Examination are taken.
***Grade Option B is used when a student fails to take a Unit Examination for any reason or if a
Unit Examination is the lowest grade. Then that Unit Examination is then dropped from the final
grade. THERE ARE NO MAKE UP EXAMINATIONS.
Laboratory Experiment Grade:
11 Labs Session @ 18 Points each 198
On time Assignments 002
Total 200
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THERE ARE NO MAKEUP LABORATORIES.
Lab or Examination Score Point Value Letter Grade
100 – 90 4.0 A (90 is always an A)
90 – 85 3.5 B+ (85 is always a B+)
85 – 80 3.0 B (80 is always a B)
80 – 75 2.5 C+ (75 is always a C+)
75 – 70 2.0 C (70 is always a C)
70 – 60 1.0 D (60 is always a D)
60 – 0 0.0 F
1. There will be no make-up exams or labs. Any labs or exams missed will be assigned a grade
of zero.
2. Any student caught cheating (including using unauthorized formula sheets of any kind) will
receive a grade of zero on that particular examination or lab. That zero cannot be replaced by
any other examination grade or extra work. Students should read the Bergen Community
College Statement on Academic Integrity as found in the college catalog
3. Written lab reports are required. The specific format to follow will be determined by the
individual instructor. Students will be required to keep a lab notebook. Laboratory reports in
format discussed in the lab are due one week after the completion of the experiment. Late lab
reports (up to one week only) will only receive a grade of 50% of the earned score.
4. In order to receive a passing grade in CHM-260 a student must obtain a passing grade in
both the lecture and laboratory parts of this course.
5. Instructors may make small modifications to the grading policy and/or grading scheme.
STUDENT LEARNING OBJECTIVES & ASSESSMENT MEASURES:
OBJECTIVES: Upon successful
completion, the student will be able to:
MEANS OF ASSESSMENT: This outcome will be
measured by one or more of the following:
1. Assess the reactivity of molecules using
structure, bonding, and stereochemistry.
1. Assessment will be based on appropriate exam and
quiz questions, explanation of the results of laboratory
experiments, molecular modeling, and homework
questions from the text and from the instructor’s problem
sheets.
2. Explain the outcome of a reaction using
reaction mechanisms.
2. Assessment will be based on appropriate exam and
quiz questions, explanation of the results of laboratory
experiments, molecular modeling, and homework
questions from the text and from the instructor’s problem
sheets.
3. Describe the reactions of alkanes, alkenes,
and alkynes.
3. Assessment will be based on appropriate exam and
quiz questions, explanation of the results of laboratory
experiments, and homework questions from the text and
from the instructor’s problem sheets.
4. Use spectroscopy to determine the
structure of organic molecules.
4. Assessment will be based on appropriate exam and
quiz questions, and explanation of the results of
laboratory experiments. Compounds synthesized in the
laboratory will be routinely characterized by the student
using IR spectroscopy and GC/MS.
5. Use important laboratory techniques to
purify and characterize organic compounds.
5. Students will be evaluated by instructor observation of
how well the student performs distillation, crystallization,
and other laboratory techniques in the laboratory.
5
6. Employ molecular modeling to study
energy relationships between molecules of
similar structure.
6. Students will be evaluated by the instructor in their
use of molecular modeling (Spartan) software and by
their explanation of results in lab reports.
7. Use electrostatic potential maps to
emphasize the electrophilic/nucleophilic
character of functional groups.
7. Students will be evaluated by the instructor in their
use of molecular modeling (Spartan) software and by
their explanation of results in lab reports.
8. Demonstrate proficiency in using available
instrumentation in laboratory experiments. Students will be
evaluated by the instructor in the laboratory in their use of
TLC, GC/MS, UV and IR instrumentation.
8. Students will also be evaluated through
the grading of their laboratory reports.
9. Write laboratory reports that conform to
accepted technical writing protocols.
9. Students will be evaluated by the quality of their
laboratory reports.
10. Students will learn to practice critical
thinking skills and apply them to both material
presented in lecture and the analysis of data
generated in the lab.
10. Students will be evaluated by observation in the
laboratory and analysis of experimental results.
Assessment will also be based upon performance on
exam questions.
At the discretion of the instructor, assessment measures may be somewhat modified.
SUPPLEMENTARY READINGS / MATERIALS:
1. Organic Chemistry, Structure and Function; K. Peter C. Vollhart and Neil Schore; 6th
Edition; W.H. Freeman & Company; New York, 2016.
2. A Microscale Approach to Organic Laboratory Techniques 5th Edition; Donald L. Pavia,
Gary M. Lampman, George S. Kriz, Randall G. Engel; Brooks/Cole, CA, 2013
3. Macroscale and Microscale Organic Experiments, 7th Edition; Kenneth L. Williamson,
Robert Minard and Katherine M. Masters; Houghton Mifflin Company; New York, 2017
(expected).
4. Spectrometric Identification of Organic Compounds, 8th edition, Robert M. Silverstein,
Francis X. Webster, David Kiemle; David L. Bryce; John Wiley and Sons; New York,
2015.
5. Organic Chemistry, 9th edition; Leroy Wade; Jan Williams Simek; Pearson, IL, 2017
6. Organic Chemistry 9th edition; John McMurry; Cengage Learning; Boston, 2016
7. Organic Chemistry 8th edition; Paula Yurkanis Bruice; Pearson NJ; 2016
OTHER REQUIREMENTS:
A scientific calculator is required. Cell phones cannot be used for calculations during examinations.
Safety glasses or goggles are available in the laboratory and must be worn at all times in lab. A student is
free to purchase their own pair of safety glasses or goggles for personal use.
ATTENDANCE/LATENESS POLICY:
All students are expected to attend punctually every scheduled meeting of each cou rse in which they are registered.
If a student is absent, s/he is responsible for learning the material covered, including homework assignments and any
handouts. Small study groups to review lecture and homework material are usually found to be helpful. Attendance
and lateness policies and sanctions are to be determined by the instructor for each section of each course. These will
be established in writing on the individual course outline. Attendance will be kept by the instructor for
administrative and counseling purposes.
OTHER POLICIES:
Electronic Devices: The use of portable electronic devices such as pagers and cell phones is not permitted while
class is in session. Please silence these devices before entering class.
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STUDENT AND FACULTY SUPPORT SERVICES:
1. Students experiencing difficulty with the arithmetic or problem solving aspects of this course should acquaint
themselves with the services of the Tutoring Center and Smarthinking.
2. The BCC Library provides extensive support services for stude nt research.
3. Faculty office hours may be a productive vehicle for assistance in understanding the course material.
4. Bergen Community College aims to create inclusive learning environments where all students have maximum
opportunities for success. Any student who feels he or she may need an accommodation based on the impact of
a disability should contact the Office of Specialized Services at 201-612-5269 or via email at
ossinfo@bergen.edu for assistance.
FACULTY ABSENCE PROCEDURE:
A daily listing of cancelled classes will appear in a glass case near the main corridor on the first floor. Another such
listing will appear in a glass case in Ender Hall. Students can consult these cases before going to class. If students
find a class cancelled which has not been listed, they should report this to the Divisional Dean’s Office, A304, or the
Evening Office C107. A listing of a faculty member’s absence is available on line.
BCC Gen Ed Goals
CHM 260 Organic Chemistry I
Gen Ed Goals Student Learning Objective
1. Scientific Knowledge & Reasoning 1,2,3, 10
2. Society & Human Behavior
3. Humanistic Prospective
4. Historical Prospective
5. Quantitative Knowledge and Skills 6,7,10
6. Written & Oral Communications 9
7. Technological Competency 4,5,8
8. Information Literacy 9
9. Global & Cultural Awareness 9
10. Ethical Prospective
CHM 260 LAB TENTATIVE SCHEDULE
WEEK NUMBER EXPERIMENT Techniques STUDENT LEARNING
OBJECTIVES
1. Misc 0213 Chemical Literature Research Techniques
Writing lab reports
5
9
2. Tech 0701 Measuring the Melting Points of
Compounds & Mixtures
Use of Mp Apparatus 5
3. Tech 0703 Purification of Acetanilide by
Recrystallization
Use Small Scale
Solubility
Decolorization
Gravity Filtration
Recrystallization
Vacuum Filtration
Use of Mp Apparatus
5
4. Tech 0704 Separation Cyclohexane & Toluene by
Distillation
Use 1/2 of Macroscale
Simple Distillation
Fractional Distillation
5
5. Modl 2003 An Introduction to Molecular Modeling Conformations of n-Butane
Substituted on alkenes
Cis & trans relative energies
1,6,7
6. Reac 0714
Synt 0740
Sn1 & Sn2 Reaction
Preparing Ethanol from Fermentation
Use Semimicro
(Rate Study Only)
Setup Fermentation
1,2,3
7. Synt 0740 Preparing Ethanol from Fermentation
Use Semimicro
Vacuum Filtration
Simple Distillation
5
7
Fractional Distillation
Density measurement
8. Tech 2096 Caffeine Isolation of an Alkaloid
Use Small Scale
Hot Water Extraction
Vacuum Filtration
Extraction
5
9. Tech 2096 Caffeine Isolation of an Alkaloid
Use Small Scale
Evaporation of solvent
Sublimation
% Yield
5
10. Synt 0746 Acetaminophen
Use Semimicro x2
Reflux
Vacuum Filtration
Recrystallization
5
11. Synt 0746 Acetaminophen
Use Semimicro x2
Mp
TLC
IR Spectroscopy
4, 8
Thanksgiving Break
12. Reac 0712 Dehydrating Cyclohexanol
Use 2 x Semimicro
Distillation
Drying Agents
Wet Tests
IR
Refractometer
4, 5, 8
13. Tech 2157 Isopentyl Acetate
(Synthesis of Banana Oil)
Use 2 x Semimicro
Mix & Reflux
Extraction
Dry
5
14. Tech 2157 Isopentyl Acetate
(Synthesis of Banana Oil)
Use 2 x Semimicro
Distillation
IR
Bp
4, 5, 8
15. Make Ups / Check out
Hold Synt 0705 Synthesis of Aspirin
Use 2 x Semimicro
Reflux
Vacuum Filtration
MP
FeCl3 Test
5
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