CHE 2145 Organic Chemistry I
Instructor: Dr. W. D. White
Call Nos. 50245 & 50246
Organic Chemistry I
Summer 2006
CHE2145
Organic Chemistry I
Instructor:
Office No.:
CALL No. 50245, & 50246
50245 Lecture: MTWR 10:30-11:50
MC GX2
Lab Lecture MW 12:30-01:20pm
MC 644
Laboratory MW 01:30-03:20pm
MC 644
50246 Lecture: MTWR 10:30-11:50
MC GX2
Lab Lecture MW 12:30-01:20pm
MC 644
Laboratory MW 01:30-03:20pm
MC644
Division: Science and Mathematics
Office No.: MC 314
Phone No. 918-595-7334
Dr. W. D. White
Room 600
Office Hours:
M 09:00-10:20;
T 09:00-10:20;
W 09:00-10:20;
R 09:00-10:20;
03:00-04:00pm
03:00-04:00pm
03:00-04:00pm
03:00-04:00pm
Office Phone: 918-595-7261
Home Phone: n/a
email wwhite@tulsacc.edu
COURSE PRE-REQUSITE
CHE 1415 - General Chemistry II
NEXT COURSE(S) IN SEQUENCE
CHE 2244 - Organic Chemistry II
TEXTBOOK AND OTHER MATERIALS
Organic Chemistry, 8th Ed. by T. W. Graham Solomons & Craig B. Fryhle
ISBN: 0-471-41799-8
Introduction to Organic Laboratory Techniques, a Small Scale Approach, 1st Edition
ISBN 0-03-024519-2
Published by Saunders College Publishing, Harcort Brace College Publishers
Author: Pavia, Lampman, Kriz, & Engel
Calculator with log and trig. functions
Laboratory Jacket and Safety Goggles are required.
A loose leaf
notebook for laboratory reports
is recommended.
COMPUTER ASSISTED INSTRUCTOR
The web site that is available with your text book has a great deal of useful drill and
visualization aids. For the spectroscopy sections we will make extensive use of
these visual aids.
page 1
CHE 2144 Organic Chemistry I
Instructor: Dr. W. D. White
ZAP Nos. 10506 & 10507
CATALOG DESCRIPTION
Organic Chemistry I is a study of fundamental concepts of organic, structure and bonding,
reactions of principle functional groups, mechanisms, and nomenclature of hydrocarbons
and their derivatives. Laboratory emphasis is on purification, separation, synthesis,
and instrumental methods of studying organic systems. Lecture 3 hours, Laboratory
lecture 1 hour, laboratory 2 hours. Prerequisites: CHE 1415.
SAFETY CONSIDERATIONS
Because of the hazards involved in organic chemistry laboratories the student will
be required to furnish a laboratory jacket giving protection for the arms as well as
approved laboratory safety goggles. This safety equipment will be used at all times
in the laboratory.
Students must wear goggles and lab coat (jacket) in the laboratory. Students not
wearing the above will not be allowed to participate in the laboratory and will forfeit
all points associated with that laboratory exercise.
COURSE OBJECTIVES
1.
2.
The student will
structure to the
The student will
configuration or
learn the basic chemical principles that relate the molecular
chemical and physical properties of organic compounds.
learn both IUPAC and "derived" nomenclatures including absolute
three dimensional nomenclature.
3.
The student will learn reactions and mechanisms necessary for the mastery of organic
chemistry. Extensive use of synthesis pathways will be used to sharpen skills in
mastery of mechanism of reaction.
4.
The student will learn preparations of and reactions of several important functional
groups including alkenes, alkynes, alkyl halides, and alcohols.
5.
The student will learn to synthesize, separate, purify, and identify organic
compounds.
TEACHING METHODS
The lecture portion of this class will be conducted in the classical lecture and
discussion mode. To be successful the student must read the assigned material before
coming to class. The quantity of material to be learned, from the textbook as well
as outside readings is awesome, and the student must keep up.
EVALUATAION TECHMIQUES
Examinations: There will be four regular examinations during the semester. Each
examination will be assigned a value of 175 points. The first 75 points will be earned
on a take home portion of the examination and the last 100 points on an in class
examination. The final examination will be the last regular examination. The first
examination will cover chapters 1, 2, and 3. The second examination will cover chapters
4, 5, and 6. The third examination will cover chapters 7, 8, and 9. The final
examination will cover chapters 10, 11, and 12.
page 2
CHE 2145 Organic Chemistry I
Instructor: Dr. W. D. White
Call Nos. 50245 & 50246
Laboratory Reports: A report will be handed in for each experiment completed. Each
report will be graded as to the content of the report and the results of the experiment.
Each laboratory report is worth 25 points. There will also be problems from the
laboratory text that will be assigned. These will be graded separately and each
answer will have a value of one point. Points of laboratory reports will have total
points from 25 to 32 depending on the number of questions assigned.
GRADING SYSTEM
Final grades are based upon a percentage of the total points possible.
letter grades correspond to these overall percentages:
A
B
C
D
=
=
=
=
90
80
70
60
The following
- 100 %
- 90 %
- 80 %
- 70 %
No grades are dropped.
ATTENDANCE POLICY
Students are encouraged to attend class on a regular basis. There is no time
budgeted for make up laboratory exercises or examinations. If an emergency arises,
make prearrangements with the instructor.
LABORATORY REPORTS
There are three basic types of laboratory reports we will make:
1. Synthesis where a substance is made from different starting materials.
2. Extraction or purification where a substance is purified from a mixture.
3. Analysis. A sample is subjected to an instrumental or chemical analysis
to determine the composition.
These three basic types of laboratories lead to three distinct reports. These are not
formal reports in the classical sense as they will be written on a form available in the
laboratory, however they will give all of the information found in a formal report. You
will be guided in making your report by these report forms and you will not need to
write out the procedure. You will reference the procedure as presented in your
laboratory book. You should read the procedure before the class in order to perform the
laboratory exercise safely and efficiently.
page 3
CHE 2144 Organic Chemistry I
Instructor: Dr. W. D. White
ZAP Nos. 10506 & 10507
SUGGESTED PROBLEMS FROM THE TEXT
The following problems are suggested as good study material for understanding
the chapter materials in Solomons'.
Chapter 1: 15, 18, 19, 20abcd, 21, 29bcd, 31
Chapter 2: 19, 20ab, 21, 25, 27abc, 28acd, 31, 33, 34
Chapter 3: 15, 17, 19, 22, 23, 25, 27, 29, 31abc
Chapter 4: 19, 20, 24, 31, 35, 38, 39
Chapter 5: 30abcd, 33, 35abcdefgh, 37, 41, learning gp 2
Chapter 6: 13abcde, 14abc, 15abc, 16abc, 17, 18, 21abcijk, 25, 26, 28, 32a, 39
Chapter 7: 21, 22, 27, 33, 34, 35, 37
Chapter 8: 21, 23, 24, 26, 27, 31, 36, 39, 40, 42
Chapter 9: 27, 29
Chapter 10: 19, 21, 23, 24, 25
Chapter 11: 31, 32abcde, 34, 36abcdef, 42abcdefg, 45, 46
Chapter 12: 11abcde, 14, 17abcdefghijklm, 19abcd
TENTATIVE LABORATORY AGENDA
Jun
5- 6
Check In and Safety
7- 8
Experiment 7:
12-13
14-15
19-20
21-22
26-27
28-29
July
4
3- 4
5- 6
10-11
12-13
17-18
19-20
24-25
26
Acetylsalicylic Acid. Page 55. We
will do the ferric chloride test but not the
recrystallization on page 60.
We will work questions 1, 3a & b,
4, 5, and 7 page 52.
Experiment 11A Isolation of Caffeine From Tea Leaves. Page 85
We will work questions 1, 2 last part, 3, & 4
on page 89.
Complete Experiment 11A: Isolation of Caffeine From Tea Leaves.
Experiment 9: Acetaminophen. Page 70.
We will work questions 1, 3, & 4 on page 71.
Experiment 10: TLC Analysis of Analgesic Drugs. Page 73.
Experiment 12: Isopentyl Acetate (Banana Oil). Page 93. We will
do IR spectroscopy on the product.
We will work questions 1, 2, 3, 4a&b, & 5 3 bands
on page 96.
Experiment 27: Soap. Page 222.
We will work questions 1, 2, 3, 4, & 5 on page 224.
Independence Day Holliday
No lab
Experiment 28: Detergent. Page 224.
We will work questions 2, 4, & 5a&b on page 227.
Experiment 44: Benzocaine. Page 361.
We will work questions 1 IR only show carboxylic acid
and amine bands, 2, 3a&b, & 4 on page 363.
Handout: Dehydration of cyclohexanol.
We will work questions 1, 2, & 5.
Handout: Preparation of Cyclohexanone
We will work questions 1, 2, & 5.
Complete the Handout
Check in
FINAL EXAMINATION
page 4
CHE 2145 Organic Chemistry I
Instructor: Dr. W. D. White
Call Nos. 50245 & 50246
STUDENT COMPLAINTS – PROCEDURE FOR FILING
(Student Code of Conduct) “It should be noted by the student that grades are the prerogative of the instructor,
and that appeals or questions concerning assigned grades should be directed to the instructor who assigned the
grade.”
(Student Code of Conduct) “Ultimately, a complaint must be reduced to writing and signed by the complaining
party. . . . All formal complaints will be investigated within thirty (30) days by the administrative officer having
jurisdiction.”
AUTHORITY FOR STUDENT DISCIPLINE
(Student Code of Conduct) “…disciplinary actions delegated to the faculty include, but are not limited to, the
dismissal of disrespectful or disorderly students from classes and in the cases of academic dishonesty: (i) require
the student to redo an assignment or test, or require the student to complete a substitute assignment or test; (ii)
record a ‘zero’ for the assignment or test in question; (iii) recommend to the student that the student withdraw
from the class, or administratively withdraw the student from the class; and (iv) record a grade of “F” for the
student at the end of the semester.”
Types of Student Discipline (Student Code of Conduct)
The following disciplinary actions may be imposed in discipline cases at the administrative level: a) Warning,
b) Censure,
c) Disciplinary Probation, d) Restitution, e) Interim Suspension, f) Suspension, g) Dismissal, and h) Expulsion.
Student Code of Conduct
Prohibited Activities
1. Interference by any means, directly or indirectly, with functions or activities of the College or with its
educational or service programs . . . .
2. Dishonesty, such as cheating, violating the integrity of examinations, plagiarism, or knowingly
furnishing false information to the College or (its) staff.
3. Forgery, alteration, destruction, damage, or misuse of official College records, documents, identification
cards or devices.
4. Physical or verbal abuse, threats, assault, mistreatment of any person on College owned or controlled
premises . . .
5. Classroom misconduct including disruption of classes by any means. . . .
6. Theft, vandalism, defacement or damage to property of the College . . . or to the property of other
students or members of the College community.
7. Unauthorized use, entry, or occupancy of College facilities or premises.
8. (see also items 8 through 20 of the Student Code)
page 5
CHE 2144 Organic Chemistry I
Instructor: Dr. W. D. White
ZAP Nos. 10506 & 10507
The Question of Transfer
The fact that Organic Chemistry I and II must be given as 2000 level courses at TCC
has lead to bad advice at some of the state colleges. Fortunately, the State Board of
Regents for Higher Education has formulated a transfer matrix or policy that explains
transfer policy for all state schools in Oklahoma. The policy is that Organic I and II
from TCC will transfer for course content. If a plan of study lists organic chemistry,
you will not be required to take the class over, our organic chemistry will meet the
content requirement. You will need to complete a certain number of hours at 3000 level
and our courses cannot count toward that total but in general science majors will have
excess hours at 3000 level. No matter what an advisor at one of the Oklahoma colleges may
believe, the essence of the transfer is listed in answer to one of the frequently asked
questions listed at the Regent’s web site.
www.okhighered.org/student-center/transferstdnts/2006-07/0607Chemistry.pdf will take you to the part of the matrix discussing
transfers. In the questions and answers you will find the following statement.
On the next page I have copied the “matrix” for organic chemistry. This gives the
courses that are treated as “equivalent in content” and they therefore transfer.
Note that private schools can set their own transfer policies but we have had good
cooperation with private schools in general.
page 6
CHE 2145 Organic Chemistry I
Instructor: Dr. W. D. White
Call Nos. 50245 & 50246
page 7