University of South FloridaTitle
CHM 2210 Course Syllabus

 

Research Interests
Group Members
Photo Album
Course Informat ion
Chemistry Links
Main page

 

 

 

 

 

 

 

CHM 2210, ORGANIC CHEMISTRY I
Summer I, 2001
M-Wed 8:00 a.m.

INSTRUCTOR: Dr. Kirpal S. Bisht, Office: SCA 430, Tel: 974-0350, 
                      E-mail: kbisht@chuma1.cas.usf.edu

OFFICE HOURS: TBA and by appointment
PREREQUISITE: General Chemistry I & II
TEXTS:

T. W. G. Solomons and Craig Fryhle, Organi c Chemistry, 7th Ed., John Wiley & Sons, Inc., New York, 1998.
T. W. G. Solomons and Craig Fryhle, Study guide for Organic Chemistry, 7th Ed., John Wiley & Sons, Inc., New York, 1998 (not required but good to have).
Organic Molecular model set (Not required but good to have)

CLASS:

1. Lecture - It meets three times a week (MTW). General topics with examples are first presented. 
2. Discussion - It meets o nce a week in small groups. Here, topics and problems are discussed. This is where quizzes and most alternate assignments are given. 
3. Hour Exams - Will be gi ven as indicated in the class schedule. 

PURPOSE OF THE COURSE:
Organic chemistry is one of the most interesting and practical areas of chemistry. Many of the materials we handle each day are products of organic chemistry. Living systems are also organic in nature, so organic chemistry gives a foundation for understan ding chemical reactions in living organisms. The two-course sequence (Organic I & II) is viewed as a unit and is an introduction to organic chemistry. 

Print copies of the lecture slides for this course are available form QUICK COPY

I encourage you to bring hard copies of the slides to lecture. I discourage you from believing that because you have a copy of the lecture slides class attendance would be of no additional benefit. To do well in Organic Chemistry, you must become activ ely engaged in the course. A passive attempt at learning this subject will not result in a grade you would like to receive.

PROBLEMS: 
 There is only one way to acquire an understanding of organic chemistry - solving problems. It is absolutely essential to work as many problems as possible. The problems in the text should be done as you read the chapter and the problems at the end of the chapter afterwards to reinforce your class work. One should work all the problems in each assigned chapter. Do not use the solution manual to answer questions, and only use it to check answers that you think are correct. If you cannot solve a problem, first reread the relevant part of the chapter. 

EVALUATION: 

1. Exams - There are three scheduled exams. The exams will not be multiple choice. Organic chemistry is a cumulative subject and what you learn in one chapter will be used in subsequent chapters. For this reason, tests are cumulative even though the exams will emphasize current top ics. No make-up exams will be given. If you have a valid excuse to miss an exam you must present it to me, and I will determine its validity. 
2. Quizzes - Short written quizzes will be given during the discussion sections, and one should be prepared for a quiz each week. The quizzes will be on material that has been previously covered in the lecture or reading assignments. 

GRADING: 
 Your grade will be based on three exams and the five quizzes or alternative assignments given in your discussion section. Each exam is worth 200, each quiz and alternative assignment - 10 points. 

3 Exams = 600
Quizzes and alternatives assignments = 50
_______________________
Total points = 650

In accordance with university policy, final grade will be designated as 
0-49= F
50-55= D 
56-60 = C- 
61-65 = C 
66-70 = C+ 
71-75 = B- 
76-80 = B 
81-85= B+ 
86-90 = A- 
91-95 = A 
96-100 = A 
No I grades will be given without valid, documented reasons. The University policy on incomplete grades will be followed.

ATTENDANCE POLICY:
Attendance to all class sessions is expected. If any class session is missed, it is the responsibility of the student to find out if any assignment or schedule changes were made during the missed session.

ACADEMIC HONESTY:
The use of written or oral information not provided by the instructor during an exam is considered cheating. The University policy on academic honesty will be followed.

TIPS:
I feel it is essential that you are aware of the nature of organic chemistry during the summer term of six weeks. THE PACE IS ABSOLUTELY RAPID! As a result of the rapid pace you will need to keep up everyday. I suggest the following: 

1. Briefly scan the chapter in the text before coming to the lecture. This will acquaint you with terminology, etc. 
2. Directly after the lecture atte mpt to work the problems so as to uncover difficulties. 
3. In the quiz sections you can br ing up specific problems you are having trouble with. You will have between one and two quizzes each quiz section. The first quiz will cover material given in lecture early in the week. The second quiz will cover material discussed in the quiz section of that week. I will mention in lecture what material will be covered on the quizzes for a particular week. 
4. At times during the lecture, I will have the class divide into small groups to work problems. I will then ask the groups to give the answers to the problems. 
5. Remember as you study, to alway s write out your reactions, structures and answers to the questions. Only in this way will you retain the material. Do this as you read the text also, i.e., work in-chapter problems as you read. If you can't do the problem, then -go back and read the prec eding material again. GOOD LUCK!!! 

MATERIAL TO BE EMPHASIZED IN CHM 2210 SUMMER-A: 
Chapt. 1 Carbon Compounds and Chemical Bonds
Shapes of simple molecules 
VSEPR 
Formal charges 
Shape vs. hybridization 
Polarity - dipole moment 
Chapt. 2 Representative carbon compounds
Structure of functional groups 
Forces between molecules, relationship to physical properties such as BP, etc.
Chapt. 3 An Introduction to Organic reaction
Concept of acids and bases- Lewis, Bronsted 
Relative strengths of common acids - bases 
Use of pK values to predict position of equilibrium ((G vs % composition) 
Inductive effects on acidity 
Chapt. 4 Alkanes
Sources and uses of alkanes 
Concept of constitutional isomerism 
Number of isomers for a given formula 
Nomenclature - IUPAC 
Conformational isomers (conformers) 
Gauche, staggered for butane 
Chair cyclohexane, axial-equatorial groups 
Relative stability of substituted cyclohexanes 
Cis-trans isomerism 
Corey-House synthesis 
Chapt. 5 Stereochemistry
Types of stereoisomers 
Tests for chirality (stereocenter, plane of symmetry) 
R,S designations 
Properties of enantiomers and diastereomers 
Meso compounds 
Configuration - Resolution 
Chapt. 6  Ionic Reactions
Nucleophiles 
Rate determining (limiting) step 
Energy diagrams - rates of reaction 
SN2reaction 
Rate law 
Rate sequence 
Stereochemistry 
E2 
Rate law 
Rate sequence 
Stereochernistry 
SN1E 
Rate law 
Rate sequence 
Solvent effect 
Competition between: 
SN2, E2- how to control 
E, Vs SN - Always occur together 
Stability of carbocations 
Chapt. 7 Alkenes and alkynes 
Nomenclature (E,Z) and structure 
Reactions of alkanes - Hydrogenation 
Stability 
Synthesis of alkenes E2, El 
Stereochemistry of E2 reaction 
Dehydration, product distribution 
Rearrangements, carbocation stability 
Alkynes - structure, nomenclature 
Hydrogenation ---> cis-trans alkene synthesis 
1. Dehydrohalogenation 
2. Acidity of terminal alkynes. Use in synthesis of alkynes and alkenes 
Chapt. 8 Electrophilic addition reactions of alkenes and alkynes 
1. Markovnikov's rule - Mechanistic interpretation 
2. Regiochemistry and stereochemistry of addition reactions 
a. Halogenation, stereoselective and stereospecific reactions 
b. Hydration 
c. Free radical addition - anti Markovnikov 
d. Syn additions 
3. Oxidation of alkenes 
a. Ozonolysis 
b. KMnO4 
4. 1-3 for alkynes 
5. Synthetic procedures based on reactions up to this point 
6. Chemical tests for functionality (covered in lab lecture) 
Chapt. 10 Radicals Reactions
Homolytic bond dissociation energies 
Heat of reaction-stability (structure of radicals) 
Free radical halogenation 
1. chain reactions 
2. Energetics (H Ea 
3. Rate limiting step 
4. Product distribution related to radical stability 
5. Relative reactivity of halogens 
Stereochernistry of radical reactions 
Combustion - auto oxidation-varnish 
The ozone problem 
Chapt. 11 Alcohols and ethers 
Properties, structure, nomenclatre 
Preparation of alcohols 
1. Acid catalyzed hydration 
2 . Hydroboration of alkenes 
3. NucleopHic displacement on halides 
Reactions of alcohols 
1. Acidity. Replacement of OH bond. Mesylates, tosylates SN2 reactions 
2. C-O cleavage 
alkenes, RBr, R-OR 
Epoxidation 
Diol formation - anti addition of OH 
Crown ethers - Membrane transport

NOTICE TO ALL STUDENTS:

Notice 1. In accordance with the University policy on observance of religious holy days, students are expected to notify their instructors if they intend to be absent for a class or announced examination prior to the scheduled class meeting.
Notice 2. Students are prohi bited from selling the lecture notes. 
Notice 3. The instructor wi ll keep uncollected exams/ assignments for a period of no longer than 2 weeks from the date of completion of the grading of the exam/ assignment.