Dowling
College
Oakdale, New
York
Fall 2002 Mon/Wed.
8:30 - 9:50 a.m.
L.
Zaikowski, Ph.D.
Associate
Professor of Chemistry
Office:
SCI 113
Phone: (631) 244-3180 (O)
ZaikowsL@Dowling.edu
Office Hours:
Mon./Wed.
9:50 - 11:20 a.m.
Organic Study Group: Hours to be announced
Required Text:
Organic Chemistry by McMurry, 5th ed. (Text
and Solutions Manual)
Pushing Electrons by Weeks, 3rd ed.
Highly
recommended: Molecular Models
Course Objectives:
To
provide students with an understanding of the fundamental principles, reactions
and mechanisms in organic chemistry.
Emphasis is placed on the underlying common themes recurrent in the
study of organic compounds, and on the relationship between structure and
reactivity. Attention is given to the
important role organic chemistry plays in biology, medicine, industry and the
environment.
Requirements:
1. Complete reading assignments and assigned
problems on time.
2. Take all quizzes and exams.
3. Attend class and be prepared to ask and
answer questions.
Grading Procedure
The
midterm and final exams count 100 points each.
Each of the five quizzes counts 20 points. The points are totalled to a maximum of 300 points and divided by
3.0 to obtain the final grade.
CHM 025 Organic
Chemistry Lecture I Fall
2002
Date |
Reading |
Topic |
|
Wed.
Sept. 4, MM |
Ch.
1.1-1.6 PE
Ch. 1 |
Historical
Context/Frontiers/Applications Structure
and Bonding |
|
Mon.
Sept. 9 |
Ch.
1.7-11 |
Hybridization |
|
Wed.
Sept. 11, MM |
Ch.
2.1-2.6 PE
Ch. 2 |
Polar
Covalent Bonds, Formal
Charges, Resonance Structures |
|
Wed.
Sept. 18, MM |
Ch.
2.7-3.1 |
Organic
acids and bases, Chemical Structures, Functional Groups |
|
Mon.
Sept. 23, MM |
Ch.
3.2-3.8 |
Quiz 1: Bonding/chemical
structures Alkanes,
Cycloalkanes |
|
Wed.
Sept. 25, MM |
Ch.
4.1-4.6 |
Quiz 2: Functional Groups Stereochem of
Alkanes/Newman Projections |
|
Mon.
Sept. 30, MM |
Ch.4.7-15 |
Conformations
of Cycloalkanes |
|
Wed.
Oct. 2, MM |
Ch.
5.1-5.6 |
Overview
of Organic Reactions Radical Chemistry |
|
Mon.
Oct. 7 |
Ch.5.7-10 |
Rate/Energy/TransitionState/Intermediates |
|
Wed.
Oct. 9, MM |
Ch.
6.1-6.7 |
Quiz 3: Energy Diagrams Structure
and Stability of Alkenes |
|
Mon.
Oct. 14, MM |
Ch.6.8-12 |
Reactivity
of Alkenes, Chem. of Vision |
|
Wed.
Oct. 16, MM |
Review Sheet |
Review |
|
Mon.
Oct. 21, MM |
|
Midterm Exam: Chapters 1-6 |
|
Wed.
Oct. 23, MM |
Chapter
7 |
Reactions
of Alkenes Organic Synthesis: Past, Present, Future |
|
Mon.
Oct. 28, MM |
Chapter
8 |
Alkynes,
enediyne antibiotics |
|
Wed.
Oct. 30 |
Workshop |
Review of
Reactions/Retrosynthetic Analysis/The Art of Organic Synthesis |
|
Mon.
Nov. 4, MM |
Ch.
9.1-9.12 |
Quiz 4: Rxns. of Alkenes/Alkynes Stereochemical
Principles/Configuration |
|
Wed.
Nov 6, MM |
Ch.
9.13-9.19 |
Fischer
Projections, Stereochemistry of Reactions, Chirality in Nature |
|
Mon.
Nov. 11, MM |
Chapter
10 |
Review of Stereochemistry/Alkyl Halides |
|
Mon.
Nov. 18, MM |
Ch.
11.1-11.9 |
Quiz 5: Stereochemistry Reactions
of Alkyl Halides(SN2 and SN1) |
|
Wed.
Nov. 20, MM |
Ch.
11.10-11.16 |
Reactions
of Alkyl Halides (E2 and E1), Synthetic
and Biological Applications |
|
Mon.
Nov. 25 |
PE p. 88-105 |
Mechanisms Workshop |
|
Wed.
Nov. 27, MM |
Ch.
14.1-14.9 |
Conjugated
Dienes Diels-Alder
Rxn. |
|
Mon.
Dec. 2 |
Ch.14.11-13 |
Ultraviolet
Spectroscopy |
|
Wed.
Dec. 4, MM |
Ch.
30.1-7 |
Molecular
Orbitals/Pericyclic Reactions |
|
Mon.
Dec. 9, MM |
p.645-652 |
Review |
|
Wed.
Dec. 11 |
|
Final Exam |
Homework Problems
Begin working in the Pushing
Electrons workbook from Day 1. Complete
Chapters 1 and 2 before the first quiz on Mon. Sept. 23!
Ch. 1: 19, 20, 21, 25, 27, 28, 29, 30, 36, 39, 41, 43, 44, 45
Ch. 2: 25, 26, 28, 29, 34, 36, 38, 39, 42, 43, 44, 46, 54, 55
Ch. 3: 23, 28, 34, 38, 42, 44, 46
Ch. 4: 25, 39, 40, 49, 50, 53, 54, 56, 57
Ch. 5: 18, 20, 23, 25, 30, 39, 41, 42
Ch. 6: 27, 30, 39, 41, 43, 44, 46, 47, 49, 51, 52
Ch. 7: 23, 24, 25, 30, 36, 39, 45, 47, 48, 53
Ch. 8: 18, 23, 28, 31, 36, 40
Ch. 9: 35, 41, 47, 49, 52, 56, 58, 59, 68, 75
Ch. 10: 21, 25, 29, 30, 32, 33, 35, 42, 43
Ch. 11: 25, 26, 30, 32, 35, 36, 40, 42, 45, 47, 52, 66
Ch. 14: 24, 26, 31, 35, 37
Ch. 30: 1, 28
Tips
1. Get an overview of the chapter by reading
the headings and summary. Read material
carefully and try to understand it (before the lecture on that material).
2. Read through the practice problems and be
sure they make sense.
3. After completing the assigned
reading, begin to work through the assigned problems. Looking at the answers before you have put
thought into it will not yield good results.
There is no substitute for working out the problems.
4. If you want to try extra problems, do the
“in-chapter” problems at the end of each section. Since they involve only material covered in a single section, you
may want to try them first if you are having difficulty with the above assigned
problems.
FACT SHEET
Students Who
Do Well:
a. learn
concepts as well as facts.
b. learn
concepts behind questions on homework and tests. (Within 3-4 days after a test
you should be able to make 90% on a similar test.)
c. attend
class every day and read text before lecture.
d. study
at least 2 hours out of class for each hour in class (min. 6 hours per
week). Reading
is not studying, it is preliminary to studying.
e. ask
questions! (These may pertain to
homework problems.)
f. consistently
devote considerable thought to homework problems.
g. learn
mechanisms and themes in order to make predictions about new reactions.
h. do
not cram a few days before the test.
Literature Abstracting CHM
025
Once during the semester you
will be required to find an article about organic chemistry that interests you
in a scientific journal. Hand in a
short paper (3 full pages) that includes the following in your own words and in
impeccable English:
1. Cover page:
title, authors, journal, volume, date, pages, your name, date, etc.
2. Purpose of the research (relevance): Why
did they do this?
3. Background (bird’s eye view): summarize the field or prior research that
makes the article possible (include references). How did they get the idea?
4. What
did the researchers do? Kinds of
experiments, mechanism of reactions, retrosynthesis, etc.
5. Observations/Data/Results: What
happened?
6. Critique/Conclusion: Include analysis and critique of
experimental method, importance of research and their findings, future
possibilities, etc. Be creative.
7. A copy of the first page of the article.
Suggested Journals:
Angewvante
Chemie
Journal
of Organic Chemistry
Journal
of the American Chemical Society
Tetrahedron
Nature
Science
Due date: