Freshman
Organic Chemistry
Fall 2008
Lecture transcripts, audio, and video files from Fall 2008 are available for viewing and downloading by clicking here (Open Yale Courses)
Material for First Quarter of the Fall Semester 2008
Material for Second Quarter of the Fall Semester 2008
Material for Third Quarter of the Fall Semester 2008
Material for Fourth Quarter of the Fall Semester 2008
(Discussion Sections) (Exams & Grading)
Samuel Pepys and Isaac Newton - How might they do in Chem 125?
You may work in groups of up to 6 to prepare a group hard copy or e-mail submission (with the names of all participants on it).
Lecture 2 (9/5/08) Viewing InstructionsDealing
with Graphs - Lesson 1
Drill
on multidimensional plotting
(you
don't need to turn the
problems in, but you should know how to do them)
answer key
Functional
Group Table
Seeing
Atoms with Clairvoyance (relevant, but not assigned reading)
If
you're
skeptical that Crookes really believed in psychic pheomena, click here
(also not assigned, just for the curious)
SPM
web page
A humorous question
related to the smallness
of atoms
It will be VERY helpful to read ahead on the x-ray page
Lecture
5 (9/12/08) Viewing
Instructions
(ppt) or (mov)
(Wiki)
(Fall 2009 ppt audio )
( light
and seeing by wave
interference, x-ray diffraction, molecular and lattice
diffraction )
Diffraction examples from lecture demonstration
Lecture
6 (9/15/08) Viewing
Instructions
(ppt) or
(mov)
(Wiki)
(Fall 2009 ppt audio )
(understanding
molecular and lattice
diffraction, Franklin's DNA; e-density maps, difference
maps and bonding)
Leslie
Leiserowitz on his Triene (Transcript 16K)
Leiserowitz Quicktime Movie
(160 x 120, 5.6 Meg) or (240
x 180, 10.3 Meg)
Filip will demonstrate the use of Erwin Meets Goldilocks at the Thursday discussion section. This program will help you develop a quantum mechanical intuition. You will be doing the relevant problem set in self-selected groups. Be sure that at least one representative from your group (or someone else who is willing to help you) attends the demonstration session. Bring your laptop to the session. It would help if you download the Applet ahead of time. |
thanks to Yoonjoo Lee |
Chladni Figure Short Movie (Quicktime - 3MB)
4 Chladni Figures (Quicktime - 9.5 MB)
Quantum Mechanics V: H-like Atoms & problem set
Problems
for Wednesday, September 24 :
If you
are have difficulty with why r2 is
sometimes used to multiply Ψ2
in
discussing electron distribution,
you might try these optional
problems from a previous year and discuss them with friends
or TAs.
Sample questions for first hour exam
Sample Quantum Mechanics Questions (PDF)
Sample questions on Early Topics (pdf file)
First Hour Exam 2008 (pdf) First Hour Exam 2008 Answer Key(pdf)
The
first exam papers will be returned in class on Monday, 9/29. The class average was very good (80.0) with 1/3 of the scores greater than 85 and 2/3 of the scores greater than 76. Congratulations, you seem to be learning a lot! You can check your own points, both by question and total, using Post'em on ClassesV2. If you have questions about the grading, consult the answer key (above) first, and then speak to the grader of the relevant question (1-5, Schley; 6-8, McBride; 9-11, Kolundzic). The "letter grades" posted there are of course almost insignificant, because they represent such a small, preliminary portion of the grading for the semester. But the course content is cumulative, so it can be helpful to see where you stand thus far, and whether it is important to be sure you're not falling behind. There is plenty of help available from the teaching staff. 5/6 of the semester scoring is still to come, so it's way too early either to despair or to become self-satisfied. The plot to the right from year before last shows that the first exam score was not a great predictor of semester total. There is some correlation, but it is easy by working (or not) to move up (or down) by a letter grade. |
Lecture 11
(9/29/08) Viewing
Instructions
(ppt) or (mov) (Wiki)
(Fall 2009 ppt audio )
(2-electrons,
Zeff,
SCF,
"Correlation Energy", Energy Magnitudes; Orbital
Shapes, "Plum-Pudding" molecular orbitals)
Quantum
Mechanics VI-VII
(orbitals for several electrons, hybridization)
Quantum
Mechanics VIII-IX
(molecular orbitals; HOMOs and LUMOs for functional groups)
H-H Bonding
C-C
Overlap and Hybridization
Lecture 13 (10/3/08) Viewing
Instructions
(ppt) or
(mov)
(how to use these files) (Wiki)
(Fall 2009 ppt audio )
(C-C
Overlap, Overlap
& Energy, Newton's Grail;
Energy-Match, H2 vs. HF)
Lecture 14 (10/6/08) Viewing
Instructions
(ppt) or
(mov) (Wiki)
(Fall 2009 ppt audio )
(XH3:
IR, ESR, CF3; Goals)
XH3 (contact with reality)
Lecture 15 (10/8/08) Viewing
Instructions
(ppt) or
(mov) (Wiki)
(Fall 2009 ppt audio )
(Pathological
Bonds; BH3
and
local bonds; Which
mixings are important?; Acid-Base Theory; What makes HOMO high, LUMO
low?)
BH3,
an Example of an MO Computation & an Apology for Local Bonds
Note: the pictures on this page are fun to look at, but
don't
worry too much about the verbal content,
unless you can't sleep because we use local bond analysis instead of
the MOs that computers find.
MO
Interactions, which ones count? (HOMO/LUMO)
Lecture 16 (10/10/08) Viewing
Instructions
(ppt) or (mov) (Wiki)
(Fall 2009 ppt audio )
(What
makes HOMO high, LUMO
low? B2H6; HF LUMO; Acid-Base
- SN2 - E2 LUMO Analogies)
Orbital
Shape
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Lecture 17 (10/13/08) Viewing
Instructions
(ppt) or (mov) (Wiki)
(Fall 2009 ppt audio )
(Acid-Base
- SN2 - E2 LUMO Analogies; Make &
Break; N2H4
Synthesis;
Four
Functional Groups: Carbonyl)
LUMO Analogies (elimination
from C2H5X)
Intramolecular HOMO/LUMO mixing and
"Resonance"
3-Center
"Electron-Deficient" "Y" Bonds
[ B2H6
& (CH3Li)4
•4 OMe2]
History
(how humans actually
learned about organic chemistry)
2nd Hour Exam 2007 (PDF) | 2nd Hour Exam 2007 Answers (PDF) |
2nd Hour Exam 2006 (PDF) | 2nd Hour Exam 2006 Answers (PDF) |
2nd Hour Exam 2005 (PDF) | 2nd Hour Exam 2005 Answers |
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2nd Hour Exam 2003 (pdf) | 2nd Hour Exam 2003 Answer Key (pdf) |
2nd Hour Exam 2002 (Word)... (PDF) | Answers to 2002 2nd Exam (Word)... (PDF) |
2nd Hour Exam 2000 (Word) | Answers to 2000 2nd Exam |
2nd Hour Exam 1999 (web page) | (answers at end) |
2nd Hour Exam from 1998 (Word) | Answers to 1998 2nd Exam |
Material for 3rd Quarter of First Semester 2008
Lecture 20 (10/22/08) Viewing
Instructions
(ppt) or
(mov)
(Wiki)
(Fall 2009 ppt audio )
(
Lavoisier: Analysis & Bookkeeping; Dalton: Atoms &
Proportions;
Berzelius: Symbols & Analysis; Gay-Lussac Volumes)
Lavoisier & the Chemical Revolution: Analysis
(14 Questions for Friday indicated by * below. You may work in small groups)
Portrait (we discussed the problem re. Fig. 10 in class, you need not turn it in)
Lecture 21 (10/24/08) Viewing
Instructions
(ppt) or (mov) (Wiki)
(Fall 2009 ppt audio )
(Mitscherlich
As/P ratio; Berzelius: Analysis, Electrolysis
& Dualism; Woehler & Urea; Isomerism; Liebig Analysis)
Combustion Analysis Lavoisier/Prout/Liebig/Dumas (1788-1841)
Note: problems for Wednesday (on web pagess with red years 1828 and 1832 below)
Liebig's Kaliapparat and
the etymology of
K and Na
(1831)
Distillation and the
"Liebig"
Condenser (1771)
1828-1851 Isomerism
Radical (Dualistic) vs.
Type (Unitary, Substitution) Theory
Note Problems for Moday on Frame 7
1869-1880 Configuration3rd
Hour Exam 2004 (pdf) .....
3rd
Hour Exam 2004 Answer Key (pdf)
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Exam Score Statistics | Mean | 1/3 of scores > | 2/3 of scores > |
3rd Exam | 76.7 | 86 | 71 |
Sum of 3 Exams | 229.9 | 247 | 219 |
Thalidomide/Ritalin
Chiral Switch
(Stereo
Viewing
this is optional, ask if you're interested)
1885-
Conformation
"Strain"
Lecture 33 (12/1/08) Viewing
Instructions
(ppt) or (mov) (Wiki)
(Fall 2009 ppt audio )
(Mohr's
Drawings of c-Hexane; Barton's Conformational Analysis; Ring Flips;
Rotational Barriers; Strain Energy and Molecular Mechanics; Axial
vs. Equatorial Energy; Ring Relaxation; Molecular Mechanics vs.
Quantum)
Lecture 34 (12/3/08) Viewing
Instructions
(ppt) or
(mov) (Wiki)
(Guest
Lecture on Stereospecific Catalysis by Barry Sharpless; Molecular
Mechanics of cyclobutane and cyclopentane puckering)
Lecture 35 (12/5/08) Viewing
Instructions
(ppt) or (mov) (Wiki)
(Molecular
Mechanics vs.
Quantum; Generic Geometries and CSD; Energy Models; Heat of Formation;
Average Bond Energies; ΔHatomCarbon)
Lecture 36 (12/8/08) Viewing Instructions
(ppt) or (mov)
(Wiki)
(ΔHatomCarbon;
"effects" in ketone-enol equilibrium; Statistics
and Equilibrium)
Energy
Energies: Choice of Zero and Chupka's Heat of Atomization of Carbon
Relevant websites:
Boltzmann
Distribution
Distributions
- Maxwell to Bush (powerpoint) (marginal
relevance)
Entropy
& Disorder Riddle
Multiparticle
Trajectories
(Interesting, but only marginally relevant this year)
Kinetics Overview
(background, with link to potential energy surface)
Eyring
Surface for H3
McBride
Review Session: 8-10 pm Monday, December 15, Room 116 WLH
First Semester Final Exam
9
AM Wednesday, December 17
Davies
Auditorium
(Basement
of Becton
Center next to SSS)
Previous
Fall Final Examinations:
Note:
Some
previous
exams covered a
few additional topics that we did not cover this year. You are
responsible
only for what was presented in lecture this year and for assigned
reading and
problems.
1999 First Semester Final
Exam
(pdf 128kB) and Answer
Key
(pdf 68kB)
2000
First Semester Final Exam
(pdf 180kB) and Answer Key (pdf 48kB)
2001 First Semester Final
Exam
(pdf 180kB) and Answer
Key
(pdf 220kB)
Supplemental information for above:
Resonance Structures
ProtonatedMeOHLUMO
2002 First Semester Final
Exam
(pdf
164kB) Answer
Key
(pdf 192kB)
2003
First Semester Final Exam (pdf 380kB)
(sorry no answer key)
2004
First Semester Final Exam
2005
First Semester Final Exam (sorry
no answer key)
2006 First Semester Final Exam Answer Key
2007 First Semester Final Exam Answer KeyMaterial for First Quarter of the Fall Semester 2008
Material for Second Quarter of the Fall Semester 2008
Material for Third Quarter of the Fall Semester 2008
Material for Fourth Quarter of the Fall Semester 2008
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