Freshman Organic Chemistry
Fall 2002
2002
First Semester Final Exam
(pdf 164kB)
Answer Key (pdf 192kB)
First Semester Final Exam : 9-12AM Tuesday, December 17, Room 220 Dunham Lab
Review Session with Prof. McBride, Sunday, December 15, 7-9 PM, 116 WLH
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
Potential Energy Surface : Overview on Equilibrium and Kinetics
Lecture
Slides on Thermodynamics
December 2-4, 2002 (Powerpoint 2.2 MB)
Stereochemical Nomenclature: Cahn-Ingold-Prelog
Thalidomide/Ritalin
Chiral Switch
(note
PROBLEMS at end of
page)
van't Hoff's Tetrahedral Carbon (configuration) (1875)
Kolbe's Criticism of van't Hoff (1877)
Fischer on Models and the Fischer Projection (1891)
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("Not Questions" would not be on the exam this year either because we have already tested the material or have not quite yet gotten to it) |
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(Not Question 3) |
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(Not Questions 1,2,5) |
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(Not Question 6) |
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(Not Questions 2, 10, 11, parts c&d of 6, nor Bijvoet, Pasteur, van't Hoff, and Fischer in 8) |
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Don't feel compelled to look at all of
them.
Clicking below should automatically download the
corresponding .hqx file and unstuff it (using Stuffit
Expander)
You may learn more by making up your own
molecules
Don't feel compelled to look at all of
them.
(To save one of these files onto your computer, right-click
on it and choose 'Save target as')
You may learn more by making up your own
molecules
Note: the topics with three red stars *** will NOT be on Wednesday's Exam
You can get an almost perfect grade knowing nothing more than was presented in class or was explicitly assigned (as for example the Chem3D problem set).
Energies: Choice of Zero and Chupka's Heat of Atomization of Carbon
Chem
3D homework (due Monday, Nov. 11)
Strain
Energy in Butane
Non-Spherical
Bromine
Textbook: Nomenclature in Ch. 3 (3.5-3.6), Conformation Ch. 5, part
of Ch. 6 (6.4-6.5)
1869-1880 Configuration
"Arrangement of Atoms in Space"
Paternò's
Tetrahedral Carbons (1869)
Lieben
to Paternò on Atoms in Space (1869)
Koerner
Proves 6-fold Symmetry of Benzene (1869)
***
van't
Hoff's Tetrahedral Carbon (configuration)
(1875)
*** Kolbe's
Criticism of van't Hoff (1877)
1885- Conformation
"Strain"
Baeyer
Proposes Strain Theory (1885)
Sachse
Identifies Conformational Isomers; Baeyer
objects (1890-93)
*** Fischer
on Models and the Fischer Projection
(1891)
Mohr
Vindicates Sachse (1918)
Lecture Slides 11/04/02 (PowerPoint 100kB)
Lecture Slides 11/01/02 (PowerPoint 0.6MB)
1858-1860s Constitution
"Nature and Sequence of Bonds"
Couper
On a New Chemical Theory
(1858)
Kekulé
on the Superiority of his Sausage Formulae
(1865)
Other
Molecular Diagrams and Models (mid 1860s)
Cannizzaro
on Models
(1872)
Lecture Slides 10/30/02 (PowerPoint 1.6MB)
Lecture Slides 10/28/02 (PowerPoint 1.6MB)
1828-1851 Isomerism
Radical (Dualistic) vs. Type (Unitary, Substitution)
Theory
Wöhler/Berzelius
Letters about Urea
(1828)
Wöhler's
Urea Paper
(analysis and isomerism preview)
(1828)
Berzelius
Coins the Term Isomeric
(1830)
Wöhler/Berzelius
on Liebig, Isomerism, & Organic
Chemistry
(1830-35)
Wöhler/Liebig
Discovery of Benzoyl Radical
(by
analysis)
(1832)
Dumas's
Panegyric on the Radical Theory
(1837)
Simple
Alkane Etymology
Wöhler's
Spoof of the Type Theory (1840)
Competing
Views of Organic Chemistry (~1851)
Lecture Slides 10/25/02 (PowerPoint 676KB)
Answer Key for 2nd Hour Exam (PDF)
Why
we study chemical history
Prerevolutionary
contributions - Scheele
Lavoisier & the Chemical Revolution:
Analysis
(Questions for Monday, Oct. 28,
indicated by
*)
Portrait
(note the problem re. Fig. 10)
Preface
(1789)
Elements
& Oxidation
*2
How
to determine Gas Density
Calorimeter
*4
Combustion
of Phosphorus and Carbon
*4
Quantitative
Chemical "Formulae"
*4
Improving Lab Equipment
Combustion
Analysis
Lavoisier/Prout/Liebig/Dumas
(1788-1841)
Liebig's
Kaliapparat and the etymology of K and
Na
(1831)
***
Distillation
and the "Liebig" Condenser
(1771)
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Visitors who want to see last year's final web site should click here |
Help Available from Chem 125 Alum Volunteers (available only from IP addresses in Yale domain)
The first subject of the course is how we know about the existence of atoms, molecules, bonds and the role of authority in science. To begin we will contrast two erroneous treatments of atomic and molecular structure at the turn of the last century. One of them is by two great scientists G. N. Lewis (Lewis dot structures) and J. J. Thomson (discoverer of the electron). The other is by "clairvoyant" frauds.
You may enjoy reading some of the web material in preparation for the lectures:
Seeing Atoms with the Mind's Eye
Lecture Slides 9/4/02 (PowerPoint)
Lecture Slides 9/6/02 (PowerPoint)
Lecture Slides 9/9/02 (PowerPoint)
Sample questions on Early Topics (pdf file)
read SPM web page and begin X-Ray Diffraction
Diffraction examples from lecture demonstration
Leslie
Leiserowitz on his Triene (Transcript
16K)
Leiserowitz Quicktime Movie
(160 x 120, 5.6 Meg) or (240
x 180, 10.3 Meg)
Jack Dunitz on
the C-F Difference Density (Transcript
12K)
Dunitz Quicktime Movie (160
x 120, 6.2 MB) or (240 x 180,
11.2 MB)
Erwin Meets Goldilocks (problem set)
Quantum Mechanics II-V (thru 1-electron atoms)
Sample questions for first hour exam
Last Year's First Exam (PDF)
Answer Key for Last Year's First Exam (PDF 772K)
Lecture Slides 9/20/02 (PowerPoint)
Sample Questions on Functional Group Nomenclature (PDF)
Sample Quantum Mechanics Questions (PDF)
First Hour Exam (PDF)
Answer Key for First Hour Exam (PDF)
Energy Scales and Correlation Energy
Viewing Orbitals with MacSpartanPlus
Orbitals of:
LUMO Analogies (elimination from C2H5X)
Where should R2C=O be attacked? (Bürgi-Dunitz Angle)
3-Center "Electron-Deficient" "Y" Bonds
[Textbook pp. 161-163, also B2H6
& (CH3Li)4
• OMe2]
Intramolecular HOMO/LUMO mixing and "Resonance"
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10/23/01 Revised Answer Key to 2nd Hour Exam (PDF) ... (or as a Microsoft Word file)
Energy and Maxwell Distribution
Stereochemical Nomenclature: Cahn-Ingold-Prelog
Thalidomide/Ritalin Chiral Switch
Overview on Equilibrium and Kinetics
Free Radicals and Rate Determining Step
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