Chem 335 - Winter 1999 - Organic Chemistry II
Portland State University - Dr. Carl C. Wamser


Daily Log

(a chronological listing of in-class activities)

March 16, 1999

Chem 336 will meet in Hoffmann Hall next term
(despite what the printed class schedule says)


March 12, 1999

Review EXAM 3

Course surveys

Final Exam study hints

Review session on Monday: 9:00 ­ 10:30 am in SB1-304


March 10, 1999

EXAM 3


March 8, 1999

Quiz 19

Chapter 19 - Aromaticity

Hückel's Rule
nonbenzenoid hydrocarbons
heterocycles
nomenclature
spectroscopy
phenols
benzylic reactivity

Looking ahead:

Tue - Review session: 9:00 ­ 10:30 am in SB1-304
Wed - EXAM 3
Fri - Course wrap-up
Mon - Review session: 9:00 ­ 10:30 am in SB1-304
Tue - FINAL EXAM


March 5, 1999

Quiz 18

Chapter 19 - Aromaticity

benzene
molecular orbitals
Hückel's Rule
nonbenzenoid hydrocarbons
heterocycles
nomenclature
spectroscopy

Mon - Quiz 19 covers to p 764

Looking ahead:

Tue - Review session
Wed - EXAM 3
Fri - Review session
Tue - FINAL EXAM


March 3, 1999

Chapter 18 - Enolates

Claisen condensations
crossed Claisen
Dieckmann condensation
decarboxylation
enamines
conjugate addition
malonic & acetoacetic ester

Looking ahead:

Fri - Quiz 18 in class
Mon - Quiz 19 in class
Tue - Review session
Wed - EXAM 3
Fri - Review session
Tue - FINAL EXAM


March 1, 1999

Quiz 17

Chapter 18 - Enolates

aldol reactions
base cat, acid cat
dehydration
crossed aldol
intramolecular aldol
directed aldol
kinetic vs. thermodynamic control

Looking ahead:

Wed - Pre-Quiz 19 due
Fri - Quiz 18 in class
Mon - Quiz 19 in class
Tue - Review session
Wed - EXAM 3
Fri - Review session
Tue - FINAL EXAM


February 26, 1999

Chapter 17 - Carboxyl Derivatives

challenge problem
interconversions of functional groups
carbon nucleophiles
reduction reactions

Chapter 18 - Enolates

enolates as nucleophiles

Looking ahead:

Mon - Quiz 17 in class
Wed - Pre-Quiz 19 due
Fri - Quiz 18 in class
Mon - Quiz 19 in class
Tue - Review session
Wed - EXAM 3
Fri - Review session


February 24, 1999

E-mail molecules #8 and #9 should be sent by e-mail toWamserC@pdx.edu

Chapter 17 - Carboxyl Derivatives

acid-base reactions
substitution reactions
interconversions of functional groups
carbon nucleophiles
reduction reactions

Looking ahead:

Fri - Pre-Quiz 18 due
Mon - Quiz 17 in class


February 22, 1999

Review EXAM

Chapter 17 - Carboxyl Derivatives

typical reactions

Looking ahead:

Pre-Quiz, Chap. 18
Quiz, Chap. 17


February 19, 1999

EXAM 2, Chapters 14 - 16


February 17, 1999

Guest lecturer: Professor Raymond Lutz

Chapter 16 question/answer
Quiz 16
Review Quiz 16

Chapter 17 - Carboxyl Derivatives

functional derivatives
nomenclature
typical reactions

Looking ahead:

Fri - EXAM 2 (Chaps 14-16)


February 15, 1999

Chapter 16 - Carboxylic Acids

reactions

Looking ahead:

Wed - Quiz 16 in class
Fri - EXAM 2 (Chaps 14-16)


February 12, 1999

Quiz 15

Chapter 16 - Carboxylic Acids

review pre-quiz 16
nomenclature
properties
acidity

Looking ahead:

Mon - Pre-Quiz 17 due
Wed - Quiz 16 in class
Fri - EXAM 2 (Chaps 14-16)


February 10, 1999

Chapter 15 - Carbonyl Compounds

alpha-substitution reactions
reduction reactions
oxidation reactions
review homework 15

Looking ahead:

Fri - Quiz 15 in class
EXAM 2 - Friday, Feb 19


February 8, 1999

Chapter 15 - Carbonyl Compounds

hemiacetals, acetals
N nucleophiles
carbon nucleophiles - Wittig reagent
Grignard syntheses
challenge problem - syntheses

Looking ahead:

Wed - Pre-Quiz 16 due
Fri - Quiz 15 in class
EXAM 2 - Friday, Feb 19


February 5, 1999

Chapter 15 - Carbonyl Compounds

nucleophilic addition reactions
hydration
hemiacetals, acetals
S nucleophiles, 1,3-dithianes
N nucleophiles
carbon nucleophiles
Grignard syntheses
oxidations and reductions

Looking ahead:

Wed - Pre-Quiz 16 due
Fri - Quiz 15 in class
EXAM 2 - Friday, Feb 19


February 3, 1999

Quiz 14

Chapter 15 - Carbonyl Compounds

carbonyl structure and properties
nomenclature
nucleophilic addition reactions
Grignard the beautiful


February 1, 1999

WebCT problems
EXAM 1 review

Chapter 14 - IR & UV Spectra

IR - vibrational spectroscopy
vibrational modes
interpreting IR spectra

UV-Vis - electronic spectroscopy
electronic transitions
photochemistry

Chapter 15 - Carbonyl Compounds

carbonyl families
structure and properties

Looking ahead:

Wed - Chapter 14 quiz in class


January 27, 1999

review Homework 13
Chapter 13 questions
Quiz 13

Chapter 14 - IR & UV Spectra

IR - vibrational spectroscopy
vibrational modes
interpreting IR spectra

UV-Vis - electronic spectroscopy
electronic transitions
photochemistry

Looking ahead:

Thu: Review session - SB1-304, 3:30 - 5:00 pm
Fri: EXAM 1 on Chapters 10-13


January 25, 1999

Chapter 13 - NMR Spectra

spin-spin splitting / coupling constants
13C NMR
interpretation of NMR spectra
practice with NMR

Looking ahead:

Wed: Quiz 13 in class
Thu: Review session - place and time TBA
Fri: EXAM 1 on Chapters 10-13


January 22, 1999

Chem 339 lab survey
no office hours today

Chapter 13 - NMR Spectra

electromagnetic radiation
molecular spectroscopy
nuclear spin states / magnetic field effects
resonance absorption / chemical shift
instrumentation
equivalent hydrogens
signal intensity / integration
chemical shifts of different Hs
spin-spin splitting / coupling constants
13C NMR
interpretation of NMR spectra

Looking ahead:

Mon: Pre-Quiz 14 due
Wed: Quiz 13 in class
Thu: Review session
Fri: EXAM 1 on Chapters 10-13


January 20, 1999

Quiz 12

Pre-Quiz 13

Chapter 13 - NMR Spectra

electromagnetic radiation
molecular spectroscopy

Looking ahead:

Mon: Pre-Quiz 14 due
Wed: Quiz 13 in class
Thu: Review session
Fri: EXAM 1 on Chapters 10-13


January 15, 1999

Quiz 11

Guest lecturer: Professor Dean Atkinson

Chapter 12 - Mass Spectrometry

structure determination

Looking ahead:

Monday is a holiday
Tuesday: E-molecule #2 due by 8:30 am
Wednesday: Pre-quiz 13 due by 8:30 am, Quiz 12 in class


January 13, 1999

Announcements:

Pre-med & pre-dent packets available Friday in NH 491
(deadline Apr. 30 for fall 2000)

ChemOffice Mac version available for trade

Chapter 11 - Ethers, Sulfides, Epoxides

reactions of ethers
reactions of sulfides
protecting groups
preparations of epoxides
reactions of epoxides

Chapter 12 - Mass Spectrometry

structure determination

Looking ahead:

Quiz 11 on Friday
Guest lecturer on Friday: Professor Dean Atkinson
Holiday next Monday
See you next Wednesday !


January 11, 1999

Quiz 10

Chapter 11 - Ethers, Sulfides, Epoxides

structure and properties
nomenclature
preparative reactions
reactions of ethers
reactions of sulfides
protecting groups
preparations of epoxides
reactions of epoxides

Looking ahead:

Pre-Quiz 12 due Wed 8:30 am
Quiz 11 on Friday
Holiday next Monday


January 8, 1999

ChemOffice (Mac), "Pushing Electrons"

Pre-Quiz 11, E-mail molecules

Chapter 10 - Alkynes

organic synthesis
retrosynthetic strategy
functional group interconversions

Chapter 11 - Ethers, Sulfides, Epoxides

structure and properties
nomenclature


January 6, 1999

Chem 337 lab info

Pre-quiz 10, E-mail molecules

Chapter 10 - Alkynes

preparations - eliminations
Hydrogenations :
catalytic
Lindlar catalyst
sodium reduction
hydroboration/protonolysis
hydroboration/oxidation
keto-enol tautomers
(sia)2BH
Addition reactions :
halogenation
hydrohalogenation
hydration
Organic synthesis :
retrosynthetic strategy
functional group interconversions


January 4, 1999

Course overview

are you in the right class?
- 331/334 lecture, labs
class syllabus / schedule
textbook / study guide
reserve library
molecular models
web pages
computer programs
Chemistry Commons
ConcepTests
e-mail molecules
discussion list

9:30 - brief survey

course objectives & expectations
levels of skills required

Chapter 10 - Alkynes

structure
nomenclature
properties
acidity
alkylation