ORGANIC CHEMISTRY 3351

for Chemistry/Biochemistry Majors

Fall 2004, 9:00-9:50 am, EKLC E1B50

Professor Tad Koch

Office: 159 Cristol Chemistry and Biochemistry

Phone: 303-492-6193; e-mail: tad.koch@colorado.edu

Office Hours: T 1:30-2:30, Th 2:30-3:30, or by appointment

Text: Introduction to Organic Chemistry by Streitwieser, Heathcock and Kosower 4th Edition, Revised Printing 1998, Macmillan

Solutions Manual and Study Guide, 4^th Edition, Revised Printing by Bartlett and Koch

Models: Organic Chemistry Models (Molecular Design, Inc.)

Chem 3351 Recitation and Chem 3361 Laboratory must be taken concurrently

recitation times and rooms are Tue 8:00-8:50 (HLMS 263; Andrew McKenzie Andrew.mckenzie@colorado.edu) or Wed 12:00-12:50 (HLMS 255; Jordan Nafie jordan.nafie@colorado.edu)

laboratory times and rooms are MW 1:00-3:50 (EKLC M1B25) or TR 9:00-11:50 (EKLC M1B27)

Prerequisite: Chem 1131 or 1171 with a grade of C or better

Link to Undergraduate Organic Chemistry Web Site

Archive of course syllabus 2003 with examples of exams and quizzes from 2002

Schedule of Chapters and Testing

Aug. 23 Chapter 1/2: Introduction/Electronic Structure and Bonding; Problems: in-text+1,2,4,5; Focus Problems for Recitation: 2,4,5

Aug. 25 Chapter 3: Organic Structures; Problems: in-text problems + 1,2,5,8,9,12,15; Focus Problems: 5, 9f,15c

Aug. 27 Chapter 34, pp1179-1185: Introduction to Mass Spectrometry Chapter 34, problem 1; also see new chapter on mass spectrometry in Handbook for Organic Chemistry Lab and MS section of the Organic Chemistry Lab web site.

Aug. 30 Chapter 4: Organic Reactions; 2003; Problems: in-text + 3,4,6,8,10a,13; Focus Problems: 3,10a,13

Sept. 1 Free Energy Change: "Delta G"; Power Point Presentation of Free Energy Change; 2003 Quiz #1; answer key

Sept. 3 Quiz #1

Sept. 6 Labor Day Holiday

Sept. 8 Chapter 5: Alkanes; Problems: in-text+ 1,2,5,7,9,10,12,14; Focus Problems: 5, 9, 10; 2003 Quiz #2; answer key

Sept. 10 Quiz #2

Sept. 13

Sept. 15 Chapter 6: Reactions of Alkanes; Problems: in-text+ 2,4,6,9,12; Focus Problems: 2,6,12; 2003 Quiz #3; answer key

Sept. 17 Quiz #3

If you haven't made flashcards or if you don't like yours, try these from Ohio State University; however, home made is usually better.

Sept. 20 

Sept. 22 Review: 2003 exam: page 1, page 2, page 3; answer key: page 1, page 2, page 3

Sept. 23 Exam #1, 7-9:00 pm, Location: Cristol Chem 142: page 1, page 2, page 3; answers: page 1, page 2, page 3

Sept. 24 Chapter 7: Stereoisomerism

Sept. 27 Problems: in-text+ 1,2,3,4,5,8,9,12,16,17; Focus Problems: 2,3,12

Sept. 29 Some consequences of stereoisomerism; for more about thalidomide and stereochemistry

Oct. 1 Fall Break Holiday

Oct. 4 Chapter 8: Alkyl Halides and Organometallic Compounds

Oct. 6 Problems: in-text + 1,3,4,6,7,8; Focus Problems: 3,7,8; 2003 Quiz #4; answer key

Oct. 8 Quiz #4; Chapter 9: Nucleophilic Substitution

Oct. 11 Problems: in-text+1,2,3,5,6,7,8,13,16; focus 2,8,16

Oct. 13 2003 Quiz #5; answer key

Oct. 15 Quiz #5, Chapter 17, Infrared Spectroscopy; Problems: in-text (minus those involving NMR)+1,8; focus 1,8

Oct. 18 Chapter 11 in Handbook for O-Chem. Laboratory (IR Spectroscopy or web site) ("IR Tutor" software is available through the undergraduate organic lab).

Oct. 20 Review, Stereochemistry (Road Map), SN2, E2, SN1, E1 (Road Map), Alkyl halides; 2003 Exam #2: page 1, page 2, page 3; answer key: page 1, page 2, page 3

Oct. 21 Exam #2, 7-9:00 pm, Location: Cristol Chem 142: page 1, page 2, page 3; answer key: page 1, page 2, page 3.

Oct. 22 Chapter 10: Alcohols and Ethers

Oct. 25 Problems: in-text+1,2,8,9,10,11,14,17,21; focus: 9,10,21

Oct. 27 Charles Pedersen of the Du Pont Company shared the 1987 Nobel Prize in Chemistry for his discovery of crown ethers. You can view his Nobel address on the web. You may need to have Adobe Acrobat Reader open first.

Oct. 29 Chapter 11: Alkenes

Nov. 1 Problems: in-text+2,4,5,6,7,9,10,11,12,22; focus: 6,10,12

Nov. 3 2003 Quiz #6; answer key

Nov. 5 Quiz #6; 2004 Quiz #6; answer key; Chapter 13: Nuclear Magnetic Resonance Spectroscopy, NMR tutorial, IR and NMR Spectra on the web

Nov. 8 Chapter 18 in Handbook for O-Chem. Laboratory (NMR Spectroscopy)

Nov. 10 Problems: in-text+3,4,6,7,8,9,11,12,17; focus: 3,8,12; 2003 Quiz #7; answer key

Nov. 12 Quiz # 7; 2004 Quiz #7; answer key; Chapter 12: Alkynes and Nitriles

Nov. 15 Problems: in-text+3,4,5,6,7,8,9,10,17; focus: 4,8,9,17

Nov. 17 Review, Synthesis Study Sheet, IR Review, Alcohols and Alkenes, NMR page 1, page 2; 2003 Exam #3: page 1, page 2, page 3; answer key: page 1, page 2, page 3

Nov. 18 Exam #3, 7-9:00 pm, Location Cristol CHEM 142; 2004 Exam #3: page 1, page 2, page 3; answer key: page 1, page 2, page 3

Nov. 19 Chapter 14: Aldehydes and Ketones

Nov. 22 Problems: in-text+2,3,4,5,6,7,8,9,17; focus: 2,4,7

Nov. 24

Nov. 26 Thanksgiving Holiday

Nov. 29 Chapter 15: Aldehydes and Ketones: Enols (postponed until 2^nd semester)

Dec. 1 Problems: in-text+4,5,6,9,10,11,13; focus: 4,6,10; 2003 Quiz #8; answer key

Dec. 3 Quiz #8

Dec. 6 2004 Quiz #8; answer keyFinal.p3.2004.gif

Dec. 8 Review: summary page 1, page 2; 2003 Final Exam: page 1, page 2, page 3; answer key: page 1, page 2, page 3

Dec. 14 Final Exam 1:30-4:00 pm, Hale 270 : page 1, page 2, page 3, page 4; answer key: page 1, page 2, page 3, page 4

Grading will be based upon performance in three mid-term exams, six quizzes and the final exam. The Mid-term Exams will count 100 points each, the Quizzes 20 points each and the Final Exam will count 200 points. Total points equals 620. All exams and quizzes are mandatory. Please make arrangements with the instructor ahead of time if a valid reason (e.g. personal illness or injury or death in the immediate family) for missing an exam or quiz should arise. Final grades will be assigned based upon class standing with grades distributed according to a bell shaped curve perturbed slightly toward the higher grades.

Recitations: attendance at one recitation per week is required. Course material, homework problems, quizzes and exams will be discussed during these sessions.

Review sessions are scheduled for the Wednesday lecture hours preceding the Thursday evening Mid-Term exams and the last day of class preceding the Wednesday Final Exam.

Homework Problems:

The first priority should be to work all the in-text problems as you read each chapter. Work the problems and then consult the Study Guide. Your success will be a measure of your understanding of the immediate material and in some cases your understanding of how it relates to previous material. Selected end-of-text problems will be recommended on a chapter by chapter basis. Some problems similar and/or identical to those in Streitwieser, Heathcock and Kosower will appear on the Quizzes, Mid-term Exams and the Final Exam. The only reasonable way to succeed in organic chemistry is to study and work problems on a regular basis. The "cram and slide" method doesn't work. Regular study will be monitored and rewarded by performance on quizzes. Remember that although the Quizzes count only 20 points each, their sum will contribute 19% toward the final grade!

Web pages:

This version of the syllabus can also be viewed on the undergraduate organic chemistry web page at http://orgchem.colorado.edu (note there is no "www").

An interesting web tutorial on organic nomenclature and stereochemistry is http://people.ouc.bc.ca/woodcock/nomenclature/

A tutorial on IR spectroscopy is available at the undergraduate organic chemistry web page listed above. The specific url is http://orgchem.colorado.edu/hndbksupport/irtutor/tutorial.html.

The software IR Tutor is available through the undergraduate organic lab.

An interesting web site to learn more about NMR spectroscopy is http://www.cis.rit.edu/htbooks/nmr/inside.htm.

Check out the American Chemical Society tabloid newspaper, Chemistry, for students and others interested in chemistry. You don't have to register to read new and old issues of the newspaper.

University Policies:

Students with disabilities who qualify for academic accommodations must provide a letter from Disability Services (DS) and discuss specific needs with Dr. Koch, preferably during the first two weeks of class. DS determines accommodations based on documented disabilities (303-492-8671, Willard 322, www.colorado.edu/disabilityservices

Reasonable and appropriate accommodations for students who have conflicts between religious observance dates and course examinations or assignments will be made. Please discuss conflicts with Dr. Koch during the first two weeks of class. The campus policy can be viewed at http://www.colorado.edu/policies/index.html.

As a result of extensive discussions with and recommendations from faculty and students, a new classroom behavior policy and associated new procedures have been adopted. Please read this information at http://www.colorado.edu/policies/index.html

The new Student Honor Code system has now been implemented in all schools and colleges. Please read these new policies and procedures at http://www.colorado.edu/academics/honorcode/