Winter 2009

Instructor: Dr. Arlene Courtney, NS 112
Office Hours: MW 9-11, W 1-2 (other hours by appointment)
Texts: Smith, "Organic Chemistry", 2nd Edition
Study Guide to accompany Smith
Other Materials:

Bound Laboratory Manual with carbon copy pages
Molecular Model Set
Laboratory Goggles

Laboratory Syllabus

Course Description: This course will cover a number of the classes of reactions which organic molecules undergo including elimination, addition, oxidation-reduction and radical reactions and the functional groups that participate in these reactions. The use of spectroscopy for structure determination will also be covered.
The prerequisite for this course is successful completion of Ch 334.

COURSE SCHEDULE

Date Topic Text Reading Homework Problems (Text) Other Assignments
1/05 Introduction to Elimination Reactions Ch 8: 8.1-8.2 8.24, 8.25, 8.27, 8.29-8.31
1/07 Elimination Reactions

Ch 8: 8.3-8.5 8.32, 8.33, 8.35, 8.36 E2 Reactions
Animated E2 Reaction

1/09
 

Elimination Reactions Ch 8: 8.6-8.10 8.38, 8.42, 8.44  

1/12

Relationship of SN1, SN2, E1, E2

Ch 8: 8.11 8.47-8.50 SN1 vs. SN2
Nucleophilic Substitution Reactions
Nucleophilic Substitution Questions

1/14 Alcohols, Ethers, Epoxides: Nomenclature & Physical Properties

Ch 9: 9.1-9.5 9.38, 9.40, 9.42  
1/16 Dehydration of Alcohols

Ch 9: 9.7-9.10 9.45, 9.46, 9.50, 9.51 Carbocations
Carbocation Rearrangements
1/19 No Class - MLK Holiday      
1/21 Conversion of Alcohols to Alkyl Halides

Ch 9: 9.11-9.13 9.43, 9.44, 947-9.49, 9.55, 9.56
1/23 Reactions of Ethers & Epoxides Ch 9: 9.14-9.17 9.58-9.61, 9.63, 9.64, 9.66-9.69 Exam Study Aids
1/26 MIDTERM #1 Midterm Answer Key
1/28 Introduction to Alkenes

Ch 10: 10.1-10.7 10.34, 10.35, 10.38, 10.39 Degree of Unsaturation
1/30 Addition Reactions
Ch 10: 10.8-10.11 10.42, 10.43 Animated addition reaction
2/02 Addition Reactions

Ch 10: 10.12-10.15    
2/04 Addition Reactions Ch 10: 10.16-10.17 10.44-10.49,10.51, 10.56, 10.58  
2/06 Organic Synthesis

Ch 10: 10.18  10.61, 10.62, 10.65

Synthetic Strategies
The Diels-Alder Reaction

Animated Diels-Alder Reaction

2/09 Introduction to Alkynes

Ch 11: 11.1-11.5  11.26, 11.27 Preparation of Alkynes
2/11 Alkyne Reactions
Ch 11: 11.6-11.10 11.28, 11.30, 11.33-11.36, 11.47 Summary of Alkyne Reactions
2/13 Reactions of Acetylide Anion

Ch 11: 11.11-11.12

11.39,11.40-11.43, 11.46, 11.48-11.51

 
2/16 Reduction Reactions

Ch 12: 12.1-12.6

12.27, 12.28-12.31

PROBLEM SET #1 DUE

 
2/18 Oxidation Reactions

Ch 12: 12.7-12.14 12.35-12.47, 12.52, 12.56, 12. 57 Study Exam
2/20 Introduction to Radical Reactions
Ch 13: 13.1-13.3 13.32-13.34  
2/23 Halogenation of Alkanes

Ch 13: 13.4-13.10 13.35-13.40, 13.50  
3/25 Radical Addition to Alkenes

Ch 13: 13.11-13.14 13.42, 13.44-13.46, 13.55-13.56, 13.61  
2/27 MIDTERM #2 Midterm Answer Key
3/02 Mass Spectroscopy

Ch 14: 14.1-14.3 14.18, 14.19, 14.22,12.24 Mass Spectroscopy
Mass Spectroscopy Problems

3/04

IR Spectroscopy

Ch 14: 14.4-14.7 14.28, 14.32, 14.35, 14.3714.39 IR Spectroscopy
IR Problems

3/05(Lab)

1H NMR Chemical Shift Ch 15: 15.1-15.5 15.31, 15.33, 15.34, 15.36, 15.37 Proton NMR Interpretation Tutorial
NMR
3/06 1NMR Spin-Spin Splitting Ch 15: 15.6-15.10

15.38, 15.40

Proton NMR Problems
3/09 Carbon-13 NMR Ch 15: 15.11-15.12

PROBLEM SET #2 DUE

15.52-15.57

Carbon-13 Problems

Problem Set #2 Answer Key

3/11 Spectroscopy   15.41-15.46  

3/12(lab)

 

Spectroscopy Problems
    Spectroscopy Self-Assessment Quiz
Organic Structure Elucidation Workbook
Integrated Problems
3/13 Spectroscopy Problems
   
3/19

CUMULATIVE FINAL EXAM (bring scantron & pencil)
Wednesday 8:00-10:00 AM

PROBLEM SET #3 DUE



GRADING SCALE
MIDTERM EXAMS 2@100 pts 200 pts

A: 500-465 pts

B: 435-415 pts

C: 385-365 pts

D: 335-315 pts

F: Below 290
 pts

QUIZZES 5@20 pts 100 pts
PROBLEM SETS 2@ 25 pts
1@ 50pts
100 pts
FINAL EXAM   100 pts
 
  TOTAL 500 pts


QUIZZES:

Short chapter quizzes will be given on the days denoted by the symbol . Quizzes will be given at 8 am. The top 5 scores will be used in determining your grade. No make-up quizzes will be given for missing class or being late to class.

HOMEWORK:

You are expected to have completed the reading assignment given for a particular date before coming to lecture on that date. The homework problems are intended to be completed after the lecture on the date listed. Working the assigned homework problems is essential to success in organic chemistry. These assignments will NOT be graded by the instructor. In working the homework assignments, it is best to have read the testbook and studied the lecture material first. Try to work each problem as if it were a question on an examination. If you cannot answer the problem correctly, go back and reread the text and your lecture notes pertaining to the topic. The quizzes will be based on the material covered by the homework problems.

PROBLEM SETS

Problem Sets are due at 8 am on the dates listed below. A deduction of 5 points will be made for each day that the set is late, i.e., 5 pts deducted for assigments handed in from 9 am on the day due to 8 am next day; 10 pts deducted after 8 am the next day, etc. It is your responsibility to turn your assignment in on time. THERE WILL BE NO EXCEPTIONS TO THIS POLICY.

CLASS POLICIES:

It is your responsibility to be present at the times scheduled for exams. THERE WILL BE NO MAKEUP EXAMS GIVEN IN THIS COURSE. If you must miss an exam due to illness, the course grade will be determined by doubling the score on the final exam. The final exam will be taken only at the officially scheduled time. DO NOT SCHEDULE OTHER COMMITTMENTS FOR THE WEDNESDAY MORNING OF FINALS WEEK, YOU MUST BE PRESENT FOR THE FINAL EXAM AT THAT TIME.

Cheating is a serious offense. If you cheat on any quiz, assignment or exam, the minimum penalty is a grade of zero for that work. Your conduct may also be referred to the Student Conduct Committee for assessment of a more severe penalty. Laboratory attendance is required. The experiments must be performed during the scheduled time period.



Direct suggestions, comments, and questions about this page to Arlene Courtney



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