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Organic Chemistry II

Fall 2019

Text:  www.ochem4free.info by Richard F. Daley & Sally J. Daley

Molecular models (either from the bookstore or from http://www.indigoinstruments.com, http://www.megamolecules.com, etc.) are allowed during exams but are not required.

Free organic chemistry drawing program for UTEP students:  ChemDraw.

A list of IUPAC nomenclature rules

A very nice NMR & IR site


Terms of Use:  You may not keep, redistribute, edit or link to the videos on this site.

I cannot guarantee video or audio for every lecture so please come to class!

Week Tuesday Thursday
1 August 27-Chapter 12-SN1-Video 29-SN2-Video
2 September 3-Chapter 13-E1-Video 5-E2-Video
3 10-Chapter 14-EA of Alkenes-Video 12-Video
4 17-EA of Alkynes-Video 19-Review 1-Video
5 24-Exam 1-Video 26-Chapter 16-Conjugation-Video
6 October 1-Cycloadditions-Video 3-Electrocyclic-Video
7 8-Chapter 17-Aromaticity-Video 10-Chapter 18-Aromatic Substitution-Video-Extra
8 15-Video 17-Review 2-Video
9 22-Exam 2-Video 24-Chapter 19-Enol and Enolates-Video
10 29-AlphaAlkylation-Video 31-Chapter 20-Aldol and Claisen-Video
11 November 5-Conjugate Addition-Video 7-Chapter 21-Radicals-Video
12 12-Allylic Bromination and Reductions-Video 14-Review 3-Video
13 19-Exam 3 21-Chapter 24-Carbohydrates-Video
14 26-Video 28-Holiday
15 December 3-Chapter 23-Alpha-Amino Acids-Video 5
Review 4-Video
16   12-Final, 7 to 8:20 am
Exam 4, 8:25-9:45 am
Exam 1: Chapters 12-14
Exam 2: Chapters 16-18
Exam 3: Chapters 19-21
Exam 4: Chapters 23-25

Your grade for this course will consist of:

  1. the three best out of four regular 1 hour exams, 3 x 100 points. 
  2. comprehensive final, 100 points.
  3. exercises, 100 points

for a total of 500 points, A > 89.5 %, B > 79.5 %, C > 69.5 %, D > 59.5 % of these points.


  1. Clean un-mutilated scan-tron forms, #2 pencils and your UTEP ID are required for each exam.
  2. The scan-tron form will be your final in-class exam grade.
  3. Exam dates are tentative and subject to change!
  4. No makeup exams because everyone has the opportunity to drop one regular exam (not the final)!
  5. If you miss more than one exam you have greater concerns than this course and you should drop the course before you earn an "F". 
  6. Students are responsible for dropping from the course before the university drop deadline.  Per university policy, I cannot drop students after this deadline.
  7. If I suspect that you are cheating on an exam, I will recommend to the Dean of Students that the particular exam in question be dropped from your average.  The Dean of Students may suggest additional rehabilitation measures.
  8. No cell phones, audio equipment or caps during exams.

Exam Homework:

  1. Exams 1-4 may be assigned as homework if the class average is below 75 % on a particular in-class exam.
  2. The in-class exam and exam homework will be averaged to come up with your grade for a particular exam.
  3. Students are encouraged to work together on this homework but shall not consult with anyone else outside this class including the lecturer.
  4. Your exam grade will not go down if your exam homework is lower than your in-class exam grade.
  5. Always write your answers on your exam sheets so that you can do the homework and check your answers against the key.
  6. The Exams as homework will be submitted through http://organic.utep.edu/quiz on time, no excuses since the process is automated.
  7. The Exam key will be provided through http://organic.utep.edu/quiz after the Exam as homework due date and time.

Extra Credit:

  1. Extra credit will be used if the class average is below 75%. 
  2. The extra credit will consist of answering lecture questions via a laptop, tablet or phone.
  3. Please do not use your device to get distracted doing other things in class, e.g., videos, email, etc.
  4. Help for setting up wireless device can be found at http://wireless.utep.edu
  5. Twice as much credit will be given for correct over incorrect answers.
  6. Survey questions will not be graded and thus will receive only half credit.
  7. The extra-credit feedback will always be behind one graded answer. 
  8. The extra credit will not raise the class average above 75 %.
  9. The extra credit will be scaled to make the class average 75 %. 
  10. Because of the numerous opportunities to do well in this course and the extra credit, the grading scale will not change.
  11. If by random attendance you are found not to be answering extra-credit questions yourself, your extra credit account will be turned-off.
  12. I reserve the right to disregard answers that do not make sense to what is asked.


  1. It is your responsibility to attend every lecture (I reserve the right to use attendance as part of your grade!) and do as many problems possible from the chapters we cover.
  2. No excuses for missing exams or not completing exercises on time!  This course is your full-time job!
  3. This semester's automatic "W" drop deadline is ?  Because of the policy on the number of drops a students can have, please talk directly to the College of Science about dropping this course after this deadline.

Please look at the undergraduate catalog for policies pertaining to everything else.

Study Suggestions:

  1. Read before lecture but do not reread to the point of frustration.  Read to familiarize yourself with the location of subjects in each chapter.  Keep in mind that science textbooks are technical manuals not "easy reading".
  2. Do problems.  In fact do a section of problems without looking at the key and grade yourself  honestly.  If after you peek at the key you say "I could have gotten that", this is not a good indication that you will do well on an exam.  Look back only at those sections of the text that pertain to a problem to optimize your study time.
  3. It is not a bad idea or cheating to look at your textbook, notes, work with a friend, or ask your instructor for help on the exercises.  In fact I have no control how students do the exercises.  The exercises are really tutorials and not quizzes.  If after you get your 100 % you do not go back and do a particular exercise on your own, you are cheating yourself of the opportunity to evaluate yourself honestly.  Remember that you can repeat an exercise as many times as you like for the highest score before its due date and time.  Try to do the exercise days and not minutes before it is due so you can ask for some help.  Remember that it is the time you finish the lesson and the server's time that counts!


Exercises Due Dates

(All lessons and syntheses due on the midnight of the date given).



Video "Rosetta Stone"
Suggested Reading
Pages (Sections)
Due Date
L1 SN1 and SN2 Reactions of Epoxides 621-622, 635-636 (12.10, 12.13), 
Anchemeric Assistance 636 (12.14)
Saturday, August 31
L2 Dehydration of Alcohols to Alkenes 684-687 (13.9) Tuesday, September 3
L3 Oxidation of Alcohols 696-700 (13.12) Thursday, September 5
L4 SN1, SN2, E1 and E2 Reactions of Alkyl Halides Chapters 12 & 13 Saturday, September 7
L5 Most and Least Stable Alkenes 664-671 (13.3) Tuesday, September 10
L6 Alkynes and Alkenynes 100-109 (2.9-2.10) Thursday, September 12
L7 Alkene Addition Reactions (14) Saturday, September 14
L8 Alkyne Addition Reactions (14) Tuesday, September 17
S1 Synthesis:  Leaf Alcohol Thursday, September 19
S2 Synthesis:  Cascarillic Acid     Saturday, September 21
L9 Cumulenes   Thursday, September 26
L10 Conjugated and Isolated Alkadienes (16) Saturday, September 28
L11 Cyclo Additions-Diels Alder (16) Tuesday, October 1
L12 Electrocyclic Reactions   Thursday, October 3
L13 Benzene Derivatives (18) Saturday, October 5
L14 Benzenoid Aromatics (17) Tuesday, October 8
L15 Non-Benzenoid Aromatics (17) Thursday, October 10
L16 Anti and Non-Aromatic Hydrocarbons (17) Saturday, October 12
L17 Aromatic Heterocycles (17) Tuesday, October 15
L18 Synthesis of Benzene Derivatives (18) Thursday, October 17
S3 Synthesis:  A Limonene Isomer     Saturday, October 19
S4 Synthesis:  A Norbornane Derivative     Thursday, October 24
S5 Synthesis:  Acetaminophen     Saturday, October 26
S6 Synthesis:  Ibuprofen     Tuesday, October 29
S7 Synthesis:  A Hormone Herbicide     Thursday, October 31
S8 Synthesis:  A Synthetic Musk     Saturday, November 2
L19 Enol, Enolate Reactions (19) Tuesday, November 5
L20 Aldol Reactions (20) Thursday, November 7
L21 Claisen Condensation Reactions (20) Saturday, November 9
L22 Additions to alpha,beta-Unsatured Carbonyl Compounds Lecture Video (20) Tuesday, November 12
L23 Free Radical Halogenation of Alkanes Lecture Video (21) Thursday, November 14
S9 Synthesis:  Steroid Rings     Saturday, November 16
L24 Carbohydrates √√√ (24) Tuesday, November 26
L25 alpha-Ammonium Carboxylates (Amino Acids) (23) Saturday, November 30
L26 Dipeptides with Essential Alpha-Amino Acids (23) Tuesday, December 3
S10 Synthesis:  Two Artificial Sweeteners     Thursday, December 5



jsal at utep dot edu

PSCI 203C, 308

Telephone: (915) 747-5704

Office Hours: TR 9 to 10:30 am or by appointment in PSCI 203C or 308