Organic Chemistry II
CHEM 2422

Ghislain Deslongchamps, Department of Chemistry, U.N.B.
Winter 2017

Calendar Description | Instructor | Timetable | Prerequisites | Required Course Materials
Desire2Learn | Examinations | Grading | Course Topics | Learning Outcomes
Course Policies | Library | Writing & Study Skills | Technical Support | Academic Offences

Calendar Description:

3 ch (3C) Topics include carbonyl chemistry, nucleophilic substitution and elimination reactions and their synthetic utility. Prerequisite: CHEM 2421.


Ghislain Deslongchamps
Office: Toole Hall, room 237
Phone: 453-4795
e-mail: ghislain[at]

Office Hours: email for appointment


January 6 - April 5, 2017

Lectures: MWF: 9:30-10:20, Toole Hall, room 3.

After-class tutorials: TBA


Prerequisite: CHEM 2421.

Required Course Materials:


Textbook: David Klein, "Organic Chemistry" 2nd Ed, Wiley, NY, 2012.

Available at UNB bookstore. Most course content will be derived from the textbook.


Courseware: "Organic Chemistry Flashware", G. Deslongchamps
Thomson - Nelson, 2006.

Available at

Desire2Learn (Brightspace):

Supplemental course resources can be found in Desire2Learn (Brightspace), UNB’s online Learning Management System. It can be accessed through the MyUNB portal ( or directly at


  3 Assignments (take-home or D2L) TBA 3 x 5%
  Tests (in-class), Feb. 6 and Mar. 15, 2017 2 x 20%
  Final exam (final examinations period, TBA) 45%
  TOTAL 100%





90 %
85 %
80 %
74 %
68 %
62 %
56 %
50 %
40 %
<40 %

Course Topics (tentative listing):

Chapter 20: Aldehydes and Ketones
Chapter 7: Substitution reactions
Chapter 8: Alkenes: structure and preparation via elimination reactions
Chapter 9: Addition reaction of alkenes
Chapter 10: Alkynes
Chapter 12: Synthesis
Chapter 13: Alcohols and phenols
Chapter 14: Ethers and epoxides; thiols and sulfides

Learning outcomes:

Outcome 1: For a series of organic reaction categories, gain a fundamental understanding of their mechanisms and the factors that control reactivity and stereoselectivity. For this course, these reaction categories will be:
- nucleohilic addition to carbonyl compounds
- nucleophilic substitution reactions
- elimination reactions
- alkene and alkyne addition reactions
- methods to prepare alcohols, phenols, ethers, epoxides and their sulfur analogs
- reactions of alcohols, phenols, ethers, epoxides and their sulfur analogs

Outcome 2: Gain a fundamental understanding of organic synthesis, and be able to devise short syntheses of compounds based on the set of reactions covered in the course.

Outcome 3: Appreciate the role of organic chemistry in medicinal applications.

Students’ competency levels on these outcomes may vary. Achieving these outcomes requires the meeting of all course expectations, including honouring of all course policies, regular class attendance, and completion of all assigned work in good faith and on time.

Course Policies:

Expectations for participation and attendance
It is expected that students will attend all classes. Students will be expected to participate and contribute to class discussions. Lecture notes will not be posted on D2L.

Assignment submission and deadline
Each assignment will have a defined start/end time, to be announced in class and on D2L every three weeks or so.  Assignments will only be available during the specified time windows. Late submissions will not be allowed. If any assignment is not completed due to valid and verifiable reasons, the assignment mark will be prorated based the remaining number of submitted assignments.

Tests and final exam
There will be no make-up tests. If a test is not completed due to valid and verifiable reasons, the mark will be prorated to the final exam (i.e. the final exam will be worth 65% if one test was missed).

Policy on extra credit
The various graded components of the course are clearly described in this syllabus (3 assignments, 2 tests and 1 final exam). Failure to complete any of these without a valid and verifiable excuse will result in a 0 mark for that component. There will be no opportunity to do “extra work” to make up for a component that was not completed or for which a poor mark is received.

Email response time
Student emails received during the work week can expect a response within 24 h. Student emails received during the weekend can expect a response by the end of Monday.

Use of electronic devices in class
Use of electronic devices is acceptable for legitimate classroom purposes only (note-taking, accessing eTextbook, D2L or courseware, etc.). Use of mobile devices for communicating by any means during class time is strictly prohibited (phone, text, Skype, FaceTime, Facebook, etc.).

Class Recording and Copyright
Recording of video or audio during lectures is strictly prohibited.  Furthermore, any unauthorized access, duplication or distribution of course materials or online content is strictly prohibited. Any violations constitute serious infringements of copyright and are subject to academic penalties (see Academic Offences below). In the case of private use by students with documented disabilities, the instructor's consent will not be unreasonably withheld.

UNB policy on classroom safety and decorum
Please consult UNB Calendar:

Services for Students with Disabilities
If you are a student with a disability of any type (physical, mental, learning, medical, chronic health, sensory; visible or invisible) you are strongly encouraged to register with the UNBF Student Accessibility Centre (SAC):

Once registered with SAC, you may receive appropriate services and accommodations for which I will be happy to comply. If you would like to discuss your particular needs with me, please book a time for a confidential appointment.

UNB Libraries provides access to a vast collection of online and print resources.   Use Research by Subject on the library website to find the best resources for this course. Copies of the textbook will be held on reserve in the Science Library.
Research help is available by phone, e-mail, chat, and in-person.
The libraries offer quiet and group study space.  Book at Group Study Room online

Writing & Study Skills:

UNB’s Student Affairs and Services provides many coaching and mentoring services to assist with writing papers, effective study methods, and other skills development related to student success: 

Technical Support:

Information Technology Services (ITS) Help Desk: 453-5199,, at the Harriet Irving Library Learning Commons.

Academic Offences:

The University of New Brunswick places a high value on academic integrity and has a policy on plagiarism as well as cheating and other academic offences. Plagiarism includes:
Quoting verbatim or almost verbatim from any source, including all electronic sources, without acknowledgement;
Adopting someone else's line of thought, argument, arrangement, or supporting evidence without acknowledgment;
Submitting someone else's work, in whatever form, without acknowledgment;
Knowingly representing as one's own work any idea of another.
Examples of other academic offences include:
Cheating on exams, tests, assignments or reports;
Impersonating somebody at a test or exam;
Obtaining an exam, test or other course materials through theft, bribery, collusion, purchase or other improper manner;
Submitting coursework that is identical or substantially similar to work that has been submitted for another course;
And more as set out in the academic regulations of the Undergraduate and School of Graduate Studies Calendars.
Penalties for plagiarism and other offences range from a minimum of F (zero) in the assignment, exam or test to suspension or expulsion from the University, plus a notation of the academic offence on the student's transcript.
For more information, see the UNB plagiarism policy at: