PAC633 - Organic Chemistry

Outline info
Semester
School
Last revision date 2023-10-02 00:55:31.169
Last review date 2023-12-04 00:15:12.537


Subject Title
Organic Chemistry

Subject Description
This subject offers both lecture and laboratory components. This course will cover topics relevant to the pharmaceutical industry with an emphasis on the organic chemistry concepts behind the topics. This lecture portion of the course will cover the structural and pharmaceutical properties of amines and amides, theory and interpretation of Mass Spectra, practical aspects of liquid and gas chromatography (HPLC, LCMS and GCMS) and a special topic of current interest in the pharmaceutical industry. The laboratory portion of the course features a mutli-step synthesis of the topical anaesthetic Lidociane, analysis of Lidocaine by HPLC using a USP protocol and qualitative analysis of an unknown mixture of comppunds by GCMS.

Credit Status
Worth one credit towards Chemical Laboratory Technology - Pharmaceutical program, Semester 6

Learning Outcomes
Upon successful completion of this subject the student will be able to:

Upon the successful completion of this course, the student will be able to:
 

  • Perform a nucleophilic acylation reaction.
  • Explain the reactivity differences of various carboxylic acids in the acylation reaction.
  • Explain the reactivity differences of various amines as nucleophiles.
  • Calculate percent loss, percent yield and overall yield in organic synthesis.
  • Explain the basic instrumentation in a mass spectrometer coupled with a gas chromatographic system.
  • Explain the basic theory of an electron ionization mass spectrometer and detection by a quadrupole mass analyzer.
  • Perform a qualitative analysis of an organic mixture in a mass spectrometer coupled with a gas chromatographic system.
  • Explain the meaning of SCAN mode in mass spectral analysis.
  • Explain the meaning of a total ion chromatogram in mass spectral analysis.
  • Generate a total ion chromatogram from mass spectral data.
  • Perform qualitative identification of a molecule by library search in mass spectral analysis.
  • Explain the meaning of and the use of an extracted ion chromatogram in mass spectral analysis.
  • Generate an extracted ion chromatogram in mass spectral analysis.
  • Check the validity of a library identification by isotopic abundance ratio.
  • Explain the basic principles of an electron spray ionization mass spectrometry.
  • Operate Hewlett Packard liquid chromatograph with Agilent 1200 software, Agilent 7890, gas chromatograph with single quadrupole MSD
  • Execute a USP protocol in the analysis of an organic chemical.
  • Know the basic theory of GC-MS ( EID) and LC-MS ( Electrospray).
  • Perform accurate analytical preparations.
  • Record and report scientific data following the principles of Good Laboratory Practice.
  • Locate and adhere to accepted safety practices while performing laboratory work (WHMIS, MSDS).

Essential Employability Skills

    •  Communicate clearly, concisely and correctly in the written, spoken and visual form that fulfils the purpose and meets the needs of the audience.

    •  Respond to written, spoken, or visual messages in a manner that ensures effective communication.

    •  Execute mathematical operations accurately.

    •  Apply a systematic approach to solve problems.

    •  Use a variety of thinking skills to anticipate and solve problems.

    •  Locate, select, organize, and document information using appropriate technology and information systems.

    •  Analyze, evaluate, and apply relevant information from a variety of sources.

Academic Integrity
Seneca upholds a learning community that values academic integrity, honesty, fairness, trust, respect, responsibility and courage. These values enhance Seneca's commitment to deliver high-quality education and teaching excellence, while supporting a positive learning environment. Ensure that you are aware of Seneca's Academic Integrity Policy which can be found at: http://www.senecapolytechnic.ca/about/policies/academic-integrity-policy.html Review section 2 of the policy for details regarding approaches to supporting integrity. Section 2.3 and Appendix B of the policy describe various sanctions that can be applied, if there is suspected academic misconduct (e.g., contract cheating, cheating, falsification, impersonation or plagiarism).

Please visit the Academic Integrity website http://open2.senecac.on.ca/sites/academic-integrity/for-students to understand and learn more about how to prepare and submit work so that it supports academic integrity, and to avoid academic misconduct.

Discrimination/Harassment
All students and employees have the right to study and work in an environment that is free from discrimination and/or harassment. Language or activities that defeat this objective violate the College Policy on Discrimination/Harassment and shall not be tolerated. Information and assistance are available from the Student Conduct Office at student.conduct@senecapolytechnic.ca.

Accommodation for Students with Disabilities
The College will provide reasonable accommodation to students with disabilities in order to promote academic success. If you require accommodation, contact the Counselling and Accessibility Services Office at ext. 22900 to initiate the process for documenting, assessing and implementing your individual accommodation needs.

Camera Use and Recordings - Synchronous (Live) Classes
Synchronous (live) classes may be delivered in person, in a Flexible Learning space, or online through a Seneca web conferencing platform such as MS Teams or Zoom. Flexible Learning spaces are equipped with cameras, microphones, monitors and speakers that capture and stream instructor and student interactions, providing an in-person experience for students choosing to study online.

Students joining a live class online may be required to have a working camera in order to participate, or for certain activities (e.g. group work, assessments), and high-speed broadband access (e.g. Cable, DSL) is highly recommended. In the event students encounter circumstances that impact their ability to join the platform with their camera on, they should reach out to the professor to discuss. Live classes may be recorded and made available to students to support access to course content and promote student learning and success.

By attending live classes, students are consenting to the collection and use of their personal information for the purposes of administering the class and associated coursework. To learn more about Seneca's privacy practices, visit Privacy Notice.

Prerequisite(s)
CHO433 and all first and second semester subjects

Topic Outline

  • Perform a nucleophilic acylation reaction.
  • Explain the reactivity differences of various carboxylic acids in the acylation reaction.
  • Explain the reactivity differences of various amines as nucleophiles.
  • Calculate percent loss, percent yield and overall yield in organic synthesis.
  • Explain the basic instrumentation in a mass spectrometer coupled with a gas chromatographic system.
  • Explain the basic theory of an electron ionization mass spectrometer and detection by a quadrupole mass analyzer.
  • Perform a qualitative analysis of an organic mixture in a mass spectrometer coupled with a gas chromatographic system.
  • Explain the meaning of SCAN mode in mass spectral analysis.
  • Explain the meaning of a total ion chromatogram in mass spectral analysis.
  • Generate a total ion chromatogram from mass spectral data.
  • Perform qualitative identification of a molecule by library search in mass spectral analysis.
  • Explain the meaning of and the use of an extracted ion chromatogram in mass spectral analysis.
  • Generate an extracted ion chromatogram in mass spectral analysis.
  • Check the validity of a library identification by isotopic abundance ratio.
  • Explain the basic principles of an electron spray ionization mass spectrometry.
  • Operate Hewlett Packard liquid chromatograph with Agilent 1200 software, Agilent 7890, gas chromatograph with single quadrupole MSD
  • Execute a USP protocol in the analysis of an organic chemical.
  • Know the basic theory of GC-MS ( EID) and LC-MS ( Electrospray).
  • Perform accurate analytical preparations.
  • Record and report scientific data following the principles of Good Laboratory Practice.
  • Locate and adhere to accepted safety practices while performing laboratory work (WHMIS, MSDS).
 

Mode of Instruction

This subject has both a lecture and laboratory component. The lecture part consists of three periods per week. One of the periods will be used to cover the theory of the laboratory techniques taught in PAC633. The laboratory portion consists of three periods per week.

Prescribed Texts
There are no required textbooks for PAC633.

Reference Material

  • McMurray, John, Fundamentals of Organic Chemistry, (7th Ed.). Brooks/Cole Cengage   Learning, USA, 2011.
  • Solomons, G. T. W., Fryhle, C. B. (2003) Organic Chemistry (8th ed.).
  • USA:John Wiley & Sons.
  • Skoog, D. A., Holler, F. J., & Crouch, S. R. (2007). Principles of Instrumental Analysis (6th ed.). Belmont, CA: Thomson Brooks/Cole.
  • Skoog, D. A., West, D. M., Holler, F. J., & Crouch, S. R. (2004). Fundamentals of Analytical Chemistry (8th ed.). Belmont, CA: Thomson Brooks/Cole.
  • The online source for supplementary material will primarily be LibreTexts https://chem.libretexts.org/Bookshelves

Required Supplies
Laboratory Coat (available in the Seneca@York bookstore)
Lab Equipment Kit (available in the Seneca@York bookstore)
Calculator (non-programmable, scientific)
Laboratory notebook (carbonless copy or hardcover notebook)
Safety glasses or goggles

Student Progression and Promotion Policy
 
A student must attain a minimum of 50% in each of the following to pass the course:
1.  Lab component
2.  Lecture component (i.e. term mark + final exam mark)

http://www.senecapolytechnic.ca/about/policies/student-progression-and-promotion-policy.html

Grading Policyhttp://www.senecapolytechnic.ca/about/policies/grading-policy.html

A+ 90%  to  100%
A 80%  to  89%
B+ 75%  to  79%
B 70%  to  74%
C+ 65%  to  69%
C 60%  to  64%
D+ 55%  to  59%
D 50%  to  54%
F 0%    to  49% (Not a Pass)
OR
EXC Excellent
SAT Satisfactory
UNSAT Unsatisfactory

For further information, see a copy of the Academic Policy, available online (http://www.senecapolytechnic.ca/about/policies/academics-and-student-services.html) or at Seneca's Registrar's Offices.(https://www.senecapolytechnic.ca/registrar.html).


 

Modes of Evaluation

In class participation (100% in progress) 5%
Online Assignments (100% short answer) 25%
Term Tests (100% essay) 20%
Laboratory Experiments (80% essay + 20% short answer) 30%
Lab Theory Test (100% essay)      10%
Lab Performance (100% in progress)           10%
Total 100%

General School Policies
A student must attain a minimum of 50% in each of the following to pass the course:
1.  Lab component
2.  Lecture component (i.e. term mark + final exam mark)
 
Test information:
 
The term tests are 90 min in length and will be written on specified date during the lecture time.  The date will be announced by the instructor well in advance. Students must write all tests in the lecture section in which they are registered or a grade of zero will be recorded. The term tests and final examination covers all the lecture material including the laboratory material. All examinations are of the closed book type and cover the semesters’ work. When test time is finished, students must immediately cease writing or a grade of zero may be assigned.
 
 
Absences from evaluations (tests, laboratory period, final exam):
 
Every student enrolled in the course must write all the lecture and lab tests, perform every experiment working individually, and submit all the lab reports to his/her lab instructor by the due date.
 
a) If a student is absent (documented or otherwise) for both term tests, a failing grade will be assigned for the course.
 
b) If a student is absent (documented or otherwise) for both lab term tests, a failing grade will be assigned for the lab portion of the course. A failing lab grade will result in a failing grade for the entire course.
 
c) If a student is absent (documented or otherwise) for more than 2 scheduled lab periods in which experiments/lab exercises are performed, a failing grade will be assigned for the lab portion of the course.  A failing lab grade will result in a failing grade for the entire course.
 
d)  If a quiz or test is missed for legitimate and documented reasons, there are NO make-ups or rewrites.  Any absences must be supported by legal documentation within one week of the occurrence. Faculty must also be notified immediately by phone/e-mail in the event of a missed lab, quiz, test or exam. This notification MUST be received no later than the end of the schedule assessment that was missed. If both of the above-stated conditions are met, then the value of the missed assessment will be added to the final examination (if assessment took place in lecture) or be added to (an)other lab exercise(s) (if the assessment took place in lab). If a student misses a test and either of the two above-stated conditions is not met, then a mark of ZERO will be given for the test.
 
e) Students must write the final examination at the scheduled time and location and write all term tests and quizzes in their regularly scheduled lecture/lab period. In case of a missed exam, students must immediately notify their professor by phone or e-mail and appropriate documentation must be submitted.
 
f) A student who arrives without the proper safety equipment or arrives late and misses the relevant safety instructions for that particular lab may be requested to observe rather than perform the lab.  The student will be marked accordingly.
 
g) In the case that a student misses a lab period, no make up will be provided.  A grade of zero will be assigned if proper documentation is not provided as per section d) above. If proper documentation is provided, the student will be exempt from that week’s lab exercise.
 
h) Lab reports must be submitted for all laboratory experiments performed.  It is expected that laboratory reports will be written in proper scientific English.  Unless otherwise specified reports not handed in on their due date will be subject to the following late penalty; 1 day late -20%, 2 days late zero marks will be given.
 
i) Serious personal problems will be dealt with on an individual bases.  If there are real difficulties in meeting a deadline or attending a lab, please see or contact your instructor beforehand so that the problem can be discussed.

Approved by: Paola Battiston