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TERM:2021-22 Winter
COURSE NUMBER: CHEM 351
COURSE TITLE: Organic Chemistry II
NAME OF INSTRUCTOR: Course Instructor: Dr. Peter Mahaffy
Laboratory Instructors: Dr. Heather Starke
CREDIT WEIGHT AND WEEKLY TIME DISTRIBUTION: credits 3(hrs lect 3 - hrs sem 0 - hrs lab 3)
COURSE DESCRIPTION: A continuation of CHEM 350.

Prerequisites: CHEM 350
COURE MATERIALS:
  • John E. McMurry, Bundle Organic Chemistry, 9th Edition print version plus required OWL v2 subscription for electronic access to problems, etc. as well as the digital e-book for McMurry ISBN: 9781305813366, (Mandatory, Essential toPass the Course.)
  • Slupsky, C.; Mahaffy, P.G.; and Starke, H. The King's University: Chemistry 350/351 Laboratory
    Experiments, 2021-2022 Edition, The King’s University; Edmonton. (REQUIRED)
  • Safety glasses, one hardcover notebook (see lab manual) and a set of molecular models. (REQUIRED)
  • Computer or tablet with a camera (or a webcam) for accessing any on-line lectures that are scheduled. (required) Smartphones are not recommended.
  • Access to Moodle: http://moodle.kingsu.ca
  • James W Zubrick, The Organic Chem Lab Survival Manual: A Student's Guide to Techniques, A recent edition, Optional, Helpful to Complete Assignments (The 10th edition is also available electronically through the campus ebookstore link above)
  • Wavefunction, Inc. Spartan Molecular Modeling and Odyssey Molecular Dynamics Software (Site
    license available in all campus computer labs)
MARK DISTRIBUTION IN PERCENT:
Laboratory 25%
Midterm20%
Final Exam 25%
Problems, Quizzes, Participation30%
100%
COURSE OBJECTIVES:
  • To  develop  understanding  and  appreciation  for  the  importance  of  organic  chemistry  and  the ubiquitous nature of carbon compounds in everyday life.
  • To understand the fundamental relationship between molecular structure and chemical reactivity.
  • To find patterns in the many reactions of carbon compounds by thoroughly understanding a set of reaction  mechanisms and  the  patterns  of  reactivity  of  functional  groups,  and  employing  basic synthetic strategies. This semester, we will explore the chemistry of aromatic compounds, alcohols (and thiols), amines, and carbonyl containing compounds. We will end by looking at the chemistry of important biomolecules, such as carbohydrates and proteins.  
  • To  develop  basic  competence  and  confidence  in  the  use  of  organic  laboratory  techniques  of synthesis, separation and characterization.
  • To  gain  expertise  in  the  hands-on  use  of  modern  spectroscopic  tools  for  determination  of molecular structure, including NMR, IR, and GC-MS.
  • To be aware of the historical contexts, developments, and philosophical presuppositions that have given rise to modern organic chemistry.
  • To  be  aware  of  the  professional  responsibility  of  chemists  for  the  materials  they  make,  and  to make conscious ethical choices about their potential uses and abuses.
  • To encourage positive, constructive interaction and collaboration amongst students and between students and instructors.
LECTURE OUTLINE:
  • Review of key mechanisms, reactions, & concepts from Chem 350
  • Structure Determination –1H NMR Spectroscopy
  • Structure Determination – Mass Spectrometry
  • Integrated methods for spectroscopic structure determination
  • Alcohols & Phenols
  • Ethers & Epoxides, Thiols & Sulfides-Garlic Chem
  • Aromaticity & heterocycles
  • Electrophilic aromatic substitution
  • Carbonyl Compounds, Aldehydes & Ketones, Nucleophilic addition
  • Aldehydes & Ketones, Nucleophilic addition
  • Carboxylic Acids and Derivatives
  • Nucleophilic Acyl Substitution
  • Carbonyl -Substitution Reactions & condensation
  • Amines & heterocycles
  • Biomolecules: Carbohydrates
  • Biomolecules: Amino Acids, Peptides, Proteins
  • Pulling it together: Bio-organic chemistry of Covid-19
LAB OUTLINE:
  • January 10, 11 No labs
  • January 17, 18 Qualitative Organic Analysis of an Unknown – independent activity; no scheduled lab period
  • January 24, 25 Check in; Oxidation of Cyclohexanol with Household Bleach-week 1
  • January 31
  • February 1 Oxidation of Cyclohexanol with Household Bleach-week 2
  • February 7, 8 No labs
  • February 14, 15 Chemical Literature Project
  • February 21, 22 Reading Week – no labs
  • February 28
  • March 1 Grignard Synthesis of Triphenylmethanol – Week 1
  • March 7, 8 Grignard Synthesis of Triphenylmethanol – Week 2
  • March 14, 15 Grignard Synthesis of Triphenylmethanol – Week 3
  • March 21, 22 No labs. Grignard paper and Lab book scan due Friday March 25.
  • March 28, 29 Synthesis of Aspirin
  • April 4. 5 Proteins and Carbohydrates; check out


Required texts, assignments, and grade distributions may vary from one offering of this course to the next. Please consult the course instructor for up to date details.

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