SOUTHERN CALIFORNIA UNIVERSITY OF HEALTH SCIENCES COLLEGE OF SCIENCE AND INTEGRATIVE HEALTH DEPARTMENT OF PROFESSIONAL STUDIES INSTITUTE OF SCIENCE COURSE INFORMATION Course Title: Organic Chemistry I - LECTURE Course Number(s): OCHM311 Term: SP2016 Time Requirement: (hours/week) Lecture Hours: 45 Total Units: 3 Prerequisites: High School Diploma or equivalent; General Chemistry I and II or equivalents. Faculty: Lead Faculty: Mr. Justin Dreyfuss Contact Information: [email protected] Office Hours: TBD COURSE PURPOSE Course Description: The course will begin with a review of some of the major concepts in organic chemistry. The chemistry of carbon compounds will be distinguished from inorganic chemistry. The various classes of aliphatic and aromatic compounds will be examined. The diversity of functional groups will be explored with regard to reactivity and mechanism. Nucleophilic and electrophilic reaction mechanisms will be stressed. Stereochemistry will be explored. Concepts of hydrophobicity and hydrophilicity will be examined in relation to extraction, phase partitioning, absorption and chromatography. Biochemical and physiological analogies will be reviewed. University Learning Outcomes: 1. Evidence-Based Knowledge: The student will utilize foundational health science knowledge; and critically appraise and apply relevant scientific literature in professional healthcare practice. 2. Communication: The student will effectively engage patients/clients, colleagues, and the public using appropriate verbal, non-verbal, and written communication. 3. Professionalism: The student will demonstrate leadership, integrity, respect, and self-reflection while employing ethical and legal standards in professional and community interactions. 4. Integrative Healthcare: The student will serve as an effective member of a healthcare team, collaborating with other professionals to improve community health and patient outcomes for the health of individuals and the community. Organic Chemistry I Program Learning Outcomes: IoS SS SP16-3 OCH M 311 OCH EM 1 LECTURE DREYFUSS rv4 dp 1| Pag e 1. Basic Science Knowledge: The course focuses on the basic principles that govern the structure and reaactivity of organic molecules, standard organic reactions, and also introduces the common functional groups. 2. Scientific Reasoning: Students are introduced explicitly to the Scientific Method. The class exposes them to identifying and analyzing components of a chemical reaction and how to predict reaction mechanisms given reactants and conditions all of which are necessary to be able to test and investigate scientific claims. 3. Information Literacy: Textbook reading is assigned and students are required to do a lot of independent learning. By asking questions on readings and outside learning to professors and peers, students will gain more knowledge on how to find and assimilate important information from sources. 4. Communication Effectiveness: Through the utilization of in class discussions, lab reports, online discussion board posts and responses, students will learn how to share ideas and give constructive criticisms. Peer and professor critiques will help students grow to become more effective collaborators and communicators. Course Objectives: The general objective of this course is to prepare students for future courses involving chemical reactions. Students will be introduced to synthetic laboratory techniques and equipped with an understanding of the language of organic chemistry, with the goal of gaining intuition for electron flow. At the conclusion of this course, a successful student should be able to: 1. Recognize and utilize IUPAC nomenclature for simple organic molecules. 2. Analyze conformations of linear and cyclic molecules. 3. Discuss stereochemistry and its relevance in the medical field. 4. Identify the components of a chemical reaction and describe mechanisms for simple organic reactions. 5. Predict reaction mechanisms given reactants and conditions. 6. Comprehend regioselectivity and stereoselectivity, and their relevance in synthesis. 7. Develop a vocabulary of reaction mechanisms and comprehend their strategic use. INSTRUCTIONAL MATERIALS Required Text(s): Organic Chemistry, 8th Ed., by Wade, Jr. (ISBN: 13: 9780321768148) Required Materials: Provided Materials: Required Attire: Students are required to wear closed-toed shoes. Classroom Expectations: • Please be professional, prompt, prepared, and polite at all times. • The professor will adhere to all polices as found in the Student Handbook IoS SS SP16-3 OCH M 311 OCH EM 1 LECTURE DREYFUSS rv4 dp 2| Pag e • • Cellular phones must be kept on silent during class and lab times. Students may not use a phone as a calculator. TEACHING METHODS AND ACTIVITIES There are 9 hours of lecture and 7.5 hours of lab each week for 4 weeks. The lectures and laboratories will be held on Saturdays and Sundays from 8:30 a.m. to 5:30 p.m. Final exams (lecture courses only) will take place on Wednesday evening at 6:00 p.m., following the fourth week of courses. The course requires a significant time commitment from students. This commitment is both in terms of reading before lectures as well as reviewing the material and doing problems after the lectures. In the four weeks of classes, we will cover the first eight chapters of the book. Not every topic will be covered in great depth, but students are expected to study each topic in greater detail through completing the homework and the labs. Tests: There will be 4 non-cumulative tests given during the course of this class. Each test will be administered at 8:30am on Saturday morning, and will cover any and all material from the previous weekend of class. The tests will be scantron-based multiple choice tests, so although students will not be required to show their work, there will be no partial credit for any questions on the tests. Participation: Points are received from participation during in-class activities. Attendance is not the same thing as participation. Students are expected to be involved and engaged in all classroom activities. Best Practices for studying Organic Chemistry I: • Read before and read after each class. Skim the chapter before it is covered in lecture in order to become comfortable with some of the terms associated with each topic. Review each chapter after it is covered in class to enhance your understanding of what was covered in class. • Participate during class by taking notes during class and looking over them afterwards. Don't skip class, arrive late, or leave early. Ask questions for clarification when you don’t understand the material. • Stay on top of the homework and assignments. Do the assigned problems as close to the time as when the topic is covered in the class to increase the depth of your understanding of specific concepts and to help you learn the material more efficiently and effectively. • Do not wait until the night before the homework is due to start the assignment. You will get more out of it if you take the time to really learn the concepts and review the material without being rushed. • Find a group of students to study with. Seek out students dedicated to doing well in the course. This makes studying more fun and also helps you learn the material better by teaching what you know and learning from your peers what you don’t know. Explaining these concepts to others will help you learn the material even better. • Stay focused by finding an environment where you can study with few distractions. IoS SS SP16-3 OCH M 311 OCH EM 1 LECTURE DREYFUSS rv4 dp 3| Pag e EVALUATION OF STUDENT LEARNING Grading procedures: Student assessments may include self-assessments, peer assessments, and instructor assessments. The format of these assessments may include multiple choice, essay, short answer, or fill-in examinations; special individual or group projects; or practical examinations, etc. Assessment Homework Participation Exams Weight/%/Points 3.70% 3.70% 92.59% Grading scale: Letter grades will be assigned only at the end of the block. A = 90% to 100% B = 80% - less than 90% C = 70% - less than 80% D = 60% - less than 70% F = less than 60% I = Incomplete W = Withdrawal University Policies Students are expected to spend at least two hours for each lecture or practicum hour and one hour for every two laboratory hours of course time per week in activities and assessments outside the classroom. Examples of activities include, but are not limited to: writing papers; reading articles or text; small group work; presentations; completing assignments; preparation for assessments; online activities and other activities that do not include direct instructor interaction and involvement. All university policies apply to this course and all others. For full policy information please consult the university SCU Policy Manual. For a quick reference guide to the following policies: make-up examination, grade posting, results of failing grades, student support information, syllabus amendments, special needs, student conduct, and attendance, please consult the academic policies document housed on the Online Student Services [the preceding is a hyperlink]. Student Policy Manual: The Policy Manual can be easily accessed by: 1. going on to the University Homepage at: http://www.scuhs.edu/ 2. Then opening the link for MY SCU 3. Logging on using your university supplied login and password 4. Next, opening the header for “Department” 5. Next opening the header for “Human Resources” 6. Finally, opening the header for the “Policy Manual.” Withdrawal: Students can withdraw from any IoS course by submitting a formal withdrawal online. The student withdrawing from a course must log in to the MySCU portal and click on the "Drop Course" link and IoS SS SP16-3 OCH M 311 OCH EM 1 LECTURE DREYFUSS rv4 dp 4| Pag e complete the course drop request. An email confirming the drop request will be sent to the student, acknowledging the withdrawal. Disability: In keeping with the Americans Disabilities Act of 1990, SCU will accommodate a student’s known physical or mental limitations in order to enable him or her to perform the essential functions of the curriculum, to the extent the necessary accommodations are reasonable and do not impose undue hardship to the University. Interested students should request information regarding the services offered by the University. The Learning Resource Specialists are located in the library and can assist with the documentation required to access special services due to disabilities. Academic dishonesty: Students are expected to adhere to the highest standards of academic honesty. In this class, cheating will not be tolerated. Plagiarism includes passing someone else’s ideas off as your own without citing proper credit. Cheating includes looking at another student's test during an exam, allowing other students to copy your work, use of unauthorized materials during an exam, presenting lab reports that are not your original work, and recording laboratory data that was not actually observed. These are all prohibited in this program. Collaboration and discussion are encouraged, but it is important for each student to individually complete each assignment. Any student who is academically dishonest can receive a failing grade. COURSE SCHEDULE Pre-class assignments: Any pre-class assignments are to be completed by each student prior to attending class on Saturday. These assignments must be typed or hand written (must be legible) and physically turned in at the beginning of class. Week One: Nomenclature, Conformational Analysis Details • • • • • • • • Read Chapters 3.1–3.11, 6.1-6.2, 7.1-7.5, 10.1-10.3C Lecture Topics • • Participation Points Understand line notation. Become familiar with IUPAC rules. Name simple organic compounds. Classify alkanes, alkenes, alkynes, cycloalkanes, haloalkanes, and alcohols. Distinguish between primary, secondary, tertiary, quaternary centers. Investigate conformational analysis. Generate Newman projections. Quantify stability of conformational isomers. Textbook • Due Line notation, structural isomers. IUPAC nomenclature of alkanes, alkenes, alkynes, cycloalkanes, haloalkanes, alcohols. Newman projections, staggered vs. eclipsed, anti-conformation, relative stabilities of different conformations. Complete the in-class exercises. Saturday and Sunday Sunday IoS SS SP16-3 OCH M 311 OCH EM 1 LECTURE DREYFUSS rv4 dp 5 5| Pag e Homework The homework assignment is to be submitted online or in-person by the beginning of lecture on the following Saturday. Refer to the end of the syllabus for homework assignment. Test There is no test the first week of class The following Saturday 5 Week Two: Chair Conformations, Chirality Details • • • • • • • Read Chapters 3.12-3.15, 5 Lecture Topics • • • • Points Analyze cyclohexane chair conformations. Assess thermodynamic stability of equatorial vs. axial positions. Define chirality. Utilize the Cahn-Ingold-Prelog convention. Define diastereomers, enantiomers, meso compounds. Determine whether molecules are chiral. Interpret Fischer projections. Textbook • Due Cyclohexane chairs, axial vs. equatorial, cis and trans. Chirality, identifying centers of chirality, symmetry, Cahn-Ingold-Prelog convention, assigning absolute configuration of stereocenters. Meso compounds, inversion centers, optical activity, racemic mixtures, chirality in biological systems. Diastereomers, enantiomers. Fischer projections. Saturday and Sunday Participation Complete the in-class exercises. Sunday 5 Homework The homework assignment from the previous week is to be submitted online or inperson at the beginning of lecture on the following Saturday. Refer to the end of the syllabus for homework assignment. The following Saturday 5 An in-class test covering the first week’s material will be administered at 8:30am on the Saturday of week 2. Saturday 125 Test Week Three: Introduction to Mechanisms Details • • • • • • • • • Textbook Due Points Review reaction mechanisms and transition states. Analyze alkyl halides. Utilize electron-pushing arrows. Define nucleophile, electrophile, leaving group, steric hindrance. Comprehend the details of mechanisms SN1, SN2, E1, E2. Apply elimination mechanisms to cyclic systems. Analyze impact of different solvent systems on reaction mechanism. Predict reaction mechanisms. Define Zaitsev’s rule. Read Chapters 4.9-4.10, 4.16A, 6.3-6.21, 7.6-7.9 IoS SS SP16-3 OCH M 311 OCH EM 1 LECTURE DREYFUSS rv4 dp 6| Pag e Lecture Topics • • • • Saturday and Sunday Energy diagrams, transition states, activation energies. Nucleophilicity, electrophilicity, leaving groups. SN1, SN2, E1, E2 reaction mechanisms, electron-pushing arrows. Reactions for linear vs. cyclic systems, steric hindrance, stereospecificity, solvent systems, Zaitsev’s rule, degrees of substitution for alkenes. Predicting reaction mechanisms. Participation Complete the in-class exercises. Sunday 5 Homework The homework assignment from the previous week is to be submitted online or in-person by the start of lecture on Saturday. Refer to the end of the syllabus for homework assignment. The followingSatu rday 5 An in-class test covering all the material from week 2 will be administered at 8:30am on Saturday of week 3 Saturday 125 Test Week Four: Addition Reactions Details • • • • • Points Understand dehydration mechanisms, carbocation rearrangement. Characterize addition reactions. Utilize Markovnikov’s rule. Define regiospecificity. Categorize types of catalysis. Textbook Read Chapter 7.10-7.11, 8.1-8.14 Lecture Topics • • • • Due E1D, E2D, carbocation rearrangement. Addition reactions: hydrohalogenation, hydrogenation, dihalogenation, hydration, hydroboration, dihydroxylation. Markovnikov’s rule, regiospecificity vs. stereospecificity. Catalysis: heterogeneous vs. homogeneous, syn vs. anti additions. Saturday and Sunday Participation Complete the in-class exercises. Sunday 5 Homework The homework assignment for week 4 is due by the beginning of the final test on the Wednesday following week 4. Students may hand in the homework at the test, or they may submit it online. Refer to the end of the syllabus for homework assignment. The following Wednesday 20 Test An in-class test covering all material from Week 3 will be administered at 8:30am on Saturday of week 4 Saturday 125 Test An in-class test covering all material from Week 4 will be administered at 6:00 pm on the Wednesday immediately following week 4. This test will be administered on campus at SCU. Wednesday 125 IoS: Organic Chemistry I - LECTURE OCHM311, SP2016 Syllabus prepared by: Mr. Justin Dreyfuss Revised: 3/2/16 IoS SS SP16-3 OCH M 311 OCH EM 1 LECTURE DREYFUSS rv4 dp 7| Pag e 1| Pag e
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