CHEM261 Course Outline PDF

Preview

Summary

Download CHEM261 Course Outline PDF

Description

Chemistry 261 B2

Winter 2020

Syllabus

Chemistry 261– Organic Chemistry I – Winter 2020 Section B2 Lecture:

Tuesday, Thursday:

11:00 am – 12:20 pm, CCIS 1 430

Instructor: Office: E-mail.: Tel.:

Dr. Ratmir Derda Centennial Centre for Interdisciplinary Science (CCIS) 4-009 [email protected] (I will not be responding to e-mails frequently; see note below) 780–492–8370

Office hours:

Tuesday 12:30 - 1:30 p.m. (CCIS 4-009, no appointment necessary) Thursday 5:00 - 6:00 p.m. (CCIS 4-009, no appointment necessary) I will add a third office hour at the end of January

Facebook group:

“Chem261.Derda2020.Winter” (see info below) https://www.facebook.com/groups/Chem261.Derda2020.Winter/

University Web:

https://eclass.srv.ualberta.ca

Lab Coordinator:

Dr. Hayley Wan. Office: Gunning-Lemieux Chemistry Centre E1-34B Tel.: 780-492–5566. E-mail: [email protected]

Objectives: To provide you with a working knowledge of the nomenclature, bonding, stability and chemical reactions of common organic molecules. Complementary to this objective will be an introduction to organic chemistry as an aspect of related fields including engineering, biology, medicine, pharmacology, biochemistry, materials science and physics. Texts: 1. Organic Chemistry, 12th Edition, by T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder, John Wiley & Sons. 2. Experiments: Organic Chemistry Experiments 164/261, H. Wan. 3. Laboratory Notebook: Laboratory Report Book 164/261, H. Wan. Textbook 1 is downloadable by the students from Wiley website and available at the U of A Bookstore. Laboratory Manuals 2 and 3 are sold at the Organic Chemistry Store Room (W1-32), NOT the bookstore.

Molecular Models will be essential for this course. They are available from Chemistry Undergraduate Stores (1st Floor, Chemistry W1-50). Prerequisites: General chemistry topics such as acids and bases, thermodynamics, the periodic table, and chemical equilibrium will be used throughout this course. You should be familiar with these topics (e.g., from general chemistry or high school chemistry) and review them as needed. Lecture Notes/Problems: An overview of the topics and suggested problems are on p. 6-7 of this syllabus. Lecture notes are hand-written atop bare-bone notes (available on eClass). Filled out notes will not be available in this course but you can view and copy the filled out notes during office hours. 1

Chemistry 261 B2

Winter 2020

Syllabus

University Course Web Page: eClass (https://eclass.srv.ualberta.ca) will be used to post exam and lab grades and practice exams / sample problems. Your lab grades will be posted only at the end of the course, following the laboratory exam. Please check your grades online periodically to ensure that the numbers posted are correct. For discrepancies with your exam grades, please e-mail me. For errors in your laboratory grades, see Dr. Hayley Wan, the organic laboratory coordinator. The Facebook group will contain a discussion board. Students can ask and answer questions, or exchange their personal lecture notes, if desired. The group is private. You have to send a request to join the group. Only students officially enrolled in Chem261-B2 will be accepted. Only your public information will be visible to the members of this group. Your grades will not be posted on Facebook. Facebook is an extracurricular discussion group and participation in this group is voluntary. Questions, answers, and discussions from the FB-group will not be mirrored in any other resources. Communication by E-mail: I will answer course-related e-mails three times a week. Replies will be sent during my office hours (Tuesday and Thursday) and on Sunday night. For example, if you email me on Thursday night, you might not get a reply until Sunday. I encourage posting course related questions on Facebook. I check the Facebook page on a daily basis. If you have an urgent or personal request, please come to my office hours, or schedule the time 24 hours in advance and come to my office at the time that suits you. I will not reply to any e-mail 24 hours prior to Quiz, Midterm and Final. Study Habits: Organic chemistry is a living, vibrant science that is part of everything around us. Contrary to common perception, organic chemistry is not merely a collection of isolated facts that you must commit to memory and never use again. However, if you do not make daily effort to learn (and review) the material you will find this course difficult. If your study habits involve cramming the night before the exam, you dramatically reduce your chances of doing well in this course. -

Prepare for class by reading the material prior to the lectures. Review your lecture notes on a daily basis and re-copy your class notes. Organic chemistry is very practice oriented and to do well you must do the problems (page 7). Drawing structures is an essential part of organic chemistry. Practice drawing structures when you study; re-draw any structures you see during the lectures.

Learning organic chemistry is best compared to learning a foreign language. First you must learn basic vocabulary and grammar. Once you have done this, you can then use this foundation to become fluent in and start to have fun with the language. What you will learn in Chemistry 261 is essentially the “grammar” of organic chemistry. Teaching Assistant Office Hours: A teaching assistant will be available to help you at the times listed below. These sessions will be held in Gunning-Lemieux Chemistry Centre E1-34. Times Mon 9-11, 1-5 Tue 9-5 Wed 9-5 Thu 9-5 Fri 11-5 The hours will also be posted on the lab e-Class page, lab website and the door to Chemistry E1-34. 2

Chemistry 261 B2

Winter 2020

Syllabus

Grades: Assignment of final grades will follow University guidelines, which are described in University Calendar (Section 23.4.4). More information about the new grading policy can be found on the next page of the syllabus. The breakdown of points will be as follows: Quiz Midterm Final Laboratory Total

150 250 350 250 1000

Details on Quiz and Exams; Policy on Makeup Quiz and Exams: Quiz. The quiz will be given on Thursday, February 6, in class. It will consist of multiple-choice questions. This exam will cover material from Jan 7 – January 30 lectures. Midterm. The midterm will be given on Thursday, March 12, in class. It will consist of short answer problems (no multiple-choice questions). This exam will cover material discussed in class during the Jan 5 – Mar 5 lectures, with a slight focus on the topics covered in the Feb 4 - Mar 5 lectures. Final. The final exam will be held on Monday, April 20, 2:00 p.m.– 5:00 p.m. in our lecture room (location to be confirmed). The final exam is comprehensive. You will have the entire three hours to complete it. The format of the final will be exclusively short answer problems and no multiple-choice questions. To each exam, you can bring molecular models and a “cheat sheet” written by hand on the paper. You can fill it with any information. Blank “cheat sheets” are available during the lectures and in my office. Only one cheat sheet per person is allowed. Sheets filled out electronically or printed at >100% size are not allowed. You should turn in the sheet along with your exam. The sheet will not be graded. No electronic equipment (calculators, phones, etc.) will be allowed on your desk during the exam. If you are sick and unable to take the quiz or midterm, those points will be transferred to the final. No makeup midterm or quiz will be given. A signed letter from a physician attesting to your illness and/or injury must be provided to document your absence from the midterm. Failure to provide this document 48 hours after the midterm will result in a zero for that exam. Consistent with University policy, you may miss the quiz without providing supporting documentation. Deferrals of the final exam are granted only upon formal application to the faculty office of the program for which you are registered. http://www.registrar.ualberta.ca/calendar/Regulations-and-Information/Academic-Regulation/23.5.html#23.5.5

Application forms are available from the Registrar’s Office. Individuals in the respective faculty offices handle these requests and I have no influence over the outcome. Any student granted a deferred final exam must, without exception, write the final in May, 2020 (TBA). Grades are assigned according to specifications in the University Calendar (Section 23.4.4). This course will be marked following a combination of absolute and relative criteria. Grades in this class will be assigned in a manner similar to that used in all other sections of first term organic chemistry. 1. A student’s absolute score will be converted to a percentile ranking which will be used as the primary evaluation of performance. Within this section, the totals for each student will be computed and all students will be ranked based on their overall total. 2. The instructor will look at the overall totals to assess variations in achievement (i.e. excellent, good, satisfactory, poor and failure performances) and convert the numeric scores into letter grades. In 3

Chemistry 261 B2

Winter 2020

Syllabus

previous years, the average GPA in this course has been between 3.0 – 2.6, with a weighted average of 2.78. 3.The instructor will use natural breaks in the grade distribution to set grade boundaries. As in previous years, Instructors of all Organic Chemistry Courses will have a grade reconciliation meeting at the end of term to make sure that individual sections of the same course (164/261 sections) are being marked consistently. This will be first based on the weighted average GPA of the course, but should also provide approximately consistent grading between instructors. Help Sessions: Help sessions for the quiz/midterm/final will be held a 2-5 days before the exams (tentative time: February 4, 5-7 p.m., March 10, 5-7 p.m., and April 17, 1-4:30 p.m.). During these sessions I will only answer your questions. I will not lecture on material already covered in class, nor introduce any new material. Attendance at these sessions is optional. Return and Re-grading of Quiz and Exams: Quiz and midterm will be returned in class. I will go over it with you at that time. Any requests for a re-grade need to given to me before you leave the classroom that day. Once you leave the classroom with your graded midterm, you lose any chance for a re-grade. Your final exams will not be returned to you. However, you can view your graded final exam in CCIS 4-003 from 9:00 a.m. to 11:30 a.m. on Friday, April 24 and from 1:00 p.m. to 4:00 p.m. on Saturday, April 25 or after May 5th by appointment. Any re-grade issues will be dealt with at that time. When making a request for a re-grade, please note that I will re-grade the entire exam, not just the questions that you feel were graded incorrectly. I will not be responsive to requests for additional partial credit points. All graded quiz and midterms will be photocopied prior to their return. Any corrections you make to the graded exams will be obvious. This behavior will be treated as academic misconduct. Laboratory: The laboratory is an important component of this course and will account for 25% of your grade. The graded laboratory assignments will consist of experiments, quizzes and a lab exam. Failure to obtain 60% of the points in the laboratory portion of the course will result in a failing grade, regardless of performance on the quiz, midterm and final. Without exception, safety glasses, lab coat and close toed footwear must be worn in the lab at all times. Those of you with prescription lenses must wear these safety glasses over your normal corrective eyewear. Wearing contact lenses in the laboratory is strongly discouraged. Any administrative issues relating to the laboratory (e.g., changing sections, missed labs, etc.) should be directed to Dr. Hayley Wan, the laboratory coordinator. For more information, please see Organic Chemistry Laboratory Website at: http://www.chem.ualberta.ca/~orglabs/ Academic Misconduct: Academic misconduct of any type will not be tolerated and will be dealt with severely, according to University guidelines. The University of Alberta is committed to the highest standards of academic integrity and honesty. Students are expected to be familiar with these standards regarding academic honesty and to uphold the policies of the University in this respect. Students are particularly urged to familiarize themselves with the provisions of the Code of Student Behaviour (online at www.governance.ualberta.ca) and avoid any behaviour which could potentially result in suspicions of cheating, plagiarism, misrepresentation of facts and/or participation in an offence. Academic dishonesty is a serious offence and can result in suspension or expulsion from the University. Class Participation and Lecture Etiquette: This course will be more fun if there is an interactive environment. I will frequently ask the class questions. You are encouraged to ask questions in 4

Chemistry 261 B2

Winter 2020

Syllabus

class. I also encourage discussion on the Facebook page (after class). Although you will not be graded on classroom/Facebook participation, doing so will make this a better learning experience for all. Class will begin immediately at 11:00 a.m. and will end at 12:20 p.m. or sooner. If you come in late, please enter the room quietly so that you do not disturb your colleagues. Similarly, if you know that you will need to leave prior to the end of the lecture, please sit somewhere where your departure will cause the least disturbance possible. Phones, mp3 players, etc. should be turned off during lecture. I also ask that you refrain from reading the paper, texting, carrying personal conversations with your colleagues and any other rude behavior during lecture. Repeated activity of this sort will result in me asking you to leave the room. Required Administrative Statement: Policy about course outlines can be found in Course Requirements, Evaluation Procedures and Grading of the University Calendar. https://calendar.ualberta.ca/content.php?catoid=29&navoid=7238#course-requirements,-evaluation-procedures-and-grading

Copyright: Prof. Amanda Jones, Wake Forest University

Important Dates (in chronological order) Laboratory Begins

Week of January 20

Add/Drop Date:

January 17

Quiz

Thursday, February 6, during the class period

Winter term reading week

February 17-22 (no classes)

Midterm

Thursday, March 12, during the class period

Withdrawal Deadline

April 1

Lab quiz and Checkout

Last week of March or First week of April (TBA)

Last day of Class

Tuesday, April 7

Problem-solving help session

Friday, April 17, 1-4:30 PM (CCIS 1 430) 5

Chemistry 261 B2

Winter 2020

Final Exam

Syllabus

2:00 pm, Monday, April 20 (location TBA)

Course Schedule. List of Topics This list of topics is provided as a guide to facilitate your preparation for the lectures. I may switch the order of the topics depending on how the course progresses. A brief one-page outline for each lecture will be uploaded prior to each lecture to eClass. All lecture notes will be hand-written and no handouts, other than the outline, will be given. Chapters are based on Solomons and Fryle, 12th Edition. Week / Date

Topic

Reading

1

Basic Bonding & Molecular Structure

Chapter 1.

Families of Carbon Compounds, Functional Groups, Intermolecular Forces, and IR Spectra

Chapter 2

Acids & Bases: Introduction to Organic Reactions & Mechanisms

Chapter 3

Jan 30

Nomenclature & Conformations of Alkanes & Cycloalkanes

Chapter 4, except Sections 4.4B, 4.11A, 4.14-4.16.

Feb 4

Stereochemistry. Cis/trans isomers.

Chapter 4

Feb 6

Quiz (1/2 period)

Material from Jan 7 – Jan 30

6

Feb 11 Feb 13

Stereochemistry of Chiral Molecules. Enantiomers. R/S configurations. Diastereomers. Fisher projections.

Chapter 5, except Sections 5.9B, 5.10, 5.15-5.18

7

Feb 18-20

Winter Term Reading Week

No class

8

Feb 25

Nucleophilic Reactions & Substitution Reactions of Alkyl Halides

Chapter 6

Nucleophilic Reactions & Substitution Reactions of Alkyl Halides

Chapter 6

Alkenes & Alkynes Properties & Synthesis Midterm (entire class period)

Chapter 7 Material from Jan 5 – Mar 5

Mar 19

Alkenes & Alkynes: Elimination of Alkyl Halides Alkenes & Alkynes: Addition Reactions

Chapter 7. Selected topics Chapter 8. Selected topics

Mar 24

Alkenes & Alkynes: Addition Reactions

Chapter 8. Selected topics

Alcohols & Ethers Synthesis & Reactions

Chapter 11. Selected topics

Jan 7 Jan 9

2

Jan 14 Jan 16

3

Jan 21 Jan 23

4 5

Jan 28

Feb 27 9

Mar 3 Mar 5

10

Mar 10 Mar 12

11 12

Mar 17

Mar 26 14

Mar 31 April 2

15

Apr 7

Radical reactions

Chapter 10. Selected topics

16

Apr 17

Review session: 1:00 p.m. – 4:30 p.m.

Comprehensive

6

Chemistry 261 B2 Apr 20

Winter 2020

Final Exam, 2:00 PM

Syllabus Comprehensive

Suggested Book Problems (Based on 11th edition) It is recommended that you do the following problems to help you prepare for the quiz, midterm and final. These problems will not be collected or graded; answers can be found in the study guide. Chapter

Suggested Problems

Chapter 1

All

Chapter 2

All

Chapter 3

All, Except: 3.38-3.40

Chapter 4

All, Except: 4.19, 4.24(e, h), 4.29-4.32. Can be solved to practice for Midterm / Final: 4.33, 4.34, 4.35, 4.40, 4.44, 4.46

Chapter 5

All, Except: 5.15, 5.31.

Chapter 6

All, Except: 6.26, 6.31, 6.32, 6.37, 6.39, 6.42, 6.44, 6.46, 6.49, 6.50, 6.52-6.56

Chapter 7

All, Except: 7.33, 7.42, 7.43, 7.51, 7.53, 7.55

Chapter 8

All, Except: 8.9, 8.10, 8.12, 8.17-8.19, 8.25, 8.26m, 8.34, 8.41, 8.42, 8.43, 8.44, 8.55, 8.60, 8.61, 8.63, 8.67.

Chapter 10

T.B.A.

Chapter 11

T.B.A.

I recommend solving as many of the problems as possible on a regular basis (e.g., reserve 1-2 hours for the problems-solving session after each lecture). You can solve them on your own, or in a study group. You can post your solutions on Facebook if you need evaluation or ask other students online for advice. Feel free to bring your questions about the problems to the office hours. Do not postpone problemsolving until the last night before the test; make it a habit to solve at least 10 problems a week.

Finally....... Relax. It’s not going to be as hard as you think and, believe it or not, some people find they actually like organic chemistry once they take this course. Good luck!

7...