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CHM 25500 – Organic Chemistry Summer 2021 Instructor: E-mail: Office Hours:

Professor P. G. Wenthold [email protected] Thursday 12 – 1 pm EDT

Course TA:

Alexandra Davis

Course TA:

Kaif Khan

Course TA:

Paul Ouellette

Course TA:

Brianne Nunez

Lecture: Lecture room:

MWF 11:00 am – 12:00 pm MTWThF Virtual (Webex): https://purdue.webex.com/meet/pgw

****The chat feature in WebEx will be enabled during the lecture. No one will officially be monitoring it to answer questions behind the scenes, but I will try to keep an eye on it and address questions as they arise. Therefore, I encourage you to ask questions in the chat during lecture. This is one of the great benefits of synchronous delivery**** Recorded lectures will be available on Brightspace when they are available. TA Office Hours Wednesday 7 pm EDT Fridays 2 pm EDT All office hours will use the Virtual Classroom on Brightspace. You can find it on the Course Tools menu, or through the schedule. Textbooks and Other Course Material • • • • • •

Required: Brown, Iverson, Anslyn, Foote, Organic Chemistry (8th edition) and a solutions manual https://www.cengage.com/dashboard/#/course-confirmation/E-26R668SRLTBN2/initialcourse-confirmation Course Key: E-26R668SRLTBN2 Note: Signing up for Cengage Unlimited (4 month access) will also give you access to the second semester of Organic Chemistry (CHM 256) at no additional cost. Note: if you prefer, you may alternatively use the physical 8th edition (ISBN-13: 978-1305580350) or 7th edition (ISBN-13: 978-1133952848) textbooks, purchased from another vendor. Recommended: Molecular Visions Organic Model Kit #1B

Website Brightspace will be used for announcements, course uploads and office hours. Check back regularly!

Syllabus/Schedule Week 1 (5/17 – 5/21)

Week 2 (5/24 – 5/28) NO CLASS (5/31) Week 3 (6/2 – 6/4) Week 4 (6/7 – 6/11)

Monday, June 14

Covalent Bonds and Shapes of Molecules Ch. 2 Alkanes and Cycloalkanes Ch. 3 Chirality Memorial Day Ch. 4 Acids and Bases Ch. 5 Alkenes I Ch. 6 Alkenes II Friday: Exam Q&A

Ch. 1

EXAM 1 Chapters 1 - 6

Week 5 (6/15 – 6/18) Week 6 (6/21 – 6/25) Week 7 (6/28 – 6/30)

Ch. 7 Alkynes Ch. 8 Alkyl Halides Ch. 9 Substitution and Elimination Ch. 10 Alcohols and Thiols Ch. 10 Alcohols and Thiols Ch. 11 Ethers and Epoxides Special Topic: Non-covalent interactions (if time) Thursday: Exam Review

Friday, July 2, FINAL EXAM

Comprehensive, with an emphasis on Chapters 7 - 11

Exam Schedule and Grading Information TIME

ROOM

Midterm

Mon. 6/14

1 h time limit in 24 h window

ONLINE

Final Exam

Fri. 7/2

2 h time limit in 24 h window

ONLINE

Graded Material Midterm Final Exam Worksheets * Drop lowest worksheet TOTAL

+ 50 pts + 100 pts +90 – 15 pts 225 pts

Exams:  All exams will be open book.  Collaboration is strictly prohibited.  All exams and assignments will be submitted using Gradescope. There will be one midterm, worth 50 points, and a final exam, worth 100. An additional 90 points is assigned to weekly worksheets, each worth 15 points. There will be no worksheet during the last week. At the end of the semester, your lowest worksheet score will be dropped. This course will not be graded on a curve. The guaranteed grade cutoffs based on a maximum possible 225 pts are shown below. Plus grades (A+, B+, and C+) may be awarded to students near the top end of grade cutoffs. No minus grades will be awarded. POINT TOTAL

GRADE

200 – 225 175 – 199 125 – 174 100 – 120 99 – 0

A B C D F

General Course Information and Policies Worksheets. Learning organic chemistry requires continuously immersing yourself into the subject. It is not enough to sit through lectures and then cram before the test. To keep you involved, we will have weekly worksheet assignments, worth 15 points each. The worksheets will be released on Tuesday, and will be due on Gradescope at 11:59 pm on Friday. You will be allowed to submit one worksheet late (by 6 pm Saturday) with no penalty. Other late submissions will be accepted but will assessed a late submission penalty. We will have a worksheet every week except for the week of the final exam. These assignments are short and therefore do not reflect everything you need to know when it comes to the exams! Assigned Problems. There are excellent problems at the end of each chapter of the textbook that can help you learn the material. Developing problem solving skills is an essential part of learning organic chemistry. We will point out particularly relevant problems from each textbook chapter. Reading Assignments. Reading assignments for each chapter will be provided in class. It is highly recommended that you do them before or while we cover the material in lectures! In organic chemistry, we will be constantly building on previous concepts, and it is very challenging to catch up if you fall behind in your reading. Exams. All exams will be open book, and molecular model kits are permitted. Exams must represent only your own work. Collaboration is NOT permitted. Any students found cheating on any exam will receive an F for the course and be reported to the Office of the Dean of Students.

Regrade Requests. If there is a grading error on your midterm exam, please put in a regrade request through Gradescope within 1 week after the exam is graded. Regrades after that period will not be considered. Technology Please familiarize yourself with the following programs/platforms:  Webex. Lectures will begin promptly at 11:00 am, so please be logged into the meeting a few minutes in advance. (https://purdue.webex.com/meet/pgw, no password required)  Brightspace. Course announcements, lecture notes, videos, and grades will be posted on Brightspace. Online exams will be administered through Brightspace.  Gradescope. Worksheets will be uploaded through Gradescope. Information on using Gradescope is provided on Brightspace. Mental Health and Well-Being. Purdue University is committed to advancing the mental health and well-being of its students. If you or someone you know is feeling overwhelmed, depressed, and/or in need of support, services are available. For help, such individuals should contact Counseling and Psychological Services (CAPS) at (765)494-6995 and http://www.purdue.edu/caps/ during and after hours, on weekends and holidays, or through its counselors physically located in the Purdue University Student Health Center (PUSH) during business hours. Academic Integrity is one of the highest values that Purdue University holds. Individuals are encouraged to alert university officials to potential breeches of this value by either emailing [email protected] or by calling 765-494-8778. While information may be submitted anonymously, the more information that is submitted provides the greatest opportunity for the university to investigate the concern. Please live true to the Purdue Honors Pledge: “As a boilermaker pursuing academic excellence, I pledge to be honest and true in all that I do. Accountable together - we are Purdue.” Students are required to do their own work on homework assignments and exams. Anyone found cheating on an assignment, for the first instance, will be given a zero, and will NOT be allowed to drop the score. A second violation will result in an immediate failure of the course. Please note that cheating includes COPYING on the take-home worksheets. Although you can work together, your answers must be your own. PLEASE REFER TO THE PROBLEM SET COLLABORATION POLICY ON THE NEXT PAGE. Using the Internet: All of our assignments this semester will be done at home, and so consequently, will be “open-book” and “open-internet.” But there are limits. I have no problem if you find information on the internet that can help you in completing your assignment. However, you are NOT allowed to use “help” websites, like Chegg.com or similar resources to do your assignments. Anyone who is discovered to have submitted any course materials to such a help website will automatically FAIL THE COURSE. Course materials are copyrighted to Purdue University, so not only is cheating, submitting course materials (including text of the questions) is also illegal. Similarly, even if you didn’t submit the question and someone else did, you are not allowed to copy the answer from such a website. Again, in addition to being dishonest, I can tell you that the answers by so-called “experts” are not always so expert. Do not upload any assignment from this course to Chegg or similar places. Do not have a roommate upload it for you. Do not have your brother-in-law who is in Boston upload it for you. If we find an assignment on Chegg, we will find out who put it there and they will fail the course as described above. Also, we will find out who accessed the answers to the problem and they will get a 0 on the assignment for copying. Just know that if you use Chegg in this course, you will be caught. Don’t do it.

Worksheet Collaboration Policy: Our policy on Problem Set Collaboration reflects the Homework Collaboration Policy by Prof. Hanson at St. Olaf College, which you can find here https://www.stolaf.edu/people/hansonr/chem126/homeworkcollaboration.htm “First, let me emphasize that I think it's great to work with others when doing your homework. What I'd like you to think about, though, is what the difference is between "working with others" and "copying answers." Working with others It can be very helpful to do your homework in the presence of others in the class that are working on the same problems. Obviously for some people the answers will come quicker and easier than for others. Feedback is valuable. "What did you get for Problem 3?" is a perfectly acceptable question. "I don't get it. How did you do that?" can lead to a very productive discussion of how a problem is approached. I thoroughly endorse such interaction. This is honest work. Copying answers Contrast that to the person who, without really putting any effort into it comes up to a fellow student and says, "Look, I just don't have time for this today. Can you give me your homework assignment so I can copy it?" This person wishes to turn in an assignment under their name that is not their work. This person is acting dishonestly. I'm certain you can tell the difference between these two interactions. I can, too. The difference, of course, is in the intention and the thinking that goes into the document turned in as "one's own work." Trust me that the meager points you hope to gain now by getting a homework problem right by copying are far less than the points you will lose later on the exam because you didn't really take the time to find out how to do that homework set for which you got full credit. Besides, cheating in this way is really bad for the karma. For this reason, I ask that on ALL HOMEWORK you indicate at the bottom: 1) The names of the people you worked with. 2) A short statement to the effect that this is your personal work, not just copied. Again, I really like to see people working together. Not everyone wants to, but if you can find a friend or two who are roughly at your level and you can work together, the synergy can be great.”

We will use the same policy in this course. For each Worksheet, we will ask that you indicate the names of people you worked with, and affirm that it is your own work. However, in doing that keep in mind that COPYING IS NOT ALLOWED. Therefore, while you are allowed to work together, copying someone else’s answers is not acceptable. There are lots of resources on the web that discuss the difference between “collaboration” or “working together” and “copying.” I encourage you to read them to make sure you understand the difference. In the end, it’s pretty easy: WRITE YOUR OWN ANSWER WITHOUT LOOKING AT SOMEONE ELSE’S PAPER. Problem Set and Worksheet Late Submission Policy: As Prof. Hanson notes, a common reason for copying is because people get rushed. We will use a policy similar to what he uses: you can turn in ONE of your worksheets late (by Saturday at 6 pm) during the semester with no penalty. Use it if you need to, but you only get to do this for ONE worksheet. PLEASE REMEMBER THERE IS A DIFFERENCE BETWEEN “WORKING TOGETHER” AND “COPYING.” YOU ARE ALLOWED TO WORK TOGETHER. YOU ARE NOT ALLOWED TO COPY....