In order to enter your answers for in-class graded quizzes, you

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Fall 2011 Draw a reaction mechanism based upon your gained knowledge of the reactivity of organic molecules Predict how organic molecules should interact with macromolecules, including components of cells, materials, and the environment Have some informed stories to tell about the roles of organic molecules in preventing childhood mortality, disrupting ecosystems, or driving sexual attraction, among other topics

This course is designed for you to match classroom learning with at least 4 or more additional hours of studying each week. When you add in assignments and time spent in class and recitations, the total commitment will be approximately 10 hours per week. You will do well in the course if you grow a solid foundation by building understanding of the early concepts, and layering these in a cumulative way as the semester progresses. It is very difficult to recover if you let things go near the beginning or middle, since the material is inter-related and requires understanding of earlier ideas. Memorizing is not the answer. Recitations: There will be a once weekly optional recitation with the teaching assistant (Tuesdays 4:305:30) and a once weekly optional recitation/office hour with the instructor (Thursdays 4:30-5:30). The rooms for these meetings will be announced during week 2. Required course materials: The following course materials are bundled together and available at the Georgia Tech bookstore (Barnes & Noble at Georgia Tech) and GT Engineers bookstore: 1) Book: “Essential Organic Chemistry”, custom edition for Georgia Institute of Technology, by Paula Yurkanis Bruice (2010) [$124.40 new]. This custom edition is identical to the regular 2nd edition by the same title, but with some unnecessary chapters removed to reduce cost and lighten your carrying load. This is the first year we are using the custom edition, so there are no used version available. 2) Online Materials: The study guide & solutions manual, online quizzes, exercises, and tutorials are included as online materials with the price of a new textbook (so do not buy a separate paperback study guide & solutions manual if you are buying a new textbook!). Your new textbook will come with an online access card that directs you to register for the online materials. Please see the last page of this syllabus for instructions on how to register online at http://www.pearsoncustom.com/ga/gatech_chem/ . Alternatives: A used regular 2nd edition textbook is cheaper than the new custom edition, but then you would need to purchase an access code from the Pearson website for access to the study guide & solutions manual, online quizzes, exercises, and tutorials [$64.50 at www.pearsoncustom.com/ga/gatech_chem]. Instead of the access code, you could get a new or used 2nd edition study guide & solutions manual [$68.65 new] but you would be missing the online quizzes, exercises and tutorials. While these online quizzes etc will not be graded, exam questions and assignments will often come from these sources. A used 1st edition textbook would likely be even cheaper, and the content is relatively similar. However, the chapters do not line up exactly with the 2nd/custom editions, so if you purchase an access code for the Pearson website, the solutions manual answers to questions will not match up with the questions in your 1st edition book. Instead, the 1st edition study guide and solutions manual has been posted in the Resources section of our T-square site (see below). But then you will not have access to the online quizzes, exercises, and tutorials. While these online quizzes etc will not be graded, exam questions and assignments will often come from these sources.

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Fall 2011 Course website: In addition to the textbook-related web materials (including study guide & solutions manual, online quizzes, exercises, and tutorials) available with your access code discussed above, you will need to access additional materials on the T-square course management site for our course at https://t-square.gatech.edu/portal. Class notes, assignments, grades, syllabus, and other information will be posted regularly. Required clicker: In order to enter your answers for in-class graded quizzes, you will need a TurningPoint response device (the model is “ResponseCard NXT”) available for ~$50 from the Georgia Tech bookstore (Barnes & Noble at Georgia Tech). This represents a change from previous years because apparently the old PRS clickers are no longer being manufactured and cannot support the most recent version of Microsoft Office. If you turn your old PRS clicker in to the bookstore you will receive a $5 discount on your new unit. In addition, there is a $10 mail-in rebate available when you buy your new clicker. More information about the TurningPoint device and the rebates are at http://www.cetl.gatech.edu/it/clicker.htm You will need to enter your 9 digit GTID number into your new clicker. If you lose your clicker get a new one. Do not borrow another student’s clicker in class if you forget yours. The system will not record the data as yours if you use a unit with a different ID and will not allow duplicate entries from a single unit. If you enter answers for another student in the class or you get another student to enter answers into your clicker this is a violation of the GT honor code and it will be treated as an honor violation just like cheating on an exam or assignments. To receive credit, you must answer a question. The system only records answers. Molecular model kit (optional): Many students find a molecular model kit useful when studying organic chemistry, particularly when it comes to stereochemistry and three dimensional structures. You do not need an expensive kit; a small selection of atoms and bonds is useful. Model kits can certainly be shared in and out of class. The bookstore has appropriate molecular model kits for sale including the Prentice Hall kit for $59.05. You may also download ChemBioOffice software for drawing molecular structures and for visualizing 3D forms using Georgia Tech’s site license for this software. Go to http://sitelicense.cambridgesoft.com/sitelicense.cfm?sid=100 and enter your GT email address to obtain a free licensed copy of the software for your computer (for which you will need to register to get an account with CambridgeSoft, the provider of the ChemBioOffice software). Policies, procedures and grades: To encourage students to build their knowledge right from the beginning, we will have regular assessment opportunities in the form of clicker quizzes during each class, ~biweekly assignments, and frequent exams. The final exam is cumulative and must be taken by every student with no exceptions. Grades: Exam 1 Exam 2 Exam 3 Exam 4 Clicker quizzes Molecule of the Day Assignments Drop lowest Final exam

Chapters 1-3 (these are GT ed./2nd ed. chapters) Chapters 4-5, 7-8 Chapters 4-6, 9-10 Chapters 11-13, 15-16 100 points based upon % of clicker points correct Group-based wiki & oral presentation 6 Take-home assignments, 10 points each Drop lowest exam Cumulative final exam is required of all students regardless of performance on other exams, etc. 3

100 points 100 points 100 points 100 points 100 points 40 points 60 points -100 points 150 points

Fall 2011 650 points

Course total The course will be graded on the basis of 650 points: 85% (553 points) or greater guarantees an A 75% (488 points) or greater guarantees a B 65% (423 points) or greater guarantees a C 55% (358 points) or greater guarantees a D Lower than 358 points leads to an F If every student earns 85%+, then everybody gets an A.

Lecture attendance: It is strongly recommended that you attend all lectures. Clicker quizzes will be unannounced but you can count on them being held almost every class, including right at the beginning and at the end of class. There is no make-up for missed clicker quizzes and they will be worth 100 points based upon the % of clicker questions that you answer correctly. Use of electronics during classes: In order to avoid distractions to all students during class, you cannot use a laptop computer or mobile phone or any other electronic device (other than your clicker) during class except when specifically stated by the instructor. If you would like an exception to this rule for a specific purpose, please ask in person at the start of class, but be aware that she will require you to sit in the first row with your electronic device if your request is approved. Please remember to turn off phones before class starts. Class slides: Slides should be downloaded from the t-square site (as PDF files) and printed prior to the class session dealing with that material. The slides are not designed to be comprehensive – they serve as a template for you to write on during class, adding your own insights as well as those provided by the instructor. It is very important to develop your own style of independent note-taking in college courses. Every student remembers and integrates new ideas differently, so you should tailor your note-taking to suit your own background and learning style. A good rule of thumb is that you should be adding to the downloaded notes at least as much of your own commentary as the instructor adds from the front of the room, so that when you study from these notes later, you find yourself thinking, “Oh, THAT is what the professor meant”. Molecule of the Day (40 points total): Students will need to self-organize into groups of 4, and each group will be responsible for signing up for a presentation date, selecting an organic molecule, and making a 3 minute in-class group oral presentation (with up to 4 slides of information for each group) about their molecule. After the presentation, each group must post information about their molecule on a designated website and the other students from the class will be invited to edit and post comments. Points will be awarded based upon the merit of their presentation and their posted contributions. There will be 30 points awarded for the oral presentation itself, and 10 points for web postings (including the group one as well as individual comments/edits on other groups’ postings). Group self-assessments will also contribute to the grade for this assignment. More information about Molecule of the Day will be provided in an in-class demonstration Aug 30th. Molecule of the day presentations will begin Sept 13th. Assignments (60 points total): Six take-home assignments will be posted on t-square throughout the semester, in order to reinforce class learning and prepare you for exams. Each assignment is worth 10 points and will be posted at least 5 (usually 7) days before the due date. Assignments must be handwritten and submitted as hard copies during class on the day on which they are due. Assignments will not be accepted via email. If the assignment is turned in late, after one day it cannot be worth more than 7 points, and after 2 days 4 points. Beyond two days no points will be earned. 4

Fall 2011 Practice problems: The textbook has numerous problems throughout and at the end of each chapters, with the answers provided online in the study guide & solutions manual (go to http://www.pearsoncustom.com/ga/gatech_chem/ , log in, click on “study guide/solutions manual” at the top of the screen). In addition, the study guide & solutions manual has additional practice test questions for each chapter with answers provided. The companion website (again, go to http://www.pearsoncustom.com/ga/gatech_chem/ , log in, but now click on “companion website”) also has exercises and quizzes which serve as practice and your scores are not recorded (no grades assigned for this). There are also tutorials and animations to enhance your learning from class notes and the textbook. You will find many of these practice problems turning up on exams and clicker quizzes (even in exactly the same format) so it is worth doing the practice. Exams: schedule, make-ups and drops: You must take all of the exams at the assigned time. All exams are closed to textbooks and notes. Although you must take all 5 exams (4 midterm exams at 100 points each; 1 final exam at 150 points), the grade for the midterm exam on which you received the fewest points will be dropped. The final exam grade cannot be dropped. There will be no make-up exams for the midterm exams unless you have an official notification from the Dean of Students office for two scheduled exams. If you miss one midterm exam (whether for illness, death in the family, official GT business, or an out-of-town job interview), even with official notification from the Dean of Students office, this will count as your dropped exam. Any make-up exam allowed (in the case of two official missed exams) must be taken before the exams are returned to the class during the next lecture. Please remember that illness is most common towards the end of the semester when stress builds up, so don’t count on missing an early exam and counting that as your dropped item. Material covered/student responsibilities: You are responsible for all material presented in class, in takehome assignments, and in assigned readings. You are also responsible for knowing about announcements made in class, posted on t-square, or emailed to your GT email address. We do not send emails to accounts other than your official GT email address. You need to check the t-square site and your email account regularly. Working in groups: Most learning takes place outside of the classroom, led by you. Although lectures should put concepts in perspective, taking notes from the textbook, solving the problems there and online, and practicing chemical drawing skills and mechanisms alone and in groups is where you will fully grasp the material. We encourage you to work together on readings and practice problems if that helps you learn. Although you may study in groups, remember that you are ultimately responsible for your own learning. Everybody can benefit from team work, whether you already understand and can solidify your knowledge by teaching it to others or whether you need help and can learn from a different student’s perspective on the material. However, you may not copy assignments (or clicker quiz answers or exams) from another student. This would be a violation of the honor code and you will be reported and if found guilty, your final grade (and possibly future career prospects) will be severely negatively impacted. Returned work: All graded assignments and exams will be returned as soon as possible, usually within 5-7 days in class. Work not picked up in class will be available outside

Re-grades: Regrade requests must be submitted within one week after the assignment or exam was available to be picked up. All regrade requests must be submitted according to the following procedure: Write a summary of what you want regraded (question number), an explanation of why your answer is correct, and attach that page to the front of the entire assignment. Turn in the request to Dr. 5

Fall 2011 class, at her office hours, or in Please note that when submitting something for a regrade, the entire assignment is subject to regarding. If a grading mistake is discovered that resulted in you receiving too many points, your grade could be lowered. Regrade requests will NOT be accepted after one week after the assignment was available for return, even regarding errors in calculating your grade. Student accommodations: Students with disabilities who require reasonable accommodation to fully participate in course activities or meet course requirements are encouraged to register with ADAPTS Disability Services Program at (404)894-2563 or www.adapts.gatech.edu. Please contact following registration to discuss necessary accommodations, allowing more than one week before an upcoming exam should accommodations be sought. Cancellation of classes: If classes are canceled by Georgia Tech owing to campus closing, the schedule of topics and exams will be re-evaluated by k once campus has re-opened, and announcements about any changes to the schedule and assignments will be made by email and/or tsquare. Please see www.honor.gatech.edu for Georgia Tech’s Academic Honor Code, which you are required to uphold.

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Fall 2011 Class calendar: Week Date Assignments

1

Aug 23

Aug 25 2

Aug 30

Sept 1 3

4

5

6

7

Sept 6 Sept 8 Sept 13 Sept 15 Sept 20 Sept 22 Sept 27 Sept 29 Oct 4

Oct 6

8

On the nature of being organic; Course introduction, expectations for students and instructors, and learning/study skills Assignment How atoms in an organic molecule are #1 posted by connected via bonds and what electrons 6pm Aug 26 have to do with it Molecule of How organic molecules can be drawn to the Day depict their 3D structures – also, some rules demonstration of naming so that we are talking the same language Assignment More on types of organic structures and #1 due how structure translates into the shape of a molecule What does it mean for an organic molecule to be acidic or basic Exam 1

Asssignment #2 posted

Assignment #2 due

Asssignment #3 posted

Assignment #3 due

Oct 11 Oct 13

Topic

Assignment #4 posted

Reading (chapters) 1st ed. 2nd/GT ed. 1 1

1

1

1,3

1,3

3

3

2

2

1-3

1-3

Addition reactions of alkenes, illustrating the concept of nucleophilicity and electrophilicity Addition reactions of alkenes, illustrating the concept of regioselectivity Why benzene doesn’t react like other alkenes – the concept of aromaticity Substitution reactions of aromatic compounds, illustrating resonance and inductive effects Alkene chemistry – wrap-up

4

4

4,5

4,5

6,7

7,8

7

8

Exam 2

4-7

4-5, 7-8

Formation of alkenes by elimination from an alkane – how to predict regioselectivity and stereochemical outcome Substitution of alkanes instead of elimination, with predictions of stereochemical outcome Integrating concepts of acidity/basicity, nucleophilicity/electrophilicity, and stability to predict how alkanes will react A break from reactions to talk about isomers and what they mean for biological function

4,10

4,9

8,10

6,9

10,11

9,10

8

6

7

Fall 2011 9

10

11

12

13

Oct 18 Oct 20 Oct 25 Oct 27 Nov 1

Nov 3 Nov 8 Nov 10

15

16

Assignment #4 due

Free radical reactions of alkanes and alkenes, and extensions to polymer chemistry and biochemistry Alkane chemistry – wrap-up

5

5

Assignment #5 posted

Exam 3

4-5, 811 12,14

4-6, 910 11,13

17

16

13

12

13,16

12,15

13,14

12,13

14

13

12-14, 16-17

11-13, 15-16

3,6

3,7

3,8,22

3,6,21

Assignment #5 due

Assignment #6 posted

Nov 15

Nov 17

14

No class – fall break

Nov 22 Nov 24 Nov 29 Dec 1 Dec 6

Dec 8

Assignment #6 due

Addition-elimination at carbonyl sites of molecules: a crucial reaction for the synthesis of fatty acids and natural antibiotics made inside of living cells More on carbonyl reactivity, including how cells vs. chemists synthesize proteins Addition reactions of carbonyls that don’t collapse back to carbonyls How saccharides exist in equilibrium between cyclic and straight chain forms, and polymerize to make carbohydrates including cellulose Reactions NEAR carbonyls, including the Michael addition reaction which is responsible for many detoxification pathways in your liver More reactions involving carbonyls, including enolates acting as nucleophiles towards other carbonyls (aldol and Claisen condensations) Carbonyl chemistry – wrap-up No class – Thanksgiving break Exam 4 Question-and-answer and review, in preparation for the final exam The common sense that comes with an understanding of organic chemistry: which compounds we expect to be volatile, soluble, colored, toxic, immune boosting, or explosive The crucial importance of non-covalent interactions involving organic molecules, including how they drive pheromonemediated attraction between sexes, the effectiveness of pharmaceuticals in treating cancer, and fish-killing red tides in Florida 8

Fall 2011 Dec 13

Final exam: 11:30am2:20pm in CULC 144 (Conflict period: Saturday Dec 17, 911:50am)

1-14, 16-17

9

1-13, 15-16

Fall 2011

Student Registration Instructions for Essential Organic Chemistry Online Materials Our class will be using a custom-built online educational resource. Once you register, you will have easy access to the study guide & solutions manual, online quizzes, exercises, and tutorials with just a few clicks. To register for your course, you will need:  A Student Access Code (This code can be found on your Online Access card that came with your textbook; or you can buy an access code for $64.50 at http://www.pearsoncustom.com/ga/gatech chem/). Example: SIMPLE-FRILL-TONLE-WEIRS-CHOIR-FLEES  Your school’s zip code (30332)  A valid GT email address

How to Register and Access Materials Once You Have Your Access Code 1) Enter the URL for your custom course into your web browser: http://www.pearsoncustom.com/ga/gatech chem/ . The URL is also found on the Online Access card that came with your textbook. 2) Click Register if you already have an access code. 3) Read the License Agreement and Privacy Policy and click I Accept. 4) Do you have a Pearson account? a. Select Yes if you already have a Pearson account b. Select No if you do NOT have a Pearson Account. c. Select Not Sure if you do not know if you have a Pearson Account. 5) Type in your Student Access Code in the fields provided and click Next. a. If you do not have an access code, you will be able to purchase access online. You will see a Buy or Purchase Access button on the main page at http://www.pearsoncustom.com/ga/gatech chem/. 6) Fill out the fields on the Account Information screen and click Next. 7) When successful, you will see a Confirmation & Summary page with your account information. This information will also be emailed to you – be sure to keep this email for future reference. 8) Click the Log In Now button on the Confirmation & Summary page to view your course Important Note: Each time you access your course or MyLab, you will need to log in with your Login Name and Password.

Need Help? Assistance is available at http://247.pearsoned.com

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