ORGANIC CHEMISTRY I: CHEMISTRY 341 SYLLABUS Online Class - Summer 2015

(1)

Online Class - Summer 2015

Dr. Craig P. Jasperse web: http://www.ndsu.edu/pubweb/~jasperse/chem341online.htm

Office: Ladd 101B e-mail: craig.jasperse@ndsu.edu Telephone: (218) 477-2230 (MSUM)

(701) 231-8469 (NDSU) Office Hours: M-F 12:00-2:30 (when not grading)

Syllabus Contents Page

Summary:

• Required Text and Materials

• Summary of Test Topics

• Grading

• Quizzes

2

Testing Options: On-Site at NDSU or Using Proctor 3

Flexible Course Pacing and Test Scheduling 3

4-Week and 5-Week Schedules (flexible) 4

6-Week Schedule (flexible) 5

8-Week Schedule (flexible) 6

Detailed Topic Breakdown 7

On-Line Lectures 8

Do You Have the Technical Capacity to Play the Online Videos Effectively? Video-playing diagnostic.

8 How to Download videos as mp4 files, so that you don’t need to be internet

connected.

8 Which Videos go with Which Tests? And why you need to finish the videos well before taking the tests.

9

In-Class Notes 9

Practice tests, Answers, and Videos. (Use these!) 9

Extra Practice Problems and Practice Sets. (Use these!) 9

Sapling On-Line Homework and How to Register 9, 10

Study Strategy 11

“ChemSurvival” Videos by Professor Ron Davis 11

Book Homework Problems. 11,12

Getting Help and Office Hours 13

ACS Accredited 13

Academic Honesty and Special Accomodations 13

About Online-Organic-Chemistry Website, Questions, Topics, Thoughts 13

Getting Registered for NDSU and the Course, for non-NDSU Students 14

Getting Class Permit (“Override”) to override NDSU Prerequisites.

• Needed if you are either not a regular NDSU student, or

• Needed if you are taking both Organic I and II this same summer

15

(2)

ORGANIC CHEMISTRY I: CHEMISTRY 341 SYLLABUS

Online Students Summer 2015

Dr. Craig P. Jasperse web: http://www.ndsu.edu/pubweb/~jasperse/chem341online.htm Office: Ladd 101B e-mail: craig.jasperse@ndsu.edu

Telephone: (218) 477-2230 (MSUM)

(701) 231-8469 (NDSU) Office Hours: M-F 12:00-2:30 (when not grading) Required Text and Materials:

1) Text: "Organic Chemistry", 8th edition, Carey and Giuliano (Note: an alternative is to buy a cheap version of “Organic Chemistry” by Leroy Wade, either the 6th_{or 7}th_{edition. See “required text and materials” on} website for information. http://web.mnstate.edu/jasperse/Chem341/Required%20Text%20and%20Materials.pdf 2) Solutions Manual: "“Student Solutions Manual to accompany Organic Chemistry” Eighth Edition, by N. T. Allison, R. M. Giuliano, R. C. Atkins, and F. A. Carey.” (The text and solutions manual may be available as a bundle at Varsity Mart. If you use Wade, get solutions manual for them.)

3) On-line “Sapling” homework Problems: You will be required to buy access to an on-line

homework system (see later page in syllabus for details.) These problems will be computer-graded, will give you some practice and sometimes tips, and will help to keep you from procrastinating. Test Content Topics and Associated Lectures

NDSU Tegrity Videos Test 1 Ch 1

Ch 2 Ch 3

Structure Determines Properties

Alkanes and Cycloalkanes: Introduction to Hydrocarbons

Alkanes and Cycloalkanes: Conformation and cis-trans Stereoisomers

Lectures 1-11 100 pts

Test 2 Ch 4 Ch 7 Ch 8

Alkyl Halides and An Overview of Chemical Reactions Stereochemistry

Reactions of Alkyl Halides; Nucleophilic Substitutions and Eliminations

Test 3 Ch 5 Ch 6

Alkenes: Structure and Preparation: Elimination Reactions Alkenes: Addition Reactions and Other Alkene Reactions

Lectures 22-27 100 pts Test 4 Ch 10

Ch 11 Ch 12

Conjugation in Alkadienes and Allylic Systems Arenes and Aromaticity

Reactions of Arenes: Electrophilic Aromatic Substitution

• See later pages for some suggested test schedules, depending on whether you want to complete the course in 4, 5, 6, or 8 weeks.

Grading Summary Tentative grades

Tests 1-4 400 points (4 x 100) A 90%

Take-Home Paper “Quizzes” 27 points B 80%

Online Homework 73 points prorated C 70%

D 56%

Jasperse website: http://www.ndsu.edu/pubweb/~jasperse/chem341online.htm This will provide links to:

Notes for use in class Recorded Lectures Sapling Quizzes Practice Tests Jasperse Schedule Textbook Info Miscellanious Take-Home “Quizzes:

http://www.ndsu.edu/pubweb/~jasperse/Chem341/Quizzes/Chem341Quizzes%20Online.html

Four “quizzes” will be required, and there are several others that can be used as practice. In the regular class, these will be handed out. For the “online” students, you can print them off of the website. For due dates, lets make them due no later than when you take the test associated with the material being “quizzed”. However, you can also email answers (scanned, in the case of the 3rd and 4th quiz) earlier than that. I may sometimes be able to grade and return them, perhaps with feedback, before the tests.

(3)

Testing: Either live at NDSU or Proctored for distance students. Testing will NOT be online. 1. Testing is one aspect of this “online” class that cannot be done online. The nature of organic

chemistry requires drawing/illustrating complex structures for chemicals and electron movement during reaction mechanisms. As such it is not conducive to multiple-choice or short-answer questions that are conveniently viewed and answered online. Further, the flexible scheduling means that some students will take a test before some others; hand-written tests that are proctored and collected upon completion are good for test security.

2. Flexible Test Scheduling: All four tests must be completed by the end of the term (July 13). But there are not fixed tests dates. To some degree, you can make arrangements to take the tests (within limits) at your own schedule. For example:

o You could complete the course in the scheduled 8 weeks, May 19-July 13

o You could complete the course in 6 weeks, May 19-June 26. This makes best sense if you are trying to complete both Organic I and Organic II in the same summer. So you could complete Organic I by June 26, then use the 6 weeks from June 29-Aug 7 to complete Organic II.

o You could complete the course in 4 weeks, May 19-June 15, then be ready for the 8-week face-to-face Organic II course that begins on June 16. (And for the Organic I summer lab.)

o You could individualize your schedule. Gone on a mission trip for a week? Gone for a long weekend for a family vacation or a wedding? You could work ahead as needed to ensure the ability to master all of the material.

o See pages 4-6 for suggested 4, 5, 6, and 8-week schedules. 3. Testing options

a. Testing at NDSU: Any Monday or Thursday, at 12 noon, Ladd 114.

• With the flexible test scheduling, different students will be ready for tests at different times. The next available Monday or Thursday will always be an opportunity.

b. Proctored Testing, local to you: Arrange to have your tests proctored, typically at a local college, library, church or high school.

1) Most colleges have proctoring services.

2) Many public libraries are willing to provide proctoring services

3) For taking proctored tests, YOU will need to find/arrange the proctor; arrange scheduling with that proctor; email me the name, job, email, and phone number for your proctor; and email me a website for the organization that the proctor is a part of. (For example, if your church pastor is going to proctor your exam, I’d like to look him up to make sure he and the church really exist, before calling him to confirm! J) 4) For proctored tests, I will normally email a copy of the test to the proctor who will print

the test. After the test is done the proctor will scan and email me the answers and destroy the printed copy.

5) Because it takes some time to communicate with the proctor, to load and send copies of tests, and for the proctor to print them, it helps to have some advance notice. (Maybe if you email me on Friday night that you’ve got a proctored test set up for Saturday afternoon I’ll get it sent and it will be printed and ready for you; but don’t totally count on it! J)

c. Special Arrangement Testing at NDSU at times other than Monday/Thursday noon. Depending on my schedule and availability, feel free to at least ask if you could take a test at a time that works better for you. I might say yes!

4. Testing time is 90 minutes.

1) Tests are structured so that a well-prepared student should be able to complete a test in 50 minutes or less. But by allowing 90 minutes, that gives extra time to work on problems that you might get stuck on; it provides time to check your work; it provides more space for students who don’t work fast; and it provides enough cushion so that you can just focus on your test without being distracted by worrying about the clock. 2) If you do take proctored tests, you will want to arrange for a 90-minute time block. Proctored Tests will not be returned. Given the flexible test-scheduling, I will not be able to send you copies of your graded tests. Local students can see graded test in my office.

(4)

Possible 4-week Schedule:

• Geared towards students who are taking both CHEM341-online and CHEM342-face-to-face during the same summer. 4 weeks fast for 341, then full 8 weeks for 342 (and lab?).

Assuming Use of 60-minute NDSU Tegrity Videos

http://www.ndsu.edu/pubweb/~jasperse/Chem341/chem341-onlinelectures-2015.htm

In Case you Elect to use 50-minute MSUM Panopto Videos

http://web.mnstate.edu/jasperse/Chem350/chem350lectures-2014.htm

Test 1 Tuesday May 26

• Lectures 1-11

• Finish lectures/Sapling by Friday, May 22 • (This would involve “digesting” during

Memorial Day Weekend)

Lectures 1-10

Test 2 Thursday June 4

• Lectures 11-21

• Finish lectures/Sapling by Monday, June 1 • Digest/Practice/Integrate Tues+Wed Lectures 11-22a Test 3 Thursday June 11 • Lectures 22-27

• Finish lectures/Sapling by Monday, June 8 • Digest/Practice/Integrate Tues+Wed Lectures 22-29b Test 4 Thursday June 18 • Lectures 28-34

• Finish viewing lectures by Monday, June 15 • Digest/Practice/Integrate Tues+Wed

Lectures 30-38

Notes on the 4-week schedule:

• On this schedule you might routinely be going through three lecture videos (hour-long) per day, plus reviewing them and doing Sapling homework.

• You may well need to be using weekend time, including perhaps Memorial Day weekend time. • This schedule has Test 4 taking place during the week that Chem 342 is starting.

• You could start using this schedule, but could slow it down if you found yourself falling behind. For example, move Test 3 back to Monday June 15; and Test 4 to Monday June 22 or Thursday June 25?

Test 1 Thursday May 28

• Lectures 1-11

• Finish lectures/Sapling by/before Monday, May 25 (Memorial Day) • Digest/Practice/Integrate Tues+Wed Lectures 1-10 Test 2 Monday June 8 • Lectures 11-21

• Finish lectures/Sapling by Thursday, June 4 • Digest/Practice/Integrate Tues+Wed Lectures 11-22a Test 3 Monday June 15 • Lectures 22-27

• Finish lectures/Sapling by Thursday, June 11 • Digest/Practice/Integrate Tues+Wed Lectures 22-29b Test 4 Monday June 22 • Lectures 28-34

• Finish viewing lectures by Thursday, June 18 • Digest/Practice/Integrate Tues+Wed

Lectures 30-38

• This schedule has Test 4 taking place about a week after my “live” Chem 342 class starts on Tuesday, June 16. The first test there isn’t till July 1, so this would allow completion of Organic I with time to then prepare for the first test in Organic II, after which you’d then be right on pace with Organic II.

• On this schedule you might routinely be going through three lecture videos (hour-long) per day, plus reviewing them and doing Sapling homework. You may also need to be using some weekend time, perhaps including Memorial Day weekend time.

• The lecture videos will be available well before May 19. So you could start early if you wished.

• You could start using this schedule, but if necessary you could slow it down if you found yourself falling behind.

(5)

• Geared towards students who are taking both CHEM341-online and CHEM342-online

during the same summer. 6 weeks for 341, then 6 weeks for 342.

• This schedule assumes use of 6 weeks to complete CHEM342-online, beginning on June 26, and finishing on August 6 or 7. It assumes using the six weeks from May 19-June 25 to complete CHEM341-online.

Test 1 Thursday May 28

• Lectures 1-11

• Finish lectures/Sapling by/before Monday, May 25 (Memorial Day)

• Digest/Practice/Integrate Tues+Wed Lectures 1-10 Test 2 Monday June 8 • Lectures 11-21

• Finish lectures/Sapling by Thursday, June 4 • Digest/Practice/Integrate Tues+Wed Lectures 11-22a Test 3 Monday June 15 • Lectures 22-27

• Finish lectures/Sapling by Thursday, June 11 • Digest/Practice/Integrate Tues+Wed Lectures 22-29b Test 4 Thursday June 25 • Lectures 28-34

• Finish viewing lectures by Monday, June 22 • Digest/Practice/Integrate Tues+Wed

Lectures 30-38

• This schedule has Test 4 taking place 6 days before the first test of Chem 342 face-to-face. (My “live” Chem 342 class starts on Tuesday, June 16, and the first test is Wednesday July 1).

• On this schedule you might routinely be going through two lecture videos (hour-long) per day, plus reviewing them and doing Sapling homework. On a couple of days perhaps you may need to three lectures. You may also need to be using some weekend time, perhaps including Memorial Day weekend time.

• The lecture videos will be available well before May 19. So you could start early if you wished. • Test 3 has fewer lectures to cover, but this schedule has only one week from Test 2 to Test 3. If

you could accelerate earlier on Test 2, for example taking that on Thursday June 4, you’d give yourself more time to prepare for Test 3.

• You could start using this schedule, but if necessary you could slow it down if you found yourself falling behind. Test 4 needs to be done sometime by/before July 13 at the latest.

• If you are following up this course with Chem 342, (face-to-face version), Tests 1 and 2 in 342 (face-to-face version) are on Wednesday July 1 and Tuesday July 14.

(6)

• Geared towards students who are taking just CHEM341-online but not also Organic II

during the same summer

• Note: It’s really easy to have a plan but then to fall behind. You might well be better off to aim to complete all the work a week or more early, so that then you have some leftover time in case you realize you need to spend some extra time on the last test. Often students who have been kind of lagging all along then get killed on the last test!

Geared towards students who are just taking Organic I, but no

Test 1 Monday June 1

• Lectures 1-11

• Finish lectures/Sapling by/before Thursday, May 28 • Digest/Practice/Integrate Friday+Weekend Lectures 1-10 Test 2 Monday June 15 • Lectures 11-21

• Finish lectures/Sapling by/before Thursday, June 11 • Digest/Practice/Integrate Friday+Weekend Lectures 11-22a Test 3 Monday June 29 • Lectures 22-27

• Finish lectures/Sapling by Thursday, June 25 • Digest/Practice/Integrate Tues+Wed Lectures 22-29b Test 4 Monday July 13 • Lectures 28-34

• Finish viewing lectures by Thursday, July 9 • Digest/Practice/Integrate Tues+Wed

Lectures 30-38

Notes on the 8-week schedule:

• On this schedule you might routinely be going through one lecture video (hour-long) per day, plus reviewing them and doing Sapling homework. On a couple of days perhaps you may need to two lectures, in order to get ahead and give yourself time to put everything together in advance of a test. • This schedule is not ideal (too slow) for ideally be taken in sequence with Chem 342 (face-to-face

version).

o That class starts on June 17, so this schedule would have a month of overlap. .

o Chem 342 (face-to-face) has a test 1 scheduled on Wednesday July 2, and another on Tuesday, July 15. Both of which line up pretty close to the Test 3 and 4 dates scheduled here.

(7)

Chemistry 341, Jasperse, Summer 2015

(34 class lectures)

Reading Assignment TEST 1 LECTURES

1. Class Intro; Carbon, Normal Bonding, Lewis Structures 1.1-5

2. Normal Bonding, Lewis Structures, Formal Charge; Resonance; Structural Formulas 1.6-11 3. Structural + Skeletal Formulas; Resonance Structures; Allylic Systems; VSEPR + shape 1.6-11 4. p11, 16-17,12 Shape, Drawing 3D, Mechanisms + Arrow Pushing, Acid-Base 1.12-18

5. p13-15 Acid-Base,Ch 2 p1-2 1.12-18

6. Hybridization, Isomers, Intermolecular Forces, Boiling Points, Solubility 2.1-7, 17,22

7. Functional Groups. 4.1, 4.6

8. Alkanes + Nomenclature. 2.5-14

9. Conformations, Newman Projections, Higher Alkanes, Rings, Cyclohexane Chairs 3.1-6

10. Substituted Cyclohexane Chairs; Alkane Structure Isomers 3.7-13

11. 10 minutes of structural isomers. Then Test 2 material. Catchup

Quick skim 2.1-4, Quick skim 3.13-15 Extra Practice Sets+Videos: Acid-Base Practice; 3D-Drawing Practice; Newman Practice; Cyclohexane Practice; Cyclohexane and Newman Projections Summary

Test 1. Chapters 1-3.

TEST 2 LECTURES

11. Introduction to Reactivity Principles. Radical Halogenation of Alkanes. 4.15-19 12. Rates, Activation Energies, Transition States, Multistep Reactions, Stability-Reactivity

Principles 4.15-19

13. Bromination of Alkanes; Radical Stabilities; Mechanism; Practice Problems 4.10,17 14. Practice Bromination Mech; Stability/reactivity: Chirality, Enantiomers, Chiral Centers 7:1-6

15. R and S Classification, Stereochemical Prioritization Rules 7:1-6,8,10

16. Optical Activity; Racemic Mixtures; Symmetry Planes; Diastereomers; Meso Compounds;

Molecules with ≥2 Chiral Centers 7.11-15

17. Alkyl Halides, Introduction/Nomenclature, Properties, Reactivity, and the SN2 Reaction 4.2,4-6

The Sn2 Substitution Reaction. 8.1-5

18. SN2 Reactions 8.1-5

19. More SN2 practice; SN1 Reaction and Mechanism 8.6-12

20. Elimination Reactions 5.14-18

21. Elimination, Practice, how to Distinguish between SN2/SN2/E2/E1 5.14-18

Skip 4.1-14 at this time. Quick skim 7.7,9,16,17

Extra Practice Sets+Videos: Br2/hv Products/Mechanisms Practice; Introductory Mechanism Practice; Extra Stereochemistry Practice; Extra Test 2 Mechanisms Practice

Test 2. Chapters 4, 7, 8, 5 Test

TEST 3 LECTURES

22. Alkenes. Elements of Unsaturation, Hydrogenation, Nomenclature, E/Z 5.1-7; 13.25 23. Synthesis of Alkenes. Use of Bulky Bases. Acid-Catalyzed Dehydration of Alcohols 5.8-13 24. Recognizing Mechanisms. HBr and HOH addn to Alkenes. Markovnikov's Rule 6.1-6,18

25. Antimarkovnikov HBr and HOH Addn. Stereoselective HOH. 6.9-13, p.275

26. Addition of H2, Br2, BrOH, Stereospecificity, Synthetic Design 6.14-17

27. Epoxidation, Dihydroxylation, Ozonolysis 6.19,20

Skim: 5.17, Skim: 6.21

Extra Practice Sets+Videos: Extra Practice; Mechanisms; Alkene Reactions; Synthesis

Test 3. Chapters 5, 6 Test

TEST 4 LECTURES

28. Conjugation, It's Impact, and Allylic Cations 10.1-7, 11.13,14

29. Allylic Cations, Radicals, Anions, SN2. 1,4/1,2 Addn. Kinetic vs Thermo. Diels-Alder 10.8-17

30. Diels-Alder. Aromatics: Structure, Huckel's Rule, Impact 10.15-17, 11.1-9

31. Aromatic Nomenclature. Electrophilic Aromatic Substitution Reactions. 11.1-9,18-23

32. Electrophilic Aromatic Substitution Reactions. p4-11 12.1-8

33. Advanced Aromatic Substitution Reactions and Synthetic Planning 12.9-16

34. Aromatic Synthesis Design Problems 11.11-12

Skip: 11.10,16,17, 12.17-22 Extra Practice Sets+Videos: HBr Addn to Dienes; NBS Allylic Bromination;

Conjugation-Allylic-Diels-Alder Practice; Aromatic Substitution Mechanisms; Aromatic Substitution Product Prediction/Mechanisms/Synthesis Design

(8)

On-Line Lectures: http://www.ndsu.edu/pubweb/~jasperse/Chem341/chem341-onlinelectures-2015.htm 1. These are normally recorded “Tegrity” lectures from last year’s face-to-face class.

2. Analogous 50-minute “Panopto” lectures. (Content coverage is the same. But these “Panopto” videos recorded during my fall Organic Chem I class often load faster and more consistently for streaming view, and the podcasts download really easily for offline viewing.) Some students may find these to be more consistent and reliable for viewing.

o http://web.mnstate.edu/jasperse/Chem350/chem350lectures-2014.htm

3. Because the video lectures were actually recorded previously, they often mention Sapling due dates, test days, or days of the week that won’t make any sense to you. Beware of those! 4. While there are additional study materials and videos, the main lecture videos are normally

60-minutes in length, which is the duration of the face-to-face class. 5. There are 34 such lectures.

6. “Watching” videos is one thing; understanding everything enough to do everything is quite another! Getting a good grade in organic chemistry is definitely not a spectator sport!

7. Normally you’ll have wanted to work through all the lectures at least a couple of days

before taking a test, so that you’ve got time to practice, review, integrate, and synthesize

all the information, and so that you’ve got time to work through the practice tests, etc..

Do you have the Technical Capacity to play the online videos effectively? And Downloading so you don’t need to have streaming internet.

• Note: Most videos were created using either “Tegrity” or “Panopto”. You will want your computer able to play videos of both types.

1. Tegrity Diagnostic: http://ndsu.tegrity.com/TegrityUtils/Diagnostic.aspx

2. Panopto Test (this doesn’t give you a “diagnostics” page, but should load and play if everything is fine):

• Podcast Panopto: http://coursecast.mnstate.edu/Panopto/Content/Sessions/bad2da5d-3bab- 45b9-8ed0-4bfa6a83afdf/4c75611e-583d-4186-8ee2-b0d2ee7613a0-3c28dc83-5922-4d1b-baca-b4c1f16d9b02.mp4

• Streaming Panopto: http://coursecast.mnstate.edu/Panopto/Pages/Viewer.aspx?id=ee9b1109-7b18-4caa-8065-38ab25c74561

• Note: if your internet speed was fine for Tegrity, it will also be fine for Panopto

3.

Panopto podcasts can be easily downloaded to your computer so that you can

view without streaming. Tegrity videos can also be downloaded onto your

computer, although the download process is a little slower.

• If you don’t have consistent fast internet, you may wish to download a whole bunch of videos while you do have access to fast internet. Then if you’re on an airplane, or at the lake, or visiting grandparents, you’ll still be able to view the videos! J

• Usually if you right-click on the link to a Panopto podcast, you’ll get a menu that includes

a chance to save/download the video.

• For Tegrity videos, load the streaming version, and there is a download arrow icon in the

lower right corner. (Make sure you aren’t in full-screen mode.)

4. For Pantopo videos, I always list both the streaming version and the podcast. So basically I’ve already converted them into mp4 version for you, which streamlines the download a little bit. 5. If Tegrity videos are having trouble loading or downloading, for whatever reason on a given day, I

have Panopto lectures covering equivalent material on my website for Organic II this spring at MSUM. I used essentially the same notes. (Although 50-minute videos were used instead of 60-minute lectures).

• http://web.mnstate.edu/jasperse/Chem350/chem350lectures-2014.htm • http://web.mnstate.edu/jasperse/Chem350/Chem350.html

(9)

Which Videos go with Which Tests? And why you need to finish the Videos Well before taking the test:

• You need to get through all the lectures but then also have time to put everything together.

o If you’re doing the last two lectures the night before taking a test, you’ll not succeed on tests!

o You need time to put it all together: review and study everything; practice everything; finish your required Sapling homework; do more book practice; and do the practice tests!

• You’ll want to have finished going through all the lectures at least a couple of days before taking a test so you’ve got time to actually master everything and become test-success ready.

•

Test 1 Lectures 1-10 Lectures 1-10

Test 2 Lectures 10-16 Lectures 11-22a

Test 3 Lectures 17-26 Lectures 22-29b

Test 4 Lectures 27-34 Lectures 30-38

In-Class Notes:

http://www.ndsu.edu/pubweb/~jasperse/Chem341/Classbook%20Chem%20341/Classbook%20Chem341%20(all).pdf I have a very thorough set of notes that can be used in class. Included will be numerous examples and practice problems that I/we will work in lecture together. You should print the notes (NDSU’s printers can print them on both sides of a page), 3-hold punch them, and keep them organized in a 3-ring binder. Many students actually print two copies, one to work through with me during lecture, the other set for working out on their own after lecture.

Practice tests, Answers, and Videos:

http://www.ndsu.edu/pubweb/~jasperse/Chem341/Practice%20Tests/Chem341PracticeTests.html 1. There are three practice tests available for each test which can be printed from the website.

2. These are normally exact copies or slightly edited versions of actual past tests. As such they are invaluable for getting an idea of what my tests look like, for evaluating whether you are or aren’t well prepared, and for recognizing study areas that need additional attention.

3. For each test, there is also an answer key, and a video in which I discuss each problem.

4. For each test, there is also a “test preview” in which I discuss the format, length, and distribution. Extra Practice Problems and Practice Sets: http://www.ndsu.edu/pubweb/~jasperse/chem341online.htm Between Sapling homework, assigned/recommended book problems, and practice tests, there are usually a good variety and volume of problems to assess your understanding and to practice and sharpen your skills.

1. However, for each test I have also created a series of additional practice sets to address important learning skills. Sometimes these are topics where I know students tend to struggle, or where the Sapling/book problems aren’t perhaps as representative of test problems as I’d like.

2. For each of these extra practice sets, you can print them from the website; there are answers provided; and in each case I have a video created to talk through each problem.

3. Having the video explanation/discussion is helpful for many students in trying to understand the process for solving problems. Obviously the book problems and Sapling problems don’t have the same kind of commentary available.

Sapling On-Line Homework: http://saplinglearning.com

More details on a later page (the next page). Sapling's modules enable one to interact with 3D models and draw chemical structures. You get instant grading, sometimes response-specific coaching, and detailed answer explanations. The Sapling homework also provides an effort-driven opportunity to earn some points! (Sapling averages are typically much higher than test averages.)

(10)

Sapling OnLine Homework, version 2015

Getting on when you’ve already enrolled: (see lower down for enrolling at first)

1. Website: http://www.saplinglearning.com/ 2. Login

3. Click on your class

4. If you click on “Activites and Due Dates” in the upper left corner, that will list assignments. 5. Miscellaneous:

• After you open an assignment, there is an option to “print” it. I like to write on paper and keep my work so I can study it later, for example. However, this will NOT print the “hints” which are often very helpful.

• You can try a problem as many times as you like. But the scoring will cost you 5% of the points available (per problem) for each incorrect attempt.

• Jasperse can enter due-date extensions.

• Take some time with the introduction materials, including the “training assignment” and the “drawing tips and shortcuts” practice problems.

• You can go back and work on things after they are due. So you can use these as a study tool later on if you wish (or when you’re studying for PCAT or whatever….)

Re-enrolling for Organic II, if you Paid a 2-semester package fee for Organic I

To register for the course for those who purchased the two semester access, find the course. From there, if you paid the 2-semester access, there should be a button that says "Use your Sapling Learning Credit to enter the course" (provided you haven't used the credit on any other courses). Click the button and you should have access.

Enrolling at the beginning

1.Go to http://saplinglearning.com

2.a. If you already have a Sapling Learning account, log in, click "View Available Courses", then skip to step 3. b. If you have a Facebook account, you can use it to quickly create a SaplingLearning account. Click "create account" located under the username box, then click "Login with

Facebook". The form will auto-fill with information from your Facebook account (you may need to log into Facebook in the popup window first). Choose a password and timezone, accept the site policy agreement, and click "Create my new account". You can then skip to step 3. c. Otherwise, click "create account" located under the username box. Supply the requested information and click "Create my new account". Check your email (and spam filter) for a message from Sapling Learning and click on the link provided in that email.

3.Find your course in the list (listed by school, course, and instructor) and click the link.

4.Select your payment options and follow the remaining instructions. NOTE: Sapling Learning costs $40.00 for a single semester or $60.00 for two semesters. You will be prompted before payment and asked if you would like to purchase two semesters for a discount. You will need to purchase two semesters in advanced to receive the multi-course discount. There is a 14 day grace period to access your courses before payment, and there is a 60 day refund policy. For more information on refunds, visit: http://www.saplinglearning.com/help/?topic=9

a)Once you have registered and enrolled, you can log in at any time to complete or review your homework assignments.

a)During sign up - and throughout the term - if you have any technical problems or grading issues, send an email to support@saplinglearning.com explaining the issue. The Sapling support team is almost always more able (and faster) to resolve issues than your instructor and TAs.

(11)

Study Strategy: Putting off the extensive information in organic chemistry will only make it harder on you. After each lecture, try to study the day’s notes and work all of the assigned book problems. Some practical study thoughts:

1. General university policy is that an average student in an average class should study for at least two hours out of class for one hours in class to get an average grade.

• Fact: Organic chemistry isn’t really an average class! And do you want an average grade? 2. I suggest reviewing the class notes and in-lecture practice problems ASAP after a lecture, and

going through the material at least twice.

3. Many students print an extra copy of class notes, and try to redo all the in-lecture problems on their own.

4. I suggest working Sapling/book problems associated with the sections covered in class right after that.

5. Reading the book: the textbook is a support resource. If you didn’t understand some of the material in class, the book will frequently have a more complete and detailed discussion that will help you understand things.

6. If I decide I’m not going to take the time to study the class notes, to do Sapling and book problems, and to read the book, which one should I sacrifice first? Possibly some book reading? If you read but run out of time before you get to practice and understand the problems, it’s not a recipe for success.

7. The practice tests are excellent rehearsal for the real tests.

• http://www.ndsu.edu/pubweb/~jasperse/Chem341/Practice%20Tests/Chem341PracticeTests.html 8. Some recorded lectures from the summer class may be rushed or not super clear. Alternative

lectures covering analogous notes are available from this past fall:

• http://web.mnstate.edu/jasperse/Chem350/chem350lectures-2014.htm

“ChemSurvival” Videos by Professor Ron Davis: lots of nice videos!

• Full ChemSurvial site: https://www.youtube.com/user/ChemSurvival/videos?flow=grid&view=0 • Jasperse page that has many of the most relevant ChemSurvival videos linked:

http://www.ndsu.edu/pubweb/~jasperse/chem341online.htm

• Professor Davis’s ChemSurvival videos are frequently of very high quality, with excellent molecular-model displays. In many cases where I’d be displaying molecular molecular-models while teaching a face-to-face class, the ChemSurvival videos will do a comparable (or usually better) job of enabling visualization. • Professor Davis is an excellent teacher and communicator, so there may be times when perhaps things

just make better sense with some of his videos and explanation than they do in the regular lecture! If so, please take advantage of whatever enables you to learn and master the material!

Class E-Mail List

An email list will be sent to all registered students before the class officially begins. The list uses

your NDSU e-mail address. You can have NDSU emails forwarded to a different address. (See the

Information Technology desk, Burdick-150.) If you did not already receive a test email, check your junk folder, or contact me.

Book Homework Problems: See List on Page 12.

• All assigned/recommended book problems represent what I consider to be reasonable test-level problems. I have gone through each problem in the book and selected out those I think are the most representative and practical.

• There may be a few that are trickier than I’d put on a real test, but the majority are ones you ought to be able to do.

• All have worked-out answers in the Solutions Manual. The homework is a great way to

practice problem solving, assess your progress, and prepare for tests. Since solutions are

available, I will not collect the book homework.

• The few “quiz” assignment problems that I require and grade are no substitute for doing

(12)

• CHEMISTRY 341 PROBLEMS

• SUMMER 2015

• Dr. Craig P. Jasperse

• These assume you are using Carey and Giuliano version 8. (I have lists that are appropriate if you instead have the 6th_{or 7}th_{version of Wade. Contact me if that’s your situation, or see:}

http://www.ndsu.edu/pubweb/~jasperse/Chem341/Other%20Books-Problems%20and%20Readings/Other%20Books-Problems%20and%20Readings.htm

• •

Chapter Recommended Book Problems Test 1

1 1, 3-8, 10, 12-19, 22, 24-26, 29, 30, 31a, 33, 37, 41, 42, 44, 46, 47, 48, 50-52, 54-57, 60, 65, 69-71, 75-78

2 3-5, 8, 10, 11a,b, 18, 19, 21, 22a,b, 23, 24a,b, 25, 26, 29, 30a,b, 43, 44 3 1-4, 7, 8, 11, 12, 17, 19-24, 27, 28, 32a-e

4 Functional Groups: 35a,b,e,g, 36, 37, 38 Test 2

4 Radicals and Radical Halogenation: 16, 18 (prop. only), 19, 20, 22

7 Stereo: 1, 2, 3c,d, 4, 5, 9, 10, 13, 15, 22, 23, 24, 26, 27, 32-34, 38a,c-f,h-k

8 Substitution: 1-3, 5, 7, 9-11, 15b, 16, 18, 20, 22a-g, 23, 24, 25a-f, 30, 31, 32a,b,d-h, 33a, 34, 40, 47, 49-51

5 Elimination: 22-24, 36, 37a,b,e, 40c,d,g,h,i,j Test 3

5 1, 2, 4, 11-17, 19, 22-24, 28a-h, 30, 33a-d (rank), 34a,b, 36, 37, 40

6 1-5, 8, 9, 15, 19, 21, 26a-h, 27, 28, 32, 34, 36a-f,I,k, 37b-d, 42, 58-61, 63, 65-69 Ch 15:5

Test 4

10 1, 2, 4, 7, 8, 9, 10, 13, 14, 16, 17, 18, 19, 25a, 28a-f, 29, 30, 32, 33, 35, 36a-c, 37, 41, 42, 47, 48, 49, 50

11 1, 2, 3a,c, 13, 15, 18, 21, 24, 25, 26, 33f,I, 34, 36a, 39a-d, h, i, 43a, b, e, f, 44, 45, 46, 47, 50, 51, 59, 60, 61, 63

12 2, 3, 4, 6, 10, 12, 15, 17, 18, 19, 21, 22, 23, 24, 34a-k, 35a-f, 36a,c,d,f, 37, 38, 39a-l,n, 44, 45a-d,g,I,l,m, 46a,c-e, 47a,b,d, 50, 52

Ch 11: 10, 11 •

(13)

Getting Help and Office Hours:

1. Live Face-to-face office hours:

• 12-2:30 (when not giving tests and not grading): “scheduled” time • NDSU office: Ladd 101B. Phone 701.231.8469

• When giving tests, I’ll often be available during those times at Ladd 114. (To step out and answer a few questions at the table outside the door is acceptable.)

• During May and early June, or late afternoons during June-July-August, I may sometimes have office-hours availability mid-late afternoon at my Minnesota State University Moorhead (MSUM) office, rather than at NDSU. Call or email to check or arrange a visit.

• MSUM office: Hagen Hall 407J, 600 11th St South, Moorhead. Phone 218.477.2230 2. Online Virtual Help Options

a. Phone! Often works very well. b. Email:

o I check often, including nights and Saturdays

o Many students use screen shots, whether for a Sapling homework question, or something in the notes or a practice test or something. This makes it easy to show what you’re having trouble with, and makes it easy for me to focus my answer.

c. Sapling: I can actually look at wrong answers that you’ve submitted, and sometimes screen-shot and email-explain why they’re wrong and what you should have done instead

d. Blackboard Collaborate:

o There is some capacity for virtual office visits in which I can share my computer screen.

e. Explain Everything/YouTube video answers:

o I may explore creating draw-and-talk video recording response to some student questions, and then sending you the YouTube link to view that explanation. Not sure how effective this will be, or how time-consuming each will be for me to record. So no promises here! J

American Chemical Society accredited: North Dakota State University’s chemistry department is accredited by the American Chemical Society

• May be helpful information for national students from non-‐NDSU schools.

• If your advisor or records office wonders if Organic Chemistry at NDSU is legit, they might ask if it’s ACS-‐ accredited.

For Some Other Questions or Issues About how this Online Organic Chemistry Course will Work, see the following Website:

• http://www.ndsu.edu/pubweb/~jasperse/OnlineOrganicGeneral.htm

• The website addresses some common questions students have asked me about the course. • I usually provide some notes, and video in which I talk through some thoughts about each

topic.

Academic Honesty

• It is assumed that students at NDSU have the integrity to complete tests on their own. Any student who is found to have cheated on a test will receive an F for that test or an F for the course, depending on the circumstances. A second infraction will result in an automatic F for the course. For a full description of the NDSU Code of Academic Responsibility and Conduct, see http://www.ndsu.nodak.edu/policy/335.htm.

Special Accommodations: Students with disabilities who believe they may need an accommodation

(14)

Getting Registered for NDSU and for the Course, for non-‐NDSU Students:

1. NDSU application: Apply to NDSU as a “Non-degree seeking student” student before you can register for the class. The form is short. (note: you may need to copy and paste the links)

1. Create an NDSU account, which you need in order to apply:

https://ndusndsu.askadmissions.net/emtinterestpage.aspx?ip=application

2. Apply: The actual application page with links:

https://app.applyyourself.com/AYApplicantLogin/fl_ApplicantConnectLogin.asp?id=NDUSNDSU

3. NDSU admission information page with links:

http://www.ndsu.edu/admission/admission_information/non_degree_students/

2. Register: Actually registering for the course(s).

1. http://www.ndsu.edu/registrar/registration/

2. Course ID: CHEM341 Class ID: 8885

3. Prerequisites and Class Permits (Override): The prerequisite for CHEM341 is NDSU’s CHEM122 (General Chemistry II).

1. A Class Permit will be required assuming you didn’t take that class at NDSU. (The registration computer usually won’t recognize classes taken at different schools.)

2. A Class permit for Organic II will also be required if you’re taking both Organic I and Organic II this summer.

3. Class Permit Information: Include the following information: 1. 1) Your Name

2. 2) Your NDSU ID#

3. 3) Class Name (CHEM341 online). 4. 4) Section/Class# (i.e. 8885)

4. Email the information to: NDSU.CHEMISTRY@ndsu.edu

5. Section ID’s: (In case you’ll need class permit for both 341 and 342.) Listing of classes

and section ID’s for 2015 : • CHEM341 online 8885 • CHEM342 online 8886

4. Tuition: $325 per credit (as of 2014. Not sure yet how much that will increase for 2015).

• No cost difference between online versus “face-‐to-‐face” courses during summer • No cost difference between in-‐state or out-‐of-‐state students

• No cost difference between regular NDSU students versus non-NDSU students. •

5. For non-‐NDSU students, printing a copy of the syllabi (for this year or last year if I don’t have this year’s up yet) may be useful (click on the links to the main Organic Chemistry I or II content web pages.) Your advisor or department chair may want to see these in order to approve these courses for your school.

• Organic I syllabus:

• http://www.ndsu.edu/pubweb/~jasperse/chem341online.htm

• Organic II syllabus:

(15)

Getting Class Permit (“Override”) to override NDSU Prerequisites. Needed if you are either not a regular NDSU student who took NDSU’s Organic I course, or if you are taking both Organic I and Organic II during this same summer

• Special class permits will often be required in order to register for some of the summer Chem 341/342 courses, whether online or not. This document will first detail what to do, then summarize some of the common situations where a class permit will be needed.

What to do if a class permit is required to register:

1. Email the following information to the following two email addresses. (Emailing to me usually

not necessary, but sometimes I’ll need to authorize permission for the chemistry office staff to actually enter that permission into the computer system):

• NDSU.CHEMISTRY@ndsu.edu • craig.jasperse@ndsu.edu

2. Information: Include the following information:

a. Name b. NDSU ID#

c. Class Name/# (CHEM 341 online) d. Section/Class# (i.e. 8885)

• Note whether this is for an online or “face-to-face” section

3. Section ID’s: Listing of classes and section ID’s for other summer organic courses for 2015:

• CHEM341 (face-to-face) 8324

• CHEM341 online 8885

• CHEM342 (face-to-face) 8326

• CHEM342 online 8886

Some situations which might require a special permit. (There may be others).

4. You want to take both CHEM341 and CHEM342.

• A class permit for CHEM342 will be needed.

o Doesn’t matter whether CHEM342 is online or face-to-face.

o Why: The registration computer blocks Organic II because it doesn’t think you have completed Organic I yet.

§ Since you’re registering during the spring, the computer figures you won’t have completed CHEM341 when the spring semester ends. It’s not programmed to understand that you may be able to do so during the early summer.

5. Prerequisite courses taken at a different school.

a. This will also apply to any non-NDSU student trying to register for CHEM341

• NDSU’s CHEM122, General Chemistry II, is a prerequisite for Organic I. If you took your general chemistry at a different school, you’ll need a class permit to register for Organic I. • This may also apply to students who transferred to NDSU, perhaps some time ago, but after

taking general chemistry at a different school.

b. This will apply to students trying to register for CHEM342 after taking Organic Chemistry I at a different school.

• NDSU’s CHEM341, Organic Chemistry I, is a prerequisite for CHEM342. If you took your organic chemistry I at a different school, you’ll need a class permit to register.