CHEM 331, FALL 2013 ORGANIC CHEMISTRY I LABORATORY

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CHEM 331, FALL 2013

ORGANIC CHEMISTRY I LABORATORY

General Information

Instructor: Prof. Michael Rubin (5088 Malott) mrubin@ku.edu

Laboratory Director: Dr. Marina Rubina (4025 Malott, mrubin3@ku.edu

)

Teaching Assistants: TBA

Required material:

Custom website access card: ISBN 978-1-61549-751-5 Organic Chemistry Lab 331

Great River Technologies

Website access can also be purchased on-line at: http://webcom7.grtxle.com/ (ISBN 978-1-61549-067-7 for on-line purchase)

The website contains general information about the course, detailed description of all laboratory experiments, including lab protocols, video tutorials, and safety information; as well as interactive spectroscopy tutorials. It also includes all pre-lab quizzes and the safety quiz (to be completed online), and the grade book.

Textbook (recommended):

Making the Connections (2 nd ed.): A How-To Guide for Organic Chemistry Lab Techniques by Dr. Anne B.

Padías – ISBN: 0-978-730-4135-3 or Padías + Organic Chemistry Carbonless Student Lab Notebook bundle – ISBN: 978-0-7380-4799-7

Organic Chemistry by J. G. Smith (3rd ed.) – ISBN: 978-0-07735-472-5

Notebook: A bound laboratory notebook with alternating carbon paper is required. Each page in the notebook must be numbered and dated. The first page must contain a Table of Contents. At the end of the laboratory period, teaching assistants will initial notebook pages containing new experimental data and will collect the carbon copies. DO NOT leave the laboratory before your notebook is inspected!

Lectures: Tuesday or Thursday 8:00-9:15 am, 3140 Wescoe

Attendance in the lectures is strongly advised because a substantial amount of material not easily available from other resources and not directly related to the specific experiments will be presented. Some of the

materials will not be posted on the Course Website but only discussed in the lectures. Spectral problem solving and some tips for exam preparation will be also provided ONLY during the lectures. Registration for one lecture session is required.

Laboratories: Laboratories will be held once a week Monday through Saturday (refer to the class schedule below). Registration for one section of laboratories is required.

Make-up Laboratory Policy: If you are unable to attend your regular laboratory session due to an unplanned event such as illness or family emergency, you will be excused for that period and will be allowed to make up the missed lab. You must notify your TA and laboratory director (Dr. Marina Rubina) and present a document justifying your absence. We can arrange for you to perform the missed experiment with another section within the same week (preferred). Alternatively, a missed lab can be made up during the make up lab session on Tuesday, Dec 10 at 12:00-4:00 pm . You must notify the lab director at least a week in advance (by Dec 3) if you plan to attend this session.

If more than two excused absences are accrued, you will be required to take an incomplete for that semester and make up the missed laboratory experiment the next time the course is offered.

Zero points will be assigned for an unexcused missed lab, where no proper medical or other emergency excuse documentation is provided. If you miss more than two laboratory sessions, you will receive an F for the course.

Unless clearly specified otherwise, all aspects of the work in the laboratory (lab quiz, pre-lab preparation, the experimental procedure, and the lab report) must be performed and completed individually by each student. Plagiarism will not be tolerated.

Intellectual Property Policy: Course materials prepared by the instructor, together with the content of all lectures and review sessions presented by the instructor are the property of the instructor. Video and audio recording of lectures and review sessions without the consent of the instructor is prohibited. On request, the instructor will usually grant permission for students to audiotape lectures, on the condition that the audiotapes are used only as study aids by the individual making the recording. Unless explicit permission is obtained from the instructor, recordings of lectures and review sessions may not be modified and must not be transferred or transmitted to any other person, whether or not that individual is enrolled in the course.

Safety: You must familiarize yourself with "Safety Regulations for Laboratory Courses Numbered Below

698," which can be accessed via the course website. Prior to the first laboratory session, you will need to take an online safety quiz (also available through the course website) and pass with a score of 100%.

The wearing of approved safety goggles with indirect vents is mandated by State Law. Students found in the laboratory without approved goggles will receive a penalty of 10 pts. for each occurrence.

Examinations: There will be two (2) examinations.

1.

MIDTERM EXAMINATION October 17, 8-10 pm (100 points)

2.

FINAL EXAMINATION ( that is comprehensive on all covered material) December 20, 7:30-10 am

(100 points).

Quizzes:

On-line prelab quizzes: There will be total of nine pre-lab quizzes, each consisting of 4 multiple-choice questions, which must be completed on-line. Each quiz will cover the theoretical background for the experiment discussed in the relevant lectures, and the material presented in the assigned reading pertaining to the LABORATORY PROTOCOL and the TECHNIQUE . Each quiz assignment will open at noon on the day the respective Thursday lecture is given, and will close on the following Monday at noon

(refer to the detailed laboratory schedule at the end of the syllabus). At the same time each quiz closes, the quiz key and the grades for this quiz will become available. Please note that there will be NO MAKE-UP

QUIZZES.

In-lab quizzes: Each lab period will begin with a short quiz (2-3 questions) administered and graded by

TA; 5 points/quiz, part of total 25 lab points. If you arrive more than 10 minutes late, you will not be allowed to take the lab quiz and will lose 5 points.

Advanced Laboratory Preparation : Both the initial portions of the notebook write-up, as well as any pre-lab assignment must be completed prior to each laboratory period. Refer to the LABORATORY

NOTEBOOK FORMAT document (under SYLLABUS on the course website) and introductory lecture materials for details. Failure to complete the pre-lab write up will be reflected by a reduction in the grade for the Lab Report and Laboratory Technique.

Submitting Products: In the experiments involving synthesis and/or isolation of compounds, pure material must be submitted in a properly labeled container at the end of the laboratory period.

The presentation (e.g. vial labeling), yield and purity of the product will be reflected in the grade for the Lab Report and Laboratory Technique. Refer to the PRODUCT SUBMISSION, CHARACTERIZATION AND

LABELING GUIDELINES handout (under SYLLABUS on the course website) for details.

Laboratory Reports: Any product(s) are to be turned in at the end of the laboratory period. Your lab notebook write-up and laboratory report must be submitted to your TA at the beginning of the next lab period , except when informed otherwise. Late results will not be accepted. Reports need NOT be typed.

Each day's effort is worth 25 points toward your "experiments" grade. Missed lab quiz is -5 pts. Failure to present the pre-lab completed before lab is -5 pts. Each missing item in the final notebook report is -2 pts, incomplete or incorrect parts of items are -1 pt each. The maximum points deducted for missing or incorrect answers to exercises are -2 pts each. If there is a product, a maximum of 5 pts is reserved for grading the product.

Product purity and appearance are more important than yield.

Laboratory Technique: This score will be assigned by your TA (and is not a subject for rebuttal with the instructor of the course) and will be based on:

(1) Your understanding of what is going on in the lab

(2) Your level of preparation and general confidence in performing experiments

(3) Day-to-day neatness, desktop organization, and efficiency

(4) Ability to draw conclusions form experimental data and recognize sources of error

(5) Ability to handle and effectively use laboratory apparatus

Common Equipment and Balances: All shared equipment including balances must be kept clean and used according to the instructions of teaching assistants.

Clean-up crews of two students will be assigned for each lab session to ensure proper cleanup of the common areas (e.g. hoods and balances).

All students will participate in this duty.

Breakage: You will be charged for any equipment you lose or break. Breakage costs must be paid prior to the end of the final examination period. Otherwise, they will be submitted to the University Business

Office for placement on the BRS list, which results in a hold on all records and transcripts until a payment is made.

Please note carefully the cost of each item on the Check-in sheets. You will be charged the full replacement cost for each item, not exceeding the maximum charge of $35.

Grading:

Laboratory experiments

Laboratory examinations

Technique Grade

Online Pre-lab Quizzes

TOTAL

275 pts. (11 @ 25 pts. each)

200 pts. (2 @ 100 pts. each)

23 pts.

72 pts. (9 @ 8 pts. each)

570 pts.

Final Letter Grades:

93% - 100%

90% - 92%

87% - 89%

83% - 86%

80% - 82%

77% - 79%

= A

= A-

= B+

= B

= B-

= C+

73% - 76% = C

70% - 72% = C-

67% - 69% = D+

63% - 66% = D

60% - 62% = D-

Below 60% = F

Notes on Grading:

Letter grades will not be assigned to individual laboratory reports, quizzes, or exams.

Grades from the lab sections will be normalized at the end of the semester to adjust for differences in TA grading scales.

Please ignore the automatically generated letter grades that you will see in the gradebook on the course website, as they do not reflect your actual standing.

PLEASE SEE BELOW THE DETAILED CLASS SCHEDULE

18

25

4

11

CHEM 331 ORGANIC LABORATORY I SCHEDULE (FALL 2013)

Sun Mon Tue

~ August 2013 ~

Wed

1

Thu

2

Fri

3

Sat

5

12

6

13

19 20 21

26

Classes begin

27 LECTURE 1 28

7

14

8

15

22 23

29 LECTURE 1 30

9

16

24

31

10

17

1

Sun Mon

2 Labor Day

Tue

3 LECTURE 2

~ September 2013 ~

4

Wed Thu

5 LECTURE 2 6

Fri

7

Sat

8

15

22

29

9 10 LECTURE 3 11 12 LECTURE 3 13

16

LAB 1: IR WORKSHOP

17

LECTURE 4

18 19 LECTURE 4 (Quiz

1 opens at noon)

20

LAB 2: IR QUIZ

23

Quiz 1 due at noon

24

LECTURE 5

25 26 LECTURE 5 (Quiz

2 opens at noon)

27

LAB 3: FILTRATION. MELTING POINT

30

Quiz 2 due at noon

LAB 4

Notes:

14

21

28

6

13

20

27

Sun Mon Tue

1 LECTURE 6

~ October 2013 ~

Wed

2

Thu

3 LECTURE 6 (Quiz 3 opens at noon)

4

Fri

LAB 4: BOILING POINT. AZEOTROPE

5

7

Quiz 3 due at noon

8 LECTURE 7 9 10 LECTURE 7 (Quiz

4 opens at noon)

11

LAB 5: ISOLATION OF TRIMYRISTIN

Sat

12

Fall Break

14 15 16 17

MIDTERM EXAM

8-10 pm

18 19

LAB 5

21

Quiz 4 due at noon

22

LECTURE 8

23 24 LECTURE 8 (Quiz

5 opens at noon)

LAB 6: ACID-BASE EXTRACTION

25

28

Quiz 5 due at noon

29

LECTURE 9

30 31

LECTURE 9 (Quiz

6 opens at noon)

LAB 7: THIN-LAYER CHROMATOGRAPHY

Notes:

26

3

10

17

24

Sun Mon Tue

~ November 2013 ~

Wed Thu

1

Fri

2

LAB 7

Sat

4

Quiz 6 due at noon

5 LECTURE 10 6 7 LECTURE 10 (Quiz 7 opens at noon)

8

LAB 8: COLUMN CHROMATOGRAPHY

9

11

Quiz 7 due at noon

12

LECTURE 11

13 14 LECTURE 11 (Quiz

8 opens at noon)

15 16

LAB 9: RESOLUTION OF RACEMIC AMINE (PART 1)

18

Quiz 8 due at noon

19

LECTURE 12

20 21 LECTURE 12 (Quiz

9 opens at noon)

22 23

LAB 10: RESOLUTION OF RACEMIC AMINE (PART 2)

25 26 27

Thanksgiving

Break

28 29 30

8

1

Sun

9

Mon

2

Quiz 9 due at noon

3

Tue

~ December 2013 ~

Wed

4 5

Thu

6

Fri

7

LAB 11: HYDROBORATION-OXIDATION OF 1-HEXENE

Sat

10 11 12 13

Stop Day

14

15

22

16

23

17

24

18

25

19

26

20

FINAL EXAM

7:30-10 am

27

21

28

29 30 31 Notes:

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