Organic Chemistry II Laboratory Syllabus for 2013-2014
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Course

CHEM-2225-001 Organic Chemistry II Laboratory

Prerequisites

Corequisite: CHEM 2325

Course Description

This laboratory-based course accompanies CHEM 2325, Organic Chemistry II. Laboratory activities reinforce advanced principles of organic chemistry, including the structure, properties and reactivity of aliphatic and aromatic organic molecules; and properties and behavior of organic compounds and their derivatives. Emphasis is placed on organic synthesis and mechanisms. Includes study of covalent and ionic bonding, nomenclature, stereochemistry, structure and reactivity, reaction mechanisms, functional groups and synthesis of simple molecules.

Student Resources Student Resources Website

Department Expectations

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Occupational License Disclaimer

Hours

(2 sem hrs; 6 lab)

Class Type

On Campus Course

Syllabus Information

Textbooks

\ Microscale Organic Laboratory, Mayo, Pike & Trumper 

Supplies

\ Bound laboratory notebook, safety glasses or goggles and Lab. coat or apron.

Student Performance

\ Upon successful completion of this laboratory-based course, students will:

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\ 1. Perform chemical experiments, analysis procedures, and waste disposal in a safe and responsible manner.

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\ 2. Be able to apply scientific reasoning to investigate questions, and utilize scientific glassware and analytical instruments to collect and analyze data.

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\ 3. Communicate effectively the results of investigations.

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\ 4. Correlate molecular structure with physical and chemical properties of aliphatic and aromatic organic molecules.

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\ 5. Predict the mechanism and outcome of aliphatic and aromatic substitution and elimination reactions, given the conditions and starting materials.

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\ 6. Predict the chirality of reaction products based on enantiomeric and diastereomeric relationships.

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\ 7. Describe reaction mechanisms in terms of energetics, reaction kinetics, and thermodynamics.

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\ 8. Use spectroscopic techniques to characterize organic molecules and subgroups.

Students Rights and Responsibilities

Student Rights and Responsibilities

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Expected Student Behavior

\ Safety equipment must be worn at all times:  long pants/skirt (must cover at least to the middle of the calf), apron or lab coat, hair back, safety goggles, and, if necessary, gloves.  It is preferred that long sleeves also be worn.  No open-toed shoes, hats of any sort, shorts, food or drink are allowed. Shoes must cover the whole foot, so no sandals, “crocs”, or ballerina-type shoes are allowed.  Anyone acting in an unsafe manner will be warned once.  If seen without safety equipment or acting improperly a second time, they will be asked to leave the laboratory.  They will be allowed to return in 30 minutes to finish their work, if they can.  If they are asked to leave more than once for any given experiment, they will receive a zero for that experiment’s lab report.  Safety is the MOST important part of lab.  I will not stay after the allotted lab time for a student to complete their lab if they were delayed due to safety issues, notebook issues, or tardiness.

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\ Please read and comply with the Student’s Rights and Responsibilities Handbook.

Grading Criteria

Grading Criteria/Grading Scale:    Lab. Reports 65%, Quizzes 10%, Notebook 10%, and Exam15%.  One low quiz grade (not the IOC) and lab report will be dropped, but you cannot drop either of the Organic Qualitative Analysis labs (6 & 7).  Draft reports are optional, but encouraged. Draft papers must include the word DRAFT in the title or they will not be proofread.  Late drafts will not be accepted.   Corrected drafts, if applicable, MUST accompany the final report or there will be a 20 point penalty.  Papers marked DRAFT will not be graded.  Late reports will not be accepted.   A weekly quiz on the coming week’s work may be given at the lab lecture period.   Generally, quizzes will be on the Monday of the second week of that lab.  Failure to clean your area or the lab in general will result in a deduction on your lab report.  General, unattributal untidiness will cause ALL students to suffer deductions on their lab reports.  All students are required to clean their laboratory equipment and check in their locker.  Failure to check in the locker will result in a one letter grade deduction for the course. Dropping the course is the sole responsibility of the student.   Failure to officially withdraw will result in a grade of F.  The last day to withdraw is April 24.  The final grade will be determined by the following averages: A = 90.00%, B = 80.00%, C = 70.00%, D = 60.00% and F = below 60.00%.

Required Examinations: Weekly quizzes may be given on Monday’s laboratory lecture.  You must take the quiz on the Monday that all other students take it, but you may make alternate arrangements if there is a conflict with the noon time.  Computer simulation problems for the identification of organic compounds (IOC) will be assigned and will count towards your quiz grade.   Each student must complete the four problems before beginning any laboratory qualitative analysis.  Students are encouraged to begin practice on the computer problems in The C.A.I. center located on the 4th floor of the Lynn Library.   A two-hour laboratory final will be given on Monday, May 7, 2014.

Lab Notebooks:  You will not be allowed to begin an experiment until you have shown the instructor a lab write-up in your notebook.  This will consist of a synopsis of the experiment to be performed that day including any special safety issues, apparatus set-ups, and materials needed.  Your notebook should be legible; written in pen (errors should be crossed out ONCE—no white-out); have a table of contents and numbers pages; be permanently bound (no removal of pages); contain result data, spectra, equations, apparatus, lab write-ups, and observations; and be easy to follow and consistently maintained.  You will not receive an Experiment Card (see below) until you show the instructor your lab write-up.  If you complete and show the lab write-up to the instructor before the lab quiz on Monday, you will receive extra credit on the quiz.  A grading rubric will be mailed to any student on their request.

Experiment cards:  At the end of the experiment, you MUST fill out a card with relevant data obtained during the lab.  If a material was synthesized or isolated, a sample must be attached to the card.  Failure to submit your data in this form will result in a zero grade for that experiment’s report.  Data that does not match between reports and experiment cards is considered cheating.  A first incident will cause a deduction in grade, a second incident will result in a zero grade for the report, and a third incident will result in a failing grade for the course.  Experiment cards should NOT leave the lab.

Organic Qualitative Analysis:  You will be required to complete 4 unknowns assigned using IOC (computer program) before beginning these experiments.  These will count as 2 quiz grades, but cannot be dropped.  Once you have completed the pre-lab IOC, you will be assigned two separate unknowns to identify.  For the two-component mixture, you will be given one sample that has two compounds mixed together.  You will have to separate and identify them.  You will have 10 points to spend for the combined labs.  These points can be spent to receive extra samples, known samples, or spectrographic analysis which the student will collect.  Using more that the 10 points will result in a 5-point deduction from each of the QA lab reports for each extra point spent.

Known sample for class of compound (i.e. ethanol to see a positive alcohol test)                      Free

Refill of any unknown sample                                                                                              2 points

Request for a specific known sample—whether we have it or not                                            1 point

GC Analysis—must give one day’s notice to warm up the instrument                                     2 points

IR Spectrum                                                                                                                       4 points

IR Spectrum with library search—only available the last week                                                 8 points

Overall Grade:  It is the students’ responsibility to keep track of their overall grade based on Quizzes - 10%, Lab Reports - 65%, Notebook - 10%, Exam - 15%.  The lowest quiz and lab report grade will be dropped (see exceptions) and the average for that type of assignment will be based on one less than the total.  If you have trouble calculating your grade, you may come to my office to see your overall grade.

Attendance

\ Regular attendance is necessary for satisfactory achievement.  Therefore, it is the responsibility of the student to attend the laboratory.  Safety requires that two people must be present in the laboratory when performing any laboratory activity.  Performing tests in the instrument room (SCIE 316) may be done while alone, however.

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\ Make-up Policy:  Students may request permission to switch the laboratory class during the same week of their normal laboratory meeting.  You must have a valid reason and give at least 24 hours notice.  Laboratory experiments may not be made-up without the instructor’s prior permission.  Labs are scheduled to end at 4:40 pm and MUST be finished by 5:15 pm.  If a student has been diligently working and needs extra time to complete an experiment, time will be made available on another afternoon.

Calendar

Tentative Laboratory Schedule: (Page numbers refer to the 5th edition which may not be available--please check experiment numbers and titles.)

#

Week

Experiment

Reading

Due

 

Jan. 20

Syllabus (Meet Jan. 22 for Syllabus)

 

 

1

Jan. 27

Friedel-Crafts Acylation of Ferrocene [27]

324-330 & Handout

Dry glassware

1

Feb. 5

Acetylferrocene (cont.)

 

 

2

Feb. 12

Grignard preparation of Triphenylmethanol [16]

246-254 & Handout

Acylation Draft

2

Feb. 19

Grignard (cont.)

(Craig Tube 75-77)

Acylation Report

3

Feb. 26

Reduction of 4-tert-butylcyclohexanone with NaBH4 [5B]

139-144 & Handout

Grignard Draft

4

Mar. 5

Aldol condensation: Tetraphenylcyclopentadienone [A3a ]

435-438 & 278-280

Grignard Report

 

Mar. 12

Spring Break

 

 

4

Mar. 19

Diels-Alder Reaction: Hexaphenylbenzene [A4ab]

(These will be written as a single report)

450-452 &

421-424

Reduction Report

5

Mar. 26

Solvent Extraction techniques [4A] & [4B]

58-68 & 123-129

Aldol/D-A Draft

5

Apr. 2

Solvent Extraction: Three component mixture [4C]

129-132

Aldol/D-A Report

6

Apr. 9

Organic Qualitative Analysis: Single Component I

618 thru 641 & IOC

Solvent Draft

6

Apr. 16

Organic Qualitative Analysis: Single Component II

see above for rules

Solvent Report

7

Apr. 23

Organic Qualitative Analysis: Two Component Mixture

 

Qualitative Draft

7

Apr. 30

Organic Qualitative Analysis: Two Component Mixture

 

Qualitative Report

7

May 7

Laboratory Exam   Monday, May 7 12:15 PM

Two Component Mixture (cont.)   Check out of lab.

 

2-Comp. Report

Additional Information

\ INFORMATION SHEET/SIGNATURE:  You must fill out and return the information sheet for this class (handed out and posted in AC Online).  You must also sign it to signify that you have read and understand the syllabus.  No graded assignments will be returned to you and you will not be shown your overall grades until the signed information sheet is turned in.

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\ ***This syllabus is subject to change.  You will be informed of any changes to the syllabus in class, email, and posting in AC Online.***      

Syllabus Created on:

11/30/-1 12:00 AM

Last Edited on:

11/30/-1 12:00 AM