Adobe SystemsDepartment of Chemistry

& Biochemistry

 

                                        CHM 235L - ORGANIC CHEMISTRY LAB I SYLLABUS

This laboratory course should be taken with CHM235, the respective co- or pre-requisite. The lab will focus on the synthesis, purification, and identification of organic compounds using reflux, liquid-liquid extraction, recrystallization, chromatography, distillation, IR spectroscopy, melting range determination, and other techniques.

REQUIRED MATERIALS:  Manual for General Organic Chemistry I Laboratory - CHM 235L (Available on the web the Instructional Laboratory Homepage at: http://jan.ucc.nau.edu/~jkn/Labs.html). Printed versions are available at the chemistry office (20-125) for $15 updated on 8/2011. Click on the CHM235L link to get to the lab manual material. Laboratory notebook (National 53-108, bound, 5x5 grid) and indirectly vented or non-vented goggles are available at the NAU bookstore. These must be purchased well before the second lab meeting. The use of a lab coat or apron is strongly encouraged but not required.

SAFETY AND INTRODUCTORY EXERCISES AND LAB PERFORMANCE CONTRACT: The hazards encountered in CHM235L are significantly higher than those encountered in CHM 151L and 152L. Read the introduction in the lab manual. You must be aware of safety hazards associated with each experiment before you begin work and do a risk assessment. Read the experiment and review MSDS safety information on hazardous chemicals before starting each experiment. The safety and introductory exercises handed out on the first day of lab must be completed, signed, and turned in to your TA along with a “Lab Performance Contract” before you will be allowed to begin experimental work. Students with known conditions (i.e. respiratory problems, allergies, pregnancy, etc.) should consult the instructor for special precautions.

LAB PERFORMANCE:  Points will be taken off for poor technique, safety, and cleanup in lab (1-30 pts off per incident): These issues are specified in the “Lab Performance Contract” covered in the first lab. Read and fill it out carefully. Extra credit points may also be given for excellent lab performance above and beyond such as cleaning group use areas regularly.

LATE WORK WILL BE PENALIZED 5 POINTS FOR EACH DAY LATE, (weekends count for 1 day).  Points taken off for being late will not exceed half the total points for the item.  Reports late by more than three days will not be accepted. Exceptions will only be made if a written doctor's excuse or other documentation is provided in advance.  Turn in reports directly to your TA at the start of the lab period on the due dates noted (see the schedule on the next page of this syllabus). Chemical products and unknown report sheets will be due at the end of the period as noted on the schedule. Reports, chemical products, and unknown report sheets not turned in on time will be penalized 5 points/day. The lab notebook will be turned in to your TA at the end of the period in which it is due for the 1st grading.  Late reports, unknown report sheets, and notebooks may be turned in at the lab prep stockroom (216).  The product for experiment 5 will be turned in to the TA in lab.  Your name, Dana ID#, class number (CHM235L), and section letter must be on the front of all items.  The TA or instructor will return graded material.

LABORATORY NOTEBOOKS: Correct data collection and record keeping is a major objective of this course. A bound laboratory notebook will be used to generate a "permanent" record of all observations, data collected, calculations, and error analysis.  Data must be written immediately and directly into the notebook. You will be penalized 5 pts every time you record data or observations in places other than your notebook such as a paper towel. Immediately tape or glue computer-generated graphs into the notebook. Don't take lab lecture notes in the notebook. A detailed description of how a notebook should be kept is presented in the introduction of the laboratory manual.  At the end of records for an experiment there should be an error analysis in your laboratory notebook.  At the end of every lab period the instructor or TA will initial, date, and put the time after your last entry for that lab period. Five pts will be deducted from your total laboratory notebook points each time it is not initialed and dated before you leave.  Notebooks will be graded for format and content twice during the semester. Five pts per day will be taken off for late work. Notebooks late by more than three days will not be accepted. At the end of the semester, notebooks will be collected and graded.

REPORTS:  Scientific report writing is a critical skill. You will write reports for experiments 4 and 6. There is general information on report writing in the introduction of the lab manual and more specific information at the end of experiments 4 and 6 in the lab manual. Be sure to refer to this information before you start writing. If you have any questions regarding reports, talk to your TA or instructor. A rough draft of the procedure section for the exp. 4 report must be turned in at the start of the lab period before your lab section starts this experiment. You will lose up to ten points on this report for not turning in the rough draft on time or for turning in poor work. The rough draft for exp. 6 is optional.

UNKNOWNS: Unknowns should be turned in to the TA. There will be 10 points deducted for late, re-graded, or repeats of unknowns.

PRE-LAB WORK AND QUIZZES: After reading the experiment the pre-lab questions (found near the end of each experiment) should be completed before starting lab work. Loncapa pre & post lab questions must also be done before starting an experiment. Loncapa will first be available for use on 1/27. A pre-lab quiz will be given at the start of the period on the day you start an experiment (see schedule, no makeups) & will consist of 2-5 questions similar to the pre-lab questions found at the end of each experiment and in the loncapa module for that experiment. Also 1-2 questions on previous experiments will be on the quiz. In addition, questions on MSDS material or risk assessent could be on any quiz. See your TA for more information on pre-lab quizzes.  You should also briefly outline the experimental procedure in your laboratory notebook to prepare for an experiment. The purpose of the quizzes and outlines is to encourage you to study the experiment & prepare before you start an experiment. The final loncapa deadline is 11pm on Monday, 4/16.

Academic Dishonesty: The Department of Chemistry and Biochemistry strictly enforces the University’s policy on academic dishonesty. Sanctions imposed for academic dishonesty include receiving partial or no credit on the item in question without the chance to improve the score, receiving an F for the course, or expulsion from the University. Using another student’s unknown, unknown #, data, or results will be treated as academic dishonesty. If other offenses are found in department or university records for other courses repeat cases of academic dishonesty will have serious consequences. The most common form of academic dishonesty observed in this course is plagiarism or using some or all of the information from another student on a laboratory report as part of your own report. If you use information from source such as the lab manual be sure to cite that source in your report otherwise it will be considered plagiarism also.

MAKE-UP LABS: There are no makeup labs until the last few days of lab. See your TA or instructor if you need more time.

Grading:  The assignment of course points will be done as follows (Check grades at: http://jan.ucc.nau.edu/~jkn/Labs.html)

Experiment

Course

Grading Scale

 # Name and Assignment

Points

Percent of Total Points

1 Melting Points (MP) – Unknown

60

A - 90%  (900-1000 pts)

2 Distillation and Gas Chromatography – Mini Report

60

B - 80%  (800-899 pts)

3 Organic Sep. & ID (ID) – Unknown Organic acid

60

C - 70%  (700-799 pts)

                                           Unknown Organic neutral

50

D - 60%  (600-699 pts)

4 Synthesis Isoamyl Acetate (IS) – Report

80

F - <60% (<600 pts)

5 Synthesis Cyclohexene (CY) - Purity/Yield

80

 

6 Reaction Mechanism (RM) – Report

80

 

7 Analysis Using TLC – Unknown

60

 

Pre-lab Quizzes (7x20 pts)

140

 

Pre/Post Work (Loncapa 60pts)

60

 

Notebook Grading: Preliminary grading (30pts), Final grading (40pts)

70

 

Laboratory Final

200

 

Total points possible

1000

 

THE WITHDRAWAL DEADLINE is Friday, 3/23.  Your locker drawer must be checked in and key returned during your normal lab section by 3/23 or earlier in your normal lab section.  The penalty for not checking your locker in is $30.00 for the clean-up charge and $50.00 for the locker key. You will also be billed for broken or missing equipment or glassware from your locker.

Schedule - Starting Dates for Experiments and Due Dates by lab section letter (Note that assignments due are bolded):

 

A-D

Tu  

E-H

Wed

I-L

Th

Experiments (All quizzes will be given at the start of the lab period on the dates below). LC stands for loncapa.

Loncapa Due before exp. start

1/17

1/18

1/19

Lecture on Syllabus, Safety, Intro to web site, Intro Exercise, Lab Performance Contract  & MSDS Cert.

 

1/24

1/25

1/26

Quiz & Pre-lab Questions*, Exp.1 Melting Point, Intro. Exercise Due start of the period (10 pts on Quiz 1). Review Loncapa.

LC opens: 1/27 by 4pm

1/31

2/1

2/2

Quiz* & Pre-lab Questions, Exp. 2 Simple & Fractional Distillation (see appendix for diagrams and videos for assembling) & Gas Chromatography, Locker Checkout.

1&2: 1/30

2/7

2/8

2/9

Quiz & Pre-lab Questions*, Exp. 3 - Separation & Identification of Organic Compounds, Mini Report for Exp. 2 due at the end of the period.

3&2: 2/6

2/14

2/15

2/16

Exp. 3 Identification, Unknown Report Sheet for Experiment 3 due at the end of lab period, Laboratory notebook at end of lab period

 

2/21

2/22

2/23

Quiz & Pre-lab Questions*, Exp. 4 - Ester Synthesis, Draft report procedure exp.4 due

4&3: 2/20

2/28

2/29

3/1

Complete Exp. 4, Abstracts and Comparison of Writing Style for Exp. 4 Report Due.

 

3/6

3/7

3/8

Quiz & Pre-lab Questions*, Exp. 5 - Synthesis Cyclohexene from Cyclohexanol.

5&4: 3/5

3/20

3/21

3/22

Exp. 5, Exp. 4 Report due at the start of the period - Synthesis of Isoamyl Acetate, Product for Exp. 5 Due during lab period.

 

3/27

3/28

3/29

Quiz & Pre-lab Questions*, Exp. 6 - Reaction Mechanism, Draft report procedure for exp. 6 due (optional). Makeup work.

6&5: 3/26

4/3

4/4

4/5

Quiz & Pre-lab Questions*, Exp. 7 - Analysis Using TLC, Unknown for Exp. 7 due, Lab Notebook Due for Final Grading end of period.

7&6: 4/2

 

4/10

4/11

4/12

Review for Final Exam, Makeup Lab, Locker Check-in. Last period to do labwork.  Exp. 6 Report – Reaction Mechanism due.

7 Postlab:  4/16

4/17

4/18

4/19

Makeup Lab, Locker Check-in. Last period to do labwork.

 

4/20

4/20

4/20

Final Deadline for all Unknowns, Reports, Notebooks, etc, Nothing accepted after 4 pm on Friday, 4/20.

 

4/24

4/25

4/26

Lab Evaluation, Brief Review, Written Comprehensive Lab Final next. Locker Check-in.

 

5/1

5/2

5/3

Check grades with TA and go over final

 

*LC stands for loncapa.

Lab Sections Offered Spring 2012 (Office hours will be posted, all labs held in building 17, the science lab facility):

Section:

 

 

 

Lab

Instructor

Teaching Assistant

 

 

Letter

#__

Day

Time

Rm

Name/Office#/Phone#

Name

Email

 

A

2378

T

8-11am

209

Greenwood/20-131/37379

No TA

Kevin.Greenwood@nau.edu

B

2379

T

12:45-3:45

209

Hascall/20-301/37088

Brown, Emily

eb466@nau.edu

C

2380

T

5:30-8:30

209

Greenwood/20-131/37379

Hjerstedt, Ashton

abh46@nau.edu

D

2838

W

2:00-5:00

209

Civitello/88-212/33420

Jordan, Jacob

jj443@nau.edu

E

2879

W

5:30-8:30

209

Greenwood/20-131/37379

Nunn, Annalise

aen35@nau.edu

F

2928

Th

8-11am

209

Asplund/20-409/

Macario-Velasquez, Lisa

lmm335@nau.edu

G

4005

Th

11:10-2:10

209

Greenwood/20-131/37379

No TA

Kevin.Greenwood@nau.edu

H

4006

Th

2:20-5:20

209

Greenwood/20-131/37379

No TA

Kevin.Greenwood@nau.edu

I

4561

Th

5:30-8:30

209

Greenwood/20-131/37379

Hjerstedt, Ashton

abh46@nau.edu

**We reserve the right to change this syllabus or schedule as needed.