CHEM A332L-003 – Organic Chemistry Lab II – Spring 2016
Th – 1:40p - 4:20p
SBDG 320
Dr. Kenneth Roberts
SBDG 322A; ph: 803/641-3561; e: kenr@usca.edu
Office Hours: M-F – 9a - 10a or by Appointment
CHEM A332L – Organic Chemistry Lab II (1) (Coreq: CHEM 331) Continuation of CHEM 331L. Spectroscopic
identification of carbon compounds. Three laboratory hours per week.
REQUIRED MATERIALS:
* Lab notebook with carbonless duplicate copies
* Calculator
* Lab glasses/goggles
* Sharpie marker
* Lab coat (Recommended)
COURSE OBJECTIVES:
Students who successfully complete Organic Chemistry Lab II will gain experience in the principles and practice of the
organic chemistry laboratory including: purification, performance of several reaction types, and the application of these
techniques and methods to the synthesis of a variety of compounds. A critical portion of this class will be dedicated to
identification of an unknown compound and to isolation of a natural product. Laboratory safety is emphasized.
NOTEBOOK GUIDELINES AND LABORATORY PREPAREDNESS:
Every piece of information relevant to your lab work must be recorded in the lab book. The first couple of sheets of the notebook
should be reserved for a table of contents. These are filled in as you utilize your notebook. You may use the backside of the
white sheets for the chemistry that will be discussed in the lab. The lab handouts or the CHEM 331L Laboratory Manual WILL
NOT be allowed in the lab at any point during the semester. Yes, this includes Week 1. This means that your main source for
how to perform the lab will be your own procedure; be as detailed and descriptive as possible. Gas chromatography, NMR,
and IR will be performed to assess the purity of many of your compounds; hard copies of these data should be cut out and
taped or pasted into your lab notebook.
You can find detailed instructions on how to lay out your lab notebook in the lab manual for CHEM A331L. Further,
additional details including detailed reaction mechanisms and stoichiometric calculations of reaction materials will be
required as part of your pre-lab. Failure to prepare for labs will result in a penalty to your lab preparedness grade, and
will anger your lab instructor when you make them stay in lab beyond the end of the scheduled class.
The end goal of keeping a laboratory notebook is to allow another (competent) chemist – and yourself – to exactly repeat
your procedure by reading your notes. This requires great attention to detail on your part in your description of what you
did as well as what your results were.
LAB WRITE-UPS:
A post-lab write-up is required for every experiment carried out in the course, and is due at the beginning of class the next
time the lab meets. All calculations, results, and a short conclusion are to be written in your lab notebook and handed in to
your instructor. Details on what to include in your write-up can be found in your lab handout and the CHEM 331L manual
(pp. 15-23).
PRODUCT QUALITY:
In most of the organic labs, you will be carrying out either the synthesis or purification of an organic compound. To assess
how successful you are in carrying out these procedures, you will be submitting samples of each of your final products
when you hand in your lab write-ups. We will carry out tests to determine the purity of your products and grades will be
assigned based on the outcomes.
LAB QUIZZES:
You will have a short quiz in the lab meeting after every completed experiment and demonstration. This quiz will cover
topics relevant to the experiment you just completed. This includes the chemistry background material as well as laboratory
techniques. The first week of lab, you will also be taking a quiz on the topic of Lab Safety. Relevant safety topics can be
found on pages 1-10 of your lab manual.
FORMAL LAB REPORT:
You will be completing a formal lab report for one experiment this semester: Natural Product Isolation. Details on what to
include in your report, as well as what format the report should be written in, will be posted on Blackboard later in the
semester.
Your formal lab report will be uploaded to SafeAssign on Blackboard to assure that all the submitted material is your own,
original work. Violations of the Academic Code of Conduct will be taken seriously, and plagiarism of any kind will not be
tolerated.
NATURAL PRODUCT ISOLATION:
The last experiment of the semester is a semi-independent project. You will have three weeks to isolate and characterize
an organic compound found in a food product. You will be responsible for finding a procedure to follow, and will submit
a plan to your instructor before the first week of this experiment.
LAB FINAL EXAM:
A comprehensive lab final exam will be given during finals week, and will be held at the same time for all sections of
CHEM 332L: MONDAY, MAY 2 at 11a. The exam will take about 90 minutes to complete. If you have a conflict with the
assigned time of the exam, or if you will have more than three final exams in one day, see your instructor for alternative
arrangements.
Electronic devices including, but not limited to phones, tablets, laptops, etc. will NOT be permitted in the classroom during
exams. Anyone caught with or using such device(s) will be given a grade of 0 for that exam.
GRADING:
Lab Preparedness (6 @ 20 pts)
Lab Write-ups (5 @ 20 pts)
Purity/Yield (5 @ 10 pts)
Lab Quizzes (6 @ 20 pts)
Isolation Plan
Formal Report: Nat Prod Isol
Unknown Identification
Lab Final Exam
120
100
50
120
100
100
100
200
Total
890
DISABILITY STATEMENT: If you have a physical, psychological, and/or learning disability that might affect your
performance in this class, please contact the Office of Disability Services, B&E 134, (803) 643-6816, as soon as possible. The
Disability Services Office will determine appropriate accommodations based on documentation.
*** DUE TO THE POTENTIAL RISKS ASSOCIATED WITH WORK IN AN ORGANIC CHEMISTRY LABORATORY, THE
INSTRUCTOR RESERVES THE RIGHT TO DISMISS ANYONE WHO VIOLATES THE SAFETY REGULATIONS. UNDER
SUCH CIRCUMSTANCES, A GRADE OF ZERO WILL BE GIVEN FOR WORK THAT DAY AND MAKE UP WORK WILL
NOT BE PERMITTED.
CHEM A332L – Organic Chemistry Lab II – Spring 2016 Dr. Kenneth Roberts
T – 1:40p - 4:20p
SBDG 322A; ph: 803/641-3561; e: kenr@usca.edu
SBDG 320
Office Hours: M-F – 9a - 10a or by Appointment
TENTATIVE LABORATORY SCHEDULE
Date
Jan 14
Jan 21
Jan 28
Feb 4
Feb 11
Feb 18
Feb 25
Mar 3
Laboratory
F-C Acylation (Wk 1)
F-C Acylation (Wk 2)
Grignard Reaction (Wk 1)
Grignard Reaction (Wk 2)
Ester Synthesis (Wk 1)
Ester Synthesis (Wk 2)
Synthesis of Daraprim (Wk 1)
Synthesis of Daraprim (Wk 2)
Date
Mar 10
Mar 17
Mar 24
Mar 31
Apr 7
Apr 14
Apr 21
Laboratory
SPRING BREAK – NO LABS
Synthesis of Daraprim (Wk 3)
ID of Unknown Organics
Natural Product Isolation (Wk 1)
Natural Product Isolation (Wk 2)
Natural Product Isolation (Wk 3)
Check-Out and Cleaning
CHEM A332L-001 – Organic Chemistry Lab II – Spring 2016
T – 1:40p - 4:20p
SBDG 320
Dr. Kenneth Roberts
SBDG 322A; ph: 803/641-3561; e: kenr@usca.edu
Office Hours: M-F – 9a - 10a or by Appointment
CHEM A332L – Organic Chemistry Lab II (1) (Coreq: CHEM 331) Continuation of CHEM 331L. Spectroscopic
identification of carbon compounds. Three laboratory hours per week.
REQUIRED MATERIALS:
* Lab notebook with carbonless duplicate copies
* Calculator
* Lab glasses/goggles
* Sharpie marker
* Lab coat (Recommended)
COURSE OBJECTIVES:
Students who successfully complete Organic Chemistry Lab II will gain experience in the principles and practice of the
organic chemistry laboratory including: purification, performance of several reaction types, and the application of these
techniques and methods to the synthesis of a variety of compounds. A critical portion of this class will be dedicated to
identification of an unknown compound and to isolation of a natural product. Laboratory safety is emphasized.
NOTEBOOK GUIDELINES AND LABORATORY PREPAREDNESS:
Every piece of information relevant to your lab work must be recorded in the lab book. The first couple of sheets of the notebook
should be reserved for a table of contents. These are filled in as you utilize your notebook. You may use the backside of the
white sheets for the chemistry that will be discussed in the lab. The lab handouts or the CHEM 331L Laboratory Manual WILL
NOT be allowed in the lab at any point during the semester. Yes, this includes Week 1. This means that your main source for
how to perform the lab will be your own procedure; be as detailed and descriptive as possible. Gas chromatography, NMR,
and IR will be performed to assess the purity of many of your compounds; hard copies of these data should be cut out and
taped or pasted into your lab notebook.
You can find detailed instructions on how to lay out your lab notebook in the lab manual for CHEM A331L. Further,
additional details including detailed reaction mechanisms and stoichiometric calculations of reaction materials will be
required as part of your pre-lab. Failure to prepare for labs will result in a penalty to your lab preparedness grade, and
will anger your lab instructor when you make them stay in lab beyond the end of the scheduled class.
The end goal of keeping a laboratory notebook is to allow another (competent) chemist – and yourself – to exactly repeat
your procedure by reading your notes. This requires great attention to detail on your part in your description of what you
did as well as what your results were.
LAB WRITE-UPS:
A post-lab write-up is required for every experiment carried out in the course, and is due at the beginning of class the next
time the lab meets. All calculations, results, and a short conclusion are to be written in your lab notebook and handed in to
your instructor. Details on what to include in your write-up can be found in your lab handout and the CHEM 331L manual
(pp. 15-23).
PRODUCT QUALITY:
In most of the organic labs, you will be carrying out either the synthesis or purification of an organic compound. To assess
how successful you are in carrying out these procedures, you will be submitting samples of each of your final products
when you hand in your lab write-ups. We will carry out tests to determine the purity of your products and grades will be
assigned based on the outcomes.
LAB QUIZZES:
You will have a short quiz in the lab meeting after every completed experiment and demonstration. This quiz will cover
topics relevant to the experiment you just completed. This includes the chemistry background material as well as laboratory
techniques. The first week of lab, you will also be taking a quiz on the topic of Lab Safety. Relevant safety topics can be
found on pages 1-10 of your lab manual.
FORMAL LAB REPORT:
You will be completing a formal lab report for one experiment this semester: Natural Product Isolation. Details on what to
include in your report, as well as what format the report should be written in, will be posted on Blackboard later in the
semester.
Your formal lab report will be uploaded to SafeAssign on Blackboard to assure that all the submitted material is your own,
original work. Violations of the Academic Code of Conduct will be taken seriously, and plagiarism of any kind will not be
tolerated.
NATURAL PRODUCT ISOLATION:
The last experiment of the semester is a semi-independent project. You will have three weeks to isolate and characterize
an organic compound found in a food product. You will be responsible for finding a procedure to follow, and will submit
a plan to your instructor before the first week of this experiment.
LAB FINAL EXAM:
A comprehensive lab final exam will be given during finals week, and will be held at the same time for all sections of
CHEM 332L: MONDAY, MAY 2 at 11a. The exam will take about 90 minutes to complete. If you have a conflict with the
assigned time of the exam, or if you will have more than three final exams in one day, see your instructor for alternative
arrangements.
Electronic devices including, but not limited to phones, tablets, laptops, etc. will NOT be permitted in the classroom during
exams. Anyone caught with or using such device(s) will be given a grade of 0 for that exam.
GRADING:
Lab Preparedness (6 @ 20 pts)
Lab Write-ups (5 @ 20 pts)
Purity/Yield (5 @ 10 pts)
Lab Quizzes (6 @ 20 pts)
Isolation Plan
Formal Report: Nat Prod Isol
Unknown Identification
Lab Final Exam
120
100
50
120
100
100
100
200
Total
890
DISABILITY STATEMENT: If you have a physical, psychological, and/or learning disability that might affect your
performance in this class, please contact the Office of Disability Services, B&E 134, (803) 643-6816, as soon as possible. The
Disability Services Office will determine appropriate accommodations based on documentation.
*** DUE TO THE POTENTIAL RISKS ASSOCIATED WITH WORK IN AN ORGANIC CHEMISTRY LABORATORY, THE
INSTRUCTOR RESERVES THE RIGHT TO DISMISS ANYONE WHO VIOLATES THE SAFETY REGULATIONS. UNDER
SUCH CIRCUMSTANCES, A GRADE OF ZERO WILL BE GIVEN FOR WORK THAT DAY AND MAKE UP WORK WILL
NOT BE PERMITTED.
CHEM A332L – Organic Chemistry Lab II – Spring 2016 Dr. Kenneth Roberts
T – 1:40p - 4:20p
SBDG 322A; ph: 803/641-3561; e: kenr@usca.edu
SBDG 320
Office Hours: M-F – 9a - 10a or by Appointment
TENTATIVE LABORATORY SCHEDULE
Date
Jan 12
Jan 19
Jan 26
Feb 2
Feb 9
Feb 16
Feb 23
Mar 1
Laboratory
F-C Acylation (Wk 1)
F-C Acylation (Wk 2)
Grignard Reaction (Wk 1)
Grignard Reaction (Wk 2)
Ester Synthesis (Wk 1)
Ester Synthesis (Wk 2)
Synthesis of Daraprim (Wk 1)
Synthesis of Daraprim (Wk 2)
Date
Mar 8
Mar 15
Mar 22
Mar 29
Apr 5
Apr 12
Apr 19
Laboratory
SPRING BREAK – NO LABS
Synthesis of Daraprim (Wk 3)
ID of Unknown Organics
Natural Product Isolation (Wk 1)
Natural Product Isolation (Wk 2)
Natural Product Isolation (Wk 3)
Check-Out and Cleaning