Chem 08LC Lab Syllabus Remote S20

Chem 8LC Syllabus Spring 2020 - Remote
CHEMISTRY 8C LABORATORY
Spring 2020
TEXTBOOKS Solomons, Fryhle and Snyder, “Organic
The Organic Chem Lab Survival Manual Chemistry”, Wiley, 12th Ed. (This is the book
Zubrick, 10th edition, John Wiley & Sons assigned for the co-requisite lectures Chem
Darling Model Kits (UCR Edition) 008ABC - assigned readings are from this
book)
INSTRUCTOR ACADEMIC COORDINATOR
Professor Richard Hooley Dr. Rena Hayashi
Chemical Sciences, Room 444 Science Laboratories 1, Room 103
(951) 827-4924 (951) 827-3143
email: richard.hooley@ucr.edu email: rena.hayashi@ucr.edu
REMOTE LEARNING LABORATORY SYLLABUS

This syllabus is designed for Spring 2020, to cover a remote learning laboratory experience while the
campus is in restricted access. Obviously, there will be no in-person laboratory meetings, and this revised
syllabus is designed to expose you to the relevant mechanistic, spectroscopic preparatory and safety
aspects of the lab curriculum.
WHAT WILL THE EXPERIMENTS CONSIST OF?
Everything except the hands on lab. You will write the prelab as usual: analyze experimental objectives,
determine the procedure and reagent table, analyze safety concerns. The experimental procedures are
still present in the lab manual - you can use those to determine the steps you would have taken in a wet
lab. All spectra for the experiments will be posted on iLearn for you to analyze. You will write an
abbreviated postlab, consisting of critical analysis questions, as well as spectroscopic assignments,
mechanisms and other experiment-specific topics. Finally, there will be 10 postlab questions on the
experiment and related concepts, which you will answer.
TA CONTACTS AND iLEARN
You will be assigned a lab section and a TA. The TA will hold virtual contact hours via Zoom: the exact
times will be posted on your iLearn section. You can use these Zoom conferences to ask your TA
questions on the lab reports. One session will be “office hours”, which are optional, and one session will
be a pre-lab lecture, where the TA will go over the specifics of that laboratory experiment - this is
mandatory.
LAB REPORT POINTS BREAKDOWN
The course has a total of 288 points. Each experiment is worth 36 points.
Section 1 - Prelab (12 points). This consists of 3 sections, objectives, procedure and chemical table,
and safety analysis.
Section 2 - Postlab (14 points). Mechanism questions, data analysis, spectroscopic analysis.
Section 3 - Exam Questions (10 points). These are multiple choice questions based on the topics in
this lab, and count for 1 point each.
ADDITIONAL INFORMATION
(1) Academic dishonesty in any form will not be tolerated in this lab. In addition to the sanctions
imposed on laboratory grades, all such incidents will be reported to Student Conduct and Academic
Integrity for review. Students found to be cheating will receive a zero grade for the experiment and
may be subject to dismissal from the course with a failing grade. Cheating includes (but is not
limited to) copying another students work and providing test questions or test or lab report
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answers to other students, including those students in other sections. All students enrolled
in this lab are responsible for familiarizing themselves with the UC Standards of Conduct for
Students.
(2) Enrollment questions should be directed to Dr. Hayashi.
(3) Laboratory Reports (pre-labs, post-labs and questions) are due on the Friday of the experiment
week, and must be typed, and emailed to your TA in pdf form.
(4) LAB REPORT SUBMISSION
Type up the three sections of your lab report in a word processing program (Word, Google Docs),
convert to pdf format and email your report to your assigned TA (TA email addresses can be found
in the “send email” function in iLearn). The due date for each submitted report is in the syllabus
- it will be the Friday of that week at 5pm PDT.
If you submit your report late, you lose 10 points for that report. You will lose an additional
10 points for every 2 days the report is late. If you have an emergency that prevents you from
submitting on time, contact your TA and Rena Hayashi BEFORE the deadline to make
alternate arrangements.
(5) Chemical Structure Drawing In each experiment, you will be asked to write the arrow-pushing
mechanism for the transformation. For these questions, you may either use a chemical structure
drawing program such as ChemSketch (https://www.acdlabs.com/resources/freeware/chemsketch/)
which is free, or ChemDraw ($$), or you may write your mechanism on a separate piece of paper,
then either scan it or take a picture and send it to your TA separately from your lab report. Any
images MUST be of sufficient clarity for your TA to read and grade.
(6) Grading Policies: The final grade for this class will be dependent on your scores on the laboratory
reports and exam questions.
The grading procedure for this course is as follows: Your lab scores (out of 280) will be normalized
to remove any variance in TA grading (this ensures fairness, so that no-one is benefitted by a TA
who grades easily, and no-one is disadvantaged by a TA who grades more harshly). The class will
be ranked according to score, and the grades assigned based on class ranking.
The grading scale will be generous: I expect to give ~25% A (including A-), ~45% B, if not more. But
the final breakdown will be dependent on you: if the class performs well, more high grades will be
given. If you perform poorly, fewer high grades will be given.
Most importantly – this class is not graded like a high school class! As you have access to TAs
for lab report answers, there is no point giving grades based on raw score. 90% does not equal an
A in this class: many people will get that score. To get an A, you must excel in the class, not just get
an average score. If you study all the lab exam questions, consult your TAs and write your lab reports
clearly and correctly, then you should have no problem getting an A grade. If you don’t do that, then
your grade will be lower. If you hand in all your completed lab reports, written satisfactorily, you will
pass the class (with a C- or higher).
Check your graded lab reports carefully, and consult with your TA if you find any grading
errors. If you find an error in your lab report or lab exam grading AFTER week 10, you must
schedule a meeting to discuss this with Prof. Hooley. We will not respond to any emails that
request a regrade because you are unhappy with your grade.
(7) Course written materials: All course written materials are copyrighted and provided to students
enrolled in this lab for their educational use during this term only. Providing these materials to you
as a student does not transfer copyright. Any copying, transmission to other parties in electronic or
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other forms, or other uses of this material without the express written consent of the professor is
strictly prohibited.
(8) Note on laboratory fees: Your laboratory fee will be applied to costs associated with creating the
online materials necessary for this remote course.
Schedule of Experiments - Chem 8LC Remote (Spring 2020)

For each experiment, you should be familiar with the standard techniques taught in Chem 8LA. These
can be found in Zubrick: pp 1-29, 66-67 (clean and dry), 74-91 (melting point), pp 120-126
(recrystallization), 114-127 (liquid-liquid extraction), 179-182 (rotary evaporator), 202-213 (thin layer
chromatography), 245-271 (IR spectroscopy). Experiment-specific reading is stated below.
Lab reports are due on the Friday of each week, 5 pm PDT. There will be a 10 point penalty for
late reports.
Dates Experiment
04/06-04/10 Experiment 1: Double-Bond Forming Reactions - the Wittig Olefination. (36 pts). Lab
Handout p 6-10. Read Solomons 12th Ed. pp 737-741 (Wittig olefination), Lab Manual
Special Section (p41-53). Lab report due 04/10.
04/13-04/17 Experiment 2: Aldol Condensation of Vanillin and Acetone (36 pts). Lab Handout, p
11-14. Read Solomons 12th Ed. pp 858-866 (carbonyl condensation reactions). Lab
report due 04/17.
04/20-04/24 Experiment 3: Unknown Lab Part 1 - Esterification via Acidic Resin (36 pts). Lab
Handout, p 15-18. Read Solomons 12th Ed. pp 778-781 (Fischer esterification), Lab book
special section, p41-53. Lab report due 04/24.
04/27-05/01 Experiment 4: Unknown Lab Part 2 - Reductive Amination (36 pts). Lab Handout, p
19-23. Read Solomons 12th Ed. pp 904-905 (reductive amination), Lab book special
section, p41-53. Lab report due 05/01.
05/04-05/08 Experiment 5: Hofmann Rearrangement using Household Bleach (36 pts). Lab
Handout, p 24-27. Read Solomons 12th Ed. pp 907-908 (Hofmann rearrangement), Lab
book special section, p41-53. Lab report due 05/08.
05/11-05/15 Experiment 6: Acetal Protection of Methylglucopyranoside (36 pts). Lab Handout, p
28-31. Read Solomons 12th Ed. pp 728-730 (acetal formation), 970-972 (carbohydrate
structure). Lab report due 05/15.
05/18-05/22 Experiment 7: Synthesis of an Azo Dye (36 pts). Lab Handout, p 32-35. Read Solomons
12th Ed. pp 911-912 (diazotization), pp 589-591 (UV/Vis spectroscopy). Lab report due
05/22.
05/25-05/29 Experiment 8: Amino Acids as Catalysts: Environmentally Benign Carbonyl
Condensations. (36 pts). Lab Handout p 36-39. Read Solomons 12th Ed. pp 731-732
(imine formation), 871-872 (conjugate additions). Lab report due 05/29.
Laboratory is worth a total of 288 points.
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Chem 8LC Syllabus Spring 2020 - Remote

REMOTE LEARNING LABORATORY SYLLABUS

Schedule of Experiments - Chem 8LC Remote (Spring 2020)

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