Welcome to
CHEM 2OA3
Summer 2014
Organic Chemistry I
Taxol
or
Paclitaxel
1
Avenue to Learn:
Watch Avenue! Contains lecture slides
(incl. this lecture), tutorial problems,
assignments, test info., answers, marks
and much more!
Instructor:
Dr. Paul Harrison
ABB-418 x27290
Office hours: before and after class, Tues.
11:30-1, and as announced later
Coordinator:
Greg Bahun
In charge of Laboratories, Tutorials,
Scheduling and Conflict Resolution
Office: ABB-301
Office hrs: See Avenue 2
The Course
slide #
• Lectures (2/week) (sl. 4-5)
• Materials &Grades (sl. 6-12)
• Tests: (sl. 13-14)
• One Midterm Test
• Final Exam
• Assignments: (sl. 15-22)
• 2 Written
• Sapling (optional on-line
assignments) & iClicker
• Labs: (sl. 23-33)
• (every week, weeks 2-6)
• Tutorials: (sl. 34)
• (every week, weeks 2-6)
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Lectures:
Lectures: MDCL 1305; T,R 18:00-21:00;
We will cover Klein, Ch. 1-10, and
spectroscopy (Ch. 15 & 16)
Schedule: (see web site)
For the first approx. 6 weeks, each lecture will
have:
1. Overture: Main thread, Organic structures,
Ch. 1-2-3-4 etc.
2. Intermezzo: Introduction to reactions in Ch.
7-10: head start
3. Sinfonia: Practical aspects, how to purify
organic compounds and determine their
structures (Ch. 15 & 16), presented
through viewing podcasts and iClicker
sessions
After that, return to full-length lectures, Ch. 5
and onwards to 10. 2OB3: continues: 11-25.
Today: intro, Intermez. 1 and Sinfonia Ch.
1 4
5
Podcasts:
• Each 3-hour lecture session will
be available as a podcast
• Intended for review of material,
NOT designed as a substitute for
attending class
• Link will be posted in next day or
so
• May be clickable, if not try cut-
and-paste or another machine
• DON’T send an e-mail when it
doesn’t work first time!
• The podcasts for inverted
classroom are in a SEPARATE
folder on Avenue
Course Materials • Text book: David Klein; Organic
Chemistry 1st ed. (strongly recommended)
• Different packages available through bookstore:
• Binder-ready version (BRV): costs less, but lower (if any) resale value
• Hard cover: costs more, can be re-sold if kept clean
• Both come with access to the study guide as a pdf
• Second ed. is just out: this is OK but cannot support e.g. suggested problems
• Model kit (ONLY the type from the bookstore, must be in plastic for tests)
6
Course Materials (cont.) • iClicker (optional but recommended)
• Lab manual (on sale outside classroom):
• NB cannot use previous version!
• Duplicate Lab book (bookstore)
• Sapling Learning: on-line commercial organic chemistry learning package, recommended for this course. If you opt for Sapling, buy at their website
• Calculators: ONLY CASIO-FX991 will be allowed in tests: needed if you can’t calculate in your head:
3 X 103 X 2 X 10-5
• There are also free on-line learning aids available, such as Reusch’s Virtual Textbook of Organic Chemistry. 7
Course web page:
http://avenue.mcmaster.ca
login: MUGSI userid and password
All relevant course info will be posted
on the Course web page
8
Information on Avenue
• Lecture notes: Lecture notes will be
posted a chapter or two ahead of
where we are in the lectures. ppt and
pdf formats available!
• Lab locations
• Tutorial assignments, locations,
solutions (after tutorials are done)
• Assignments, and solutions
• Exam info, and solutions
• Info on Help Centre and Tutors
• Chat room (No rude comments,
please!)
• Access to podcasts
• Any important announcements
9
Evaluation Chem 2OA3
Assignments (+Click & Sap): 15%
Midterm Test (1): 20%
Laboratories (5): 15%
Final Exam: 50%
Practice Assignments
(Sapling): 0%
In order to pass the course:
• All laboratory work must be
completed with a passing grade
• An overall course mark of 50%
must be obtained 10
Checking Grades
• Marks will be posted on Avenue shortly after assignments, tests or labs have been returned to everyone
• It is YOUR responsibility to check the web site for accuracy
• Applications for mark changes will NOT be accepted beyond one month after the date of posting
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Grade Corrections
Any changes to term marks must be requested in writing PRIOR to writing the final exam
Submit ALL requests to ABB 301, during Greg Bahun’s office hours. Include the original lab or assignment, a clear indication of the problem, and your student number and email address
Note: Marks for work done in pencil will not be changed
We reserve the right to re-mark any or all parts of the work!
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Tests Midterm:
Tuesday, May 27th, 6-8 pm
Rooms: TBA, watch web site!
Contains:
multiple choice (~40%)
and written parts (~60%).
Final exam has same format.
Thurs. June 19th, 6-9 pm
Sample test from a previous year are in lab manual, but beware: style of material and questions may vary; also may have arrived at different point.
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• You get the BEST mark of the weighted average of:
a) Midterm (20%) + Final (50%), or
b) Final Exam (70%) • There is no deferred midterm.
So, if you miss the midterm test, your final grade will automatically be re-calculated to compensate (Final Exam 70%).
• Deferred final is in December • Absolutely no writing at any other
time!
Marks
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Written Assignments
• There are 2 written Take-Home assignments. (See schedule)
• No late assignments will be accepted, as solutions will be posted within hours of deadline (5:00 pm).
• Written assignments MUST be handed-in in the drop boxes in ABB (around the corner from the CHEM office - ABB-156 - look for signs), in the correct slot, by the deadline.
• Slots are labelled by lab section (L01, L02, etc). There is also one for those exempt from the labs.
15
On-Line Assignments • There are 4 on-line assignments offered
through Sapling Learning.
1) allow most questions that can be done on
paper to be performed on a computer;
2) enable one to draw structures, just as will be
done on an exam;
3) grades instantly and provides feedback via
tutor-like hints, allowing one to keep working
with a question to arrive at the right answer;
4) include detailed answer explanations.
NOTE: use of Sapling is voluntary. If you choose to use
this system, you are REQUIRED to enter your student
number, and this and grade information will be held by (a)
third party(ies) outside McMaster University. By selecting
Sapling, you agree that you are entirely responsible for
any consequences.
Neither the instructor nor Greg Bahun are able to help
with problems related to Sapling. You must contact
Sapling directly.
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Go to http://saplinglearning.CA
a. If you already have a Sapling Learning account, log
in, click "View Available Courses", then skip to step 3.
b. If you have a Facebook account, you can use it to
quickly create a SaplingLearning account. Click
"create account" located under the username box,
then click "Login with Facebook". The form will auto-fill
with information from your Facebook account (you
may need to log into Facebook in the popup window
first). Choose a password and timezone, accept the
site policy agreement, and click "Create my new
account". You can then skip to step 3.
c. Otherwise, click "create account" located under the
username box. Supply the requested information and
click "Create my new account". Check your email (and
spam filter) for a message from Sapling Learning and
click on the link provided in that email.
Find your course in the list (listed by school, course,
and instructor) and click the link.
Click the button that says "Send payment via Paypal
or Credit Card" and follow the remaining instructions.
Once you have registered and enrolled, you can log in
at any time.
During sign up - and throughout the term - if you have
any technical problems or grading issues, send an
email to [email protected] explaining
the issue. The Sapling support team is almost always
more able (and faster) to resolve issues than your
instructor and TAs. 17
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Sapling evaluation: • Marks will be based on full
participation in each assignment;
failure to fully participate will result
in default up to 0%. This means
attempting AT LEAST 20 questions
per chapter with a reasonable
degree of success (but doesn’t
have to be perfect)
• Sapling marks are based on
Chapters 1-8
• We will also post these as practice
assignments on Sapling Learning
after closure date
• Problems from remaining chapters
will be available but will not used
for marks.
Written Assignment
Dates Summer 2014 Assignment Out
2:30pm
Due
5:00pm
Written Take-Home
Assignment 1
May 14 May 22
Written Take-Home Assignment 2
June 3 June 12
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On-line Assignment
Dates 2014
Assignment Out
Due
On-line (Sapling) Assignment Ch. 1&2
May 12 May 19
On-line (Sapling) Assignment Ch. 3&4
May 19 June 2
On-line (Sapling) Assignment Ch. 5&6
June 2 June 9
On-line (Sapling) Assignment Ch. 7&8
June 9 June 16
20
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Participation marks and iClicker: • Spectroscopy is a key practical method to determine
organic structures
• For the first 6 weeks we will cover spectroscopy
twice per week; this will allow you to learn
techniques that you will use in the lab, and to have
lots of time to practice solving spectral problems.
• You will view an on-line lecture PRIOR to coming to
each of the classes (Available on Avenue).
• The last part of the classroom sessions will review
the material you have viewed, and test your
knowledge of spectroscopy through iClicker
questions.
• NOTE: there are LOTS of marks for spectroscopy
during CHEM 2OA3 AND continuing into 2OB3.
Spend serious time on this component!
• Marks available for iClicker:
% correct answers Mark out of 3
80-100 3
65-79 2.5
50-64 2
40-49 1.5
30-39 1
< 30 0
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Overall Assignment Evaluation:
Assignments Sapling Clicker Total Final
Exam
2 X 6 = 12 3 3 15 * 50
2 X 6 = 12 3 0 15 50
2 X 6 = 12 0 3 15 50
2 X 6 = 12 0 0 12 53
1 X 6 = 6 (MSAF) 3 3 12 53
1 X 6 = 6 (MSAF) 3 or 0 0 or 3 9 56
1 X 6 = 6 (MSAF) 0 0 6 59
And so on; 2 MSAFs
gives you 0-6% out of possible 15%
and hence Final exam is worth 59-65%
* Best 15 out of 18 marks used
Laboratory Check-in
Be prepared to show up to the labs
starting Tuesday May 13th
• Lab Room: ABB-302/306
(ignore your timetable)
• Come to the lab on your scheduled
day, WITH the manual!!!
Failure to complete check-in on time:
see Greg Bahun. This may result in
lost lab time and hence LOST MARKS!
Lab manuals are on sale before the
first two lectures. You MUST have the
current manual. Labs altered. NEW!!!
Contains previous exams! $15.00
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Labs
Check-in:
Meet your TA
Safety
Check-in
Labs start on:
Tuesday May 13th
5 Labs total
Every Week
24
Exp. 1 May 13-15
Separation of Solids,
Recrystallization & Melting Point
Determination
Exp. 2 May 20-22
Thin Layer Chromatography
(TLC) of Analgesic Drugs &
Column Chromatography.
Exp. 3 May 27-29
Separation and Identification of
Organic Liquids.
Exp. 4 June 3-5
Nucleophilic Substitution Reaction.
Exp. 5 June 10-12
Preparation of meso-Stilbene
Dibromide and its Conversion to
Diphenylacetylene
Experiment Dates
Make-up labs: contact Greg Bahun asap. Ideally done in the same week, otherwise June 17.
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Lab/Tutorial Scheduling • You MUST visit avenue to obtain
(and check) your:
- LAB section and day
- Tutorial day
- Tutorial room #
N.B. These may be different from
your timetable!!!!!
During lab check-in, your lab station
will be posted in the hall outside of
ABB-302, and later on Avenue
• Ignore what is on your timetable -
the web is what counts!!!
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Lab Attendance • Students must attend correct
lab period
• You must get a MSAF if you miss a
lab and contact Greg Bahun to
arrange an alternate lab day
• If you act early, make up labs can
be done while the expt. running. If
not, must be done in last week!
• If you have a lab or tutorial conflict,
try to resolve the issue on Solar.
See Greg Bahun if you cannot
resolve the issue with Solar
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Lab Exemptions
Must have:
•Taken CHEM 2OA3 @ MAC
•Completed ALL labs
•Have 75% or better lab mark
If you satisfy ALL of these criteria
then contact Greg Bahun by
Thursday this week
28
Lab Work
• Some general information and techniques are currently posted on Avenue, make sure to read this information!
• Lab manual: copies for sale, outside classroom
• YOU are responsible for reading and bringing a printed copy of the manual to each lab
• EACH lab has a pre-lab to be completed before entering the lab, some take quite a bit of work, so
don’ t leave them to the last minute!
– Any questions? See Greg during his office hours!
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Lab Notebooks
• Duplicate Format only!!!
Available in the bookstore
• Finish all results in the lab
period
• TA signs both copies!
• TA keeps the duplicate
• Duplicate returned next lab
period only! (No access to TA
outside regular lab period).
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Chemistry Lab Safety
• Essential: NO contacts, no shoes
that show ANY part of your foot (ie
sandals, crocs, flats), SOCKS/tights
do not make them any better!
• YOU WILL NOT be permitted to do
the lab
• Recommended: Sneakers
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Chemistry Lab Safety
• Essential: GOGGLES must be worn at all times! Not just safety glasses
• AGAIN: NO CONTACTS even with goggles!
• No gum
• No shorts/skirts above knee height!
• Long hair ALWAYS tied back!
• You will NOT be permitted to do the lab without the appropriate attire – We work with some nasty stuff!
• ALWAYS wear GLOVES!!!! For your own safety!
• NEVER touch door handles with GLOVES! For everyone’s safety! MARKS WILL BE LOST!
• Recommended: Full length pants, long sleeve shirts and/or lab coat
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Lab Breakdown
For most labs: Prelab (2 marks)
-Summary of experimental procedure (1/2-full page, 0.5 marks)
include equations, chemicals (amounts), how you will carry out the lab
-Prelab questions (1.5 marks)
Lab Performance (2 marks)
- How prepared you are, follow safety procedures, know what you are doing
Results (6)
- Different for each exp, calculations, graphs, observations, melting points/IR’s etc
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Tutorials • Every week (weeks 2-6)
Tutorials start:
• Tues. May 13th
• TAs will go through the assigned tutorial questions
• Questions other than the official tutorial questions may be asked at the end of the tutorial, during Q&A.
• We encourage discussion!
34
Help Centre
Hours: TBD (before test and/or exam)
Location: ABB-307 (same hallway as
labs)
The Help Centre TA is there to help with
concepts, not to provide answers for
assignments.
35
Academic Integrity /
Academic Dishonesty
• Academic Integrity is the standard
• Academic dishonesty consists of misrepresentation by deception or by other fraudulent means and can result in serious consequences.
• e.g. the grade of zero on an assignment, loss of credit with a notation on the transcript (notation reads: "Grade of F assigned for academic dishonesty"), and/or suspension or expulsion from the university.
• It is your responsibility to understand what constitutes academic integrity and academic dishonesty – see the course website for a full description.
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Examples of academic
dishonesty
The following illustrates only four
forms of academic dishonesty:
•Plagiarism, e.g. the submission of
work that is not one's own or for
which other credit has been obtained
•Improper collaboration in group
work, e.g. copying verbatim of other
students' assignments
•Improper use of Sapling and iClicker
•Copying or using unauthorized aids
in tests and examinations
•Ignoring time limits during a test or
exam
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Academic Dishonesty
• All cases of suspected academic dishonesty will be followed up with the academic integrity officer
• All findings of academic dishonesty will result in a penalty of at least an F (i.e. a zero) for the work in question
• Please refer to McMaster’s policy regarding academic integrity (particularly appendix 3)
• See also the academic integrity statement on the 2OA3 web site
http://www.mcmaster.ca/univsec/policy/AcademicIntegrity.pdf
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Important!! • It is the student’s responsibility to
ensure that MSAFs are filed on-line and that subsequent medical slips (and other related documents) are filed with your (Associate) Dean’s Office
• For labs, contact Greg Bahun
• For assignments, once filed, assume it’s done, you will not get a response
• You are also responsible for all information in this lecture (see website), even if you are not in class. Failure to follow procedures will result in lost marks!
39
Course Outline
• Available on-line
• Describes the course content
and the tentative schedule for
the lectures
Course Schedule: See web site
40
Pdf and ppt files of lecture notes will
be posted about one week before we
cover that chapter.
If you do not have Adobe Acrobat,
Pdf-Xchange Viewer by Tracker
Software is a good, free pdf viewing
and annotation software.
We will follow Klein’s Organic
Chemistry chapters 1 through 10, +
15 and 16.
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Ch 15: IR
Ch. 16: nmr Ch 9: addition
Ch 1: Bonds
Ch 6: reactivity
Ch 2: groups
Ch 3: acid/base
Ch 4: rings Ch 5: stereo
Ch 8: elimination
Ch 7: subst.
Taxol: what will we learn?