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Chemistry 320N Dr.

Shagufta Shabbir Spring 2019

Organic Chemistry Part-II


Unique 50020 | MWF 1pm -2pm | BUR 106

Who is teaching?
Hi! My name is Shagufta Shabbir
and I am honored to teach ya’ll
OChem-II this semester. I got my
PhD in Organic Chemistry from
UT Austin with Dr. Eric Anslyn and
did my Postdoctoral fellowship in
Biomedical Engineering at
Northwestern University in Illinois.
My love for Austin bought me
back and I was lucky enough to
be hired by UT in 2012 and I have
been teaching OChem-I & II to
Image from: http://science-catalyst.co.za/posters/Organic%20Chemistry.jpg,
undergraduate ever since.
Course Philosophy
Organic chemistry is the study of life. They either form the basis of,
Course Prerequisites or are important cons9tuents of, many products including plas%cs,
drugs, petrochemicals, food, explosive material, and paints. A;er
The following coursework taking OChem I and II students would be able to understand the
with a grade of at least C- in basic func9onality of organic molecules and devise sound synthe9c
each: Chemistry 310M, 318M, routes of construc9ng complex organic molecules from smaller
320M, or 328M. For lab fragments. In addi9on to basic analysis of organic molecule (strain
requirements please check and stability, stereochemistry etc.) 70% of OChem-I was about
with the chemistry learning reac9ons that interconverts func9onal groups into one
undergraduate office BIO another for example: How to convert an alkene to an alkane? How
404. to convert an alcohol into a haloalkane etc. While majority of
OChem-II (~90%) is about learning carbon-carbon bond forming
Required Text reac9ons that allows the construc9on of bigger complex organic
molecules from smaller fragment. This requires a higher level of
Brown, Iverson, Anslyn and analy9cal thinking. You would be challenged to look at the whole
Foote Organic Chemistry, 8th picture instead of a single reac9on. This exercise would condi9on
Edition your mind so that you can apply this new way of thinking to
Study Guide for above text. complex problems that you would face in your upper division
classes.

O O O O O O
O O

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Chemistry 320N Dr. Shagufta Shabbir Spring 2019

How do we Communicate with you?

Canvas:
We use canvas to post homework’s, exam
keys, grades and make announcements.
You can also email or send messages to
Image from :http:// me through canvas. If you want to talk
www.umich.edu/~cee631/ about your grades, please email me via
images/Calvin_at_school.gif, canvas so that I can respond
appropriately.
Honor Code
Facebook Page:
The core values of The We have created a Facebook page with the intent
University of Texas at of facilita9ng communica9on in between you, as
Austin are learning, well as between yourselves and the TA's and I.
discovery, freedom, Sean is in-charge of the facebook page. Click on
this link to join: hUps://www.facebook.com/
leadership, individual groups/316086925685216/ We will be
opportunity, and monitoring posts on the wall and will respond as
responsibility. Each our schedules allow. There are only two common
member of the University sense rules:
is expected to uphold •All posts must be course content related.
these values through •We reserve the right to remove any post we feel is inappropriate in any
way.
integrity, honesty, trust
It is important to realize that this electronic mode of communica9on is to
fairness and respect be used by you as an enhancement to the class, not a replacement for
towards peers and coming to Office Hours and Recita9ons.
community.
Any violation of the What would be covered?
above Honor Code that
Chapter 13: A Brief Introduc9on to NMR (review only)
occurs during an exam Chapter 15: Introduc9on to Organometallic Compounds
or in the regarding Chapter 16: Aldehydes and Ketones
process will result in a 0 Chapter 17: Carboxylic Acids
being assigned for that Chapter 18: Func9onal Deriva9ves of Carboxylic Acids
exam and the student Chapter 19: Enolates Anions and Enamines
involved will be formally Chapter 20: Dienes, Conjugated Systems and Pericylic Reac9ons (selected
reported to the Dean of topics)
Students, where they will Chapter 21: Benzene and the Concept of Aroma9city
be subject to additional Chapter 22: Reac9on of Benzene and its Deriva9ves
penalties or actions. The Chapter 23: Amines
Chapter 24: Cataly9c Carbon-Carbon Bond Forma9on (selected topics)
exam with the 0 will be
Chapter 25-28: Carbohydrates; Lipids; Amino Acid and Proteins; Nuclei
automatically counted in Acids (selected topics)
the final grade
calculation at the end of
the semester.
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Chemistry 320N Dr. Shagufta Shabbir Spring 2019

Proposed Exam Topics (Subject to Revision)


Midterm- I: Chapter 13 - 16
Midterm- II: Chapter 16 - 18
Midterm-III: Chapter 19 - 22
Final Exam: Cumula9ve

Policy on Exam Coverage:


You will be responsible for all material covered up to the Friday lecture the
week before each midterm. The pace of the class can vary, so do not be
concerned of we are not on the same schedule as described above under
TA’s Weekly Office Hours “proposed exam topics”. The boUom line is that you are only responsible for
the material covered in the previous Friday lecture.
Each of your TA would be
holding their own individual “Weekly reading material is posted in Canvas under Pages”
office hr. every week. During
their office hr., they would What is assigned?
answer your questions and
concern to the best of their Homework -I (This is graded HW would be uploaded on
ability as well as happily
explain any concept you might Canvas and collect in class)
have difficulty understanding. There will be two kinds of homework assigned in this class. There will be
TA would leave their office hr
weekly homework sets that will be posted on canvas. This semester
location if no-one shows up
completed HW have to be uploaded on canvas by the designated date and
after the first 10min.
8me. "How to upload your HW on canvas would be thoroughly explained
TA’s Weekly Recitation Session before the first HW is due”. Late HW would not be graded. You would be
allowed to upload many version of the HW only the latest version would be
These will be additional
graded. These will be given a grade 1, 0.5 or 0. A 1 means that you have
lectures given by the TA's. They
will be designed to present the accurately completed ~80% of the HW, a 0.5 means that accurately
lecture material in a different complete ~30% of the HW and 0 means you did not turn it in or did not
context, from the point of view complete ~30% of your HW. The tally of these 1, 0.5 and 0 will make up 7%
of the TA's, with the aim of of your total grade. If your HW grade is not correctly listed on canvas you
helping you absorb the must be diligent and alert your TA’s immediately and they would fix the
material and understand all of error, a;er three day changes to HW grades would not be made.
the key points.
Homework-II (This HW would not be collect or graded)
Dr. Shabbir Weekly Office hr
Second type of homework will involve book problems that are assigned, but
I would also be holding my not collected. These are extremely important, as the only way to master
office hours every week. My
organic chemistry is to work many, many problems over the course of the
office hours are going to be
held in WCH 1.120 auditorium semester. You will note when taking the exam that most of the exam
every Monday 3 to 4pm and problems are directly out of the tougher homework problems both from
would be recorded. I aim to weekly and the book problems. You would no9ce that exam problems are
answer your questions as well formaUed or closely resemble your weekly homework problem.
as practice problems during
my office hr.

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What about attendance?

Attendance in class is strongly


recommended but not
mandatory (no attendance will
be taken). However, you will
likely not do very well in the
class unless you attend. The
instructor reserves the right to
interact with you in front of the
class if you are sleeping. In
addition, I will randomly ask
questions of individuals in the
class during lecture. Questions
Assigned Book Problems-
from the audience are highly
encouraged. Please turn off all Chapter 13: 2, 3, 4, 5, 6, 7, 9, 15, 16, 17, 18, 23, 24, 28
cell phones during class. If Chapter 14: 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37
your cell phone rings during Chapter 15: 7, 8, 9, 10, 11, 12, 17, 18, 20, 21, 22, 23, 24, 25, 26
class, I will take it to the front of Chapter 16: 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 29, 30,
31, 32, 33, 34, 37, 43, 51, 52, 53, 54, 55, 56, 61, 73, 74, 75, 76, 77,
the classroom until after class.
78, 79, 80, 81
Chapter 17: 7, 8, 9, 20, 15, 16, 18, 19, 20, 21, 22, 23, 25, 26, 27, 28,
Midterms 29, 30, 31, 32, 33, 34, 35, 37, 46, 47, 48, 49, 50, 51, 52, 53
Chapter 18: 12, 13, 19, 20, 25, 26, 27, 30, 31, 32, 33, 41,42, 43, 44,
Three mid-term exams will be 48, 49, 50, 51, 52, 54, 63, 64, 65, 66, 67,68, 69, 70, 71
given during the course of the Chapter 19: 18, 19, 20, 21, 22, 23, 24, 29, 30, 31, 32, 33, 34, 39, 40,
semester. They will be held on 44, 46, 47, 48, 49, 50, 51, 52, 53, 54, 56, 58, 59, 68, 71, 73, 74, 75,
Thursday evenings from 76, 77, 78, 79, 80, 81, 82, 83
7:00-9:00PM on the following Chapter 20: 16, 17, 18, 19, 20, 21, 22, 30, 31, 34, 35, 36, 56
days: Chapter 21: 8, 9, 10, 15, 16, 32, 33, 34, 35, 36, 37, 38, 39, 50
Chapter 22: 14, 15, 16, 17, 18, 19, 20, 22, 23, 26, 31, 32, 33, 34, 35,
Midterm-I-February 21st
36
Midterm-II-March 28th Chapter 23: 25, 36, 44, 46, 47, 48, 49

Midterm-III-April 25th

Final Exam

Wednesday, May 15th:


2:00-5:00pm

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Chemistry 320N Dr. Shagufta Shabbir Spring 2019

Who are my TA’s and


where can I find their
office hr and recitation
information?
This information would be
posted on canvas once it is
finalized.

Class room
participation

iClicker would be used this


semester to ask question
during lecture. You are allowed
to drop 5 days.
If we find students using Credit: Will Ludwig/C&EN
multiple iclicker’s in class we How to Succeed in OChem 320N?
would give that student a zero
for class participation. ✦Remake your OChem-I road map. Revise all the reac9ons you
learned in OChem-I
✦Start making a new road map including reac9on you learn in
OChem-II. Keep in mind you would probably need to make several
different road maps
✦Keep your road map handy keep staring at it….
✦Come to class everyday
✦Never get behind. Revise all the material learnt in class right
a;er class.
✦Read the book sec9on covered in class and do the prac9ce
problems in that sec9on
✦Strive to understand, not to memorize the material
✦Re-write your lecture notes
Joseph Wright, “The ✦Do your homework
Alchymist, in Search of the ✦Make flash-cards look at them in the bus in your car whenever
Philosopher’s Stone, you have 9me.
discovers Phosphorus, and ✦Learn the mechanisms, do not memorize mechanisms

prays for the successful How to Study Before the Exams?


conclusion of his operation,
as was the custom of the 1.Redo the more difficult homework problems
ancient chymical 2.Talk to the TAs and Me- We are here to help you succeed
astrologers” (18th century), 3.Study Lecture note – Rewri9ng them really helps
oil on canvas (via Derby 4.Redo all the weekly homework problems
5.Redo all the mechanism sheets
Museums)
6.Use flash cards to memorize reac9ons


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Chemistry 320N Dr. Shagufta Shabbir Spring 2019

How am I graded?
T-SCORE
The raw scores earned on each of the exams in this course will be converted to Standard T-Scores.
The Standard T-Score is computed as follows:

T = [(x-X/s) •10] + 74
where:
x = your raw test score
X = the class mean score = Sx/N
N = number of test scores
s = standard devia9on = [S (x-X)2/(N-1)]1/2

Using Standard T-Scores allows an effec9ve averaging of grades without introducing a bias in favor of
tests with the greatest standard devia9ons. Since it is based on a normal (Gaussian) distribu9on, it
generally represents the fairest way of grading. (Nearly all na9onal exams such as the SAT, MCAT,
and GRE use a similar form of Standard T-Scores).

Your final course grade will be calculated as 27 % of your best midterm (Highest Score), 27% of your
second-best midterm (Highest Score) 36% of your final exam (Highest Score) 7% of your homework
and 3% class par9cipa9on. There will be three midterms during the semester, so this means that
your lowest midterm exam will be dropped OR you will be able to miss one midterm for any reason
with no penalty.* Students who cannot take one midterms due to medical, religious or personal
reasons would be able to use this op9on.

GRADING SCALE
Score LeGer Grade
93.0000 ≤ T A
90.0000 ≤ T < 93.0000 A-
87.0000 ≤ T < 90.0000 B+
83.0000 ≤ T < 87.0000 B
80.0000 ≤ T < 83.0000 B-
77.0000 ≤T < 80.0000 C+
73.0000 ≤ T < 77.0000 C
70.0000 ≤ T < 73.0000 C-
67.0000 ≤ T < 70.0000 D+
63.0000 ≤ T < 67.0000 D
60.0000 ≤T < 63.0000 D-
T ≤ 60.0000 F

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Chemistry 320N Dr. Shagufta Shabbir Spring 2019

FAIR WARNING
*Missing two midterms or the final exam without a documented, valid excuse will result in a failing
grade. NOTE: WE REPORT GRADES TO FOUR DECIMAL PLACES. AN 89.9632 IS ENTERED AS
89.9632, N0T 90 OR 90.00.
*****Important No9ce****** In general, using T-scores increases everyone's grades compared to
using absolute percentages. Nevertheless, we will keep track of your percentage scores on every
test. If the percentage scores are ever higher than your T-score, we will use the percentage score
for your course grade calcula9on. Thus, if everyone does extremely well in this course, no grade
will be lowered by using a curving system!

HOW DO I GET MY MIDTERMS BACK?


You must show your UT-EID or a valid picture EID to get your exam back. If you miss ge}ng your
exam back on the day we distributed it in class, you would not be able to pick it up at any other
9me during the semester. However you would be able to pick it up the exams in the end of the
semester from the chemistry undergraduate office located in BIO 404.

HOW DO I GET A REGRADE?


If you use a pencil or erasable ink to take your exam, we will not allow a regrade. You must use
permanent ink if you an9cipate wan9ng a regrade. Any exams to be regraded must be presented
to me within one week of the return of the exams. The en9re exam will be regraded by me (not
the graders, you must choose who you believe to be tougher or more alert!). You cannot discuss
the exam with me at all prior to the regrade. A higher or lower score can result, but a score will
only be changed if it differs by 3 percentage points or more from the original score. Complaints
about the final exam grading must be presented within one day of the return of the final exam.
Therefore, if you an9cipate a complaint, you must be diligent in following the progress of the
graders.
To guard against altered exams being submiUed for a regrade, we rou9nely copy a large number of
exams following grading but prior to handing them back.


Unique 50020 Image from : http://www.scst.org/blog/five-or-six-secrets-and- 7


grading-hacks-to-keeping-up-with-grading
Chemistry 320N Dr. Shagufta Shabbir Spring 2019

Exam Policy
Early Exam
We offer early exams only for the midterms on the same day 4-6pm. Early exams are given to
individuals who have classes, band, ROTC, work etc during the regularly scheduled exam 9mes.
Please register for early exam at hGp://www.cm.utexas.edu/tes%ng/alternate by February 5th.
You will be asked to show documenta9on like course schedules, syllabus, or leUer of
employment when you registered for early exams. If you cannot take the exam at either 9mes
please contact Chris%an via email by February 5th and I would try to accommodate you at a
different 9me.

Absences due to Athletics or other University Activities


Any athlete compe9ng for UT on an NCAA or club level team needs to no9fy Chris%an via email
by February 5th about any missed exams. WriUen documenta9on from the Athle9c department
will be required for accommoda9ons to be given. An official team proctor must be provided to
traveling team members by the athle9c department, so that a copy of the exam can be
administered outside of Aus9n at the same 9me as the students are taking the exam here. The
sealed exam is then returned to me by the proctor, as soon as the team returns to Aus9n.

Students with Disabilities


The rights of students with disabili9es are protected under Sec9on 504 of the Rehabilita9on Act of
1973 and the Americans with Disabili9es Act, which are civil rights provisions aimed at ending
discrimina9on against persons with disabili9es. Sec9on 504 specifically refers to post-secondary and
voca9onal educa9on services. The legisla9on reads: "No otherwise qualified handicapped individual
in the United States shall, solely by reason of his handicap, be excluded from the par9cipa9on, be

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Chemistry 320N Dr. Shagufta Shabbir Spring 2019

denied the benefits of, or be subjected to discrimina9on under any program or ac9vity receiving
Federal financial assistance." The University of Texas at Aus9n provides a wide variety of services to
assist students with disabili9es in becoming ac9ve members of the University community. These
services vary according to the different types and severity of impairments.
The Services for Students with Disabili9es (SSD) office of the Student Dean's Office is charged with
assis9ng disabled students. They es9mate that about 2000 students suffer from disabili9es including
mobility impairments, learning disabili9es, visual impairments, hearing impairments, ADD and
ADHD, and others. By law, these students are guaranteed a learning environment with reasonable
accommoda9on of their disability.
We will provide any necessary and reasonable accommoda9on for students with disabili9es,
including accommoda9ons for all of the exams. In order to qualify for accommoda9ons, you will
need to contact the Division of Diversity and Community Engagement, Services for Students with
Disabili9es, 471-6259, hUp://www.utexas.edu/diversity/ddce/ssd/. They will supply the
documenta9on and recommenda9ons needed to provide appropriate exam accommoda9ons. This
documenta9on must be given to undergraduate office BIO 404 \including your class schedule by
February 5th and schedule the exam online hGp://www.cm.utexas.edu/tes%ng. As we administer
night midterm exams, students requiring extra 9me must be prepared to either come earlier or stay
later than other students on exam nights.

Religious Holy Days


A student who misses classes or other required ac9vi9es, including examina9ons, for the
observance of a religious holy day should inform Chris%an via email by February 5th of the absence,
so that arrangements can be made to complete an assignment or exam within a reasonable 9me
a;er the absence. For reference, sec9ons 51.911 and 51.925 of the Texas Educa9on Code relate to
absences by students and instructors for observance of religious holy days.

Exam Rules
No notes or books are allowed used during the exams. Because of recent incidents, you will not be
allowed to interact with your cell phone in any way during exams. No excep9ons. Turn them off, or
leave them at home. ***Interac9ng with a cell phone during an exam will be considered a viola9on
of the Honor Code and will result in a 0 being recorded for your grade on the exam, no maUer what
you were actually doing with the phone.***

Scholastic Dishonesty
Students who violate University rules on scholas9c dishonesty are subject to disciplinary penal9es,
including the possibility of an F in the course and/or dismissal from the University. Because such
dishonesty harms the individual all students, and the integrity of the University policies of scholas9c
dishonesty will be strictly enforced.

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University Policy
Section changes, adds, and drops
All registra9on maUers are handled by the Undergraduate Office (Welch 2.212), and not by me. The
University rules are stringent with regard to drops, and I do not make excep9ons. In general they
are as follows, but you must check the policy for yourself (don’t rely on what is typed below, it is a
paraphrasing of the University rules).
In general, an undergraduate may drop a class through mid-semester in a long-session semester.
However, the student must meet the condi9ons described below and must abide by the Quan9ty
of Work Rule. The dates of the deadlines discussed below are given in the Academic Calendar. In
addi9on to other required approvals, interna9onal students must have the wriUen consent of the
Interna9onal Office to drop a class. On the recommenda9on of the instructor and with the approval
of the student’s academic dean, a student may be required to drop a class at any 9me because of
neglect or lack of prepara9on.
4th class day
Dropping courses electronically: During the first four class days, students may add and drop courses
with the registrar's online registra9on service, ROSE (January 25th 2019)
12th class day
Dropping a class with possible refund: During days five through twelve (February 6th 2019) students
may drop courses online, but must go to the department offering the course to seek permission to
add a course. Be advised that some departments do not allow adds/drops a;er the fourth-class
day. For those departments that do allow adds/drops, the add-transac9ons before the twel;h-class
day will be processed in the respec9ve department. Students who wish to add a class a;er the
twel;h-class day should be required to go to the Student Division of the Dean's Office (first floor of
W. C. Hogg) to provide jus9fica9on for the proposed change. The student must have wriUen
permission and documenta9on of class aUendance from the instructor and departmental approval.
46th class day
Last day to drop a course with approval: A;er the 12th day of class, and un9l the deadline for
dropping courses (April 8th 2019) a student wishing to drop a course will get the forms from the
Dean's Office (WCH 1.106) or their departmental advising center and ask the instructor to sign the
drop form. Instructors are also asked to indicate on this form the grade (A-F) that the student has
earned in the class up to this point. In contrast to previous years, instructors are not asked or able
to assign a Q vs F on this form; henceforth the students are comple9ng this paperwork for a Q-
drop.
Nonacademic Q-drop
A;er the last day for academic Q-drop students with substan9ated nonacademic reasons (as
determined by the Dean's Office) may be allowed to drop a course. Faculty will be asked to provide
informa9on on student performance up to the 9me of the nonacademic Q-drop request but are
not responsible for making the decision about assigning a grade of Q. Please encourage students

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who experience significant nonacademic problems such as extended health-related problems or


family emergencies to contact the Dean's Office.
New One-Time Drop Policy
Students have the op9on once in their undergraduate degree to drop a class or drop out of all
classes in a semester right up 9ll the last class day. This new policy was proposed and approved by
UT Faculty Council on May 9, 2011, and more informa9on is available at hUp://www.utexas.edu/
faculty/council/2010-2011/legisla9on/EPC_OTE.html. According to the policy as approved by the
Provost, a student who has completed at least two long semesters here at UT can drop a class only
if he or she has an average grade of D+ or below in the class at the 9me of the request and if there
are no pending inves9ga9ons of scholas9c dishonesty for the course in ques9on.

Incomplete
An incomplete (X) is a temporary delay in repor9ng the final course grade. An X may properly be
assigned for students who must miss the final due to illness or other impera9ve nonacademic
reasons. An X may also be given when the student has not been able to complete all the required
assignments for reasons other than lack of diligence but only if the student has a passing grade on
the work completed. Documenta9on of non-medical excuses will be required. In general, it is best
for students to see a counselor in their Dean's Office regarding non-medical excuses for missing the
final. Just to be clear, you will be required to have a wriUen medical excuse signed by the person
who treated you if the reason for the request for a postponed final is illness. Students have one
long semester to make up an X and extensions are rare. A;er one long semester, the X converts to
an F if no other grade is reported.
An X will not be assigned to allow the student an opportunity to repeat the en9re course; the only
assignments or exams that should be completed to resolve the X are those that were missed for
legi9mate reasons during the semester. In addi9on, the X should be assigned only if the student
has been informed and the exact procedures by which the student will make up the work are
agreed upon. The assignment of an X cons9tutes a contract between the student and the
instructor. It is o;en helpful to have the arrangement in wri9ng, specifying what the student is
expected to do to complete the course, including due dates.

Courses Taken on a Pass/Fail Basis (CR/NC)

The University defines a D- as a passing grade for undergraduate students. The instructor is obliged
to assign a grade of CR (Credit) for a student registered on a pass/fail basis who has a D- or beUer in
the course. It is important that the roster indicate the student is registered for the course on a
pass/fail basis. Otherwise, a leUer grade must be assigned. There is a 9me limit for students to
change courses from a grade basis to pass/fail basis and vice versa. During the long session, it is the
same as the final deadline for drop/withdrawal for academic reasons April 8th 2019. See the
current academic calendar for the exact date. A;er that deadline, students should see a counselor
in the Student Division of the Dean's Office of their college.
For majors within the College of Natural Sciences, the College has ins9tuted a minimum C- standard
of passing grades for courses in order to progress to subsequent courses.

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Emergency Evacuation
From the Office of Campus Safety and Security, 512-471-5767, hUp://www.utexas.edu/safety/
1. Occupants of buildings on The University of Texas at Aus9n campus are required to evacuate
buildings when a fire alarm is ac9vated. Alarm ac9va9on or announcement requires exi9ng
and assembling outside.
2. Familiarize yourself with all exit doors of each classroom and building you may occupy.
Remember that the nearest exit door may not be the one you used when entering the
building.
3. Students requiring assistance in evacua9on shall inform their instructor in wri9ng during the first
week of class.
4. In the event of an evacua9on, follow the instruc9on of faculty or class instructors.
5. Do not re-enter a building unless given instruc9ons by the following: Aus9n Fire Department, The
University of Texas at Aus9n Police Department, or Fire Preven9on Services office.
6. Behavior Concerns Advice Line (BCAL): 512-232-5050
7. Link to informa9on regarding emergency evacua9on routes and emergency procedures can be
found at: www.utexas.edu/emergency

This syllabus is subjected to change; students who miss class are responsible for learning
about any changes to the syllabus.

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