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CBMS304/841
Organic & Biological Chemistry B
Andrew Try (Unit Convenor)
Department of Chemistry & Biomolecular
Sciences
Rm F7B 228
Phone 9850 8291
FAX 9850 8313
e-mail [email protected]
URL http://www.cbms.mq.edu.au/~cbms304
Students in this unit should read this unit outline carefully at the start of semester. It contains
important information about the unit. If anything in it is unclear, please consult one of the teaching
staff in the unit.
ABOUT THIS UNIT
Credit Points:
CBMS304: 3 cp (equivalent to an average of 8-10
hours/week of contact hours and self-study)
CBMS841: 4 cp (equivalent to an average of 11-13
hours/week of contact hours and self-study)
Contact Hours:
CBMS304: 6 hours/week (lecture/discussion sessions,
labs and workshops)
CBMS841: 8 hours/week (lecture/discussion sessions,
labs and workshops)
Prerequisites:
CBMS204(P) (or CHEM204(P)) or admission to a
Masters (coursework) / Postgraduate Diploma /
Postgraduate Certificate (CBMS841)
When Offered:
D2 - Day; - second semester (no external mode)
Staff Contact:
A/Prof Andrew Try
Department of Chemistry & Biomolecular Sciences
Phone:
9850 8291
Fax: 9850 8313
E-mail: [email protected]
Welcome to CBMS304 (Organic and Biological Chemistry B). This course was developed to serve
the needs of Chemistry and Biology/Biotechnology students. It will be valuable to anyone
interested in how organic chemicals (including biological molecules) interact at a molecular level
with other molecules, including in biological systems, and how we can synthesise new molecules
with desirable properties (e.g. new pharmaceuticals and new materials). CBMS304 focuses on
chemical principles involved in biological processes loosely linked to biomolecules such as DNA,
proteins and secondary metabolites, including the organic reactions of the components of these
biomolecules – heterocycles, amino acids and pericyclic reactions. These topics build upon the
foundation of CBMS204 (Organic Synthesis). This unit requires good skills in organic chemistry; a
background in other aspects of chemistry and/or biochemistry would be advantageous. The
laboratory sessions are aimed at developing skills in organic synthesis, using reactions studied in
lectures and in earlier years.
TEACHING STAFF
•
•
•
Unit Convenor A/Prof Andrew Try, F7B228, ph 8291, e-mail [email protected]
Prof Peter Karuso, F7B232, ph 8290, e-mail [email protected]
Dr Fei Liu, F7B330, ph 8312, e-mail [email protected]
Dr Andrew Try will deliver the first series of lectures on heterocycles (Weeks 1-4), followed by
Professor Peter Karuso on pericyclic reactions (Weeks 5-9) and Dr Fei Liu on coupling reactions
(Weeks 10-13).
Drs Try, Karuso and Liu will not have set office hours for this course. Rather, you are expected to
use the e-mail facility on the CBMS304 web pages to send questions and contribute to the on-line
discussion (Q&A forum). You are expected to access the web pages regularly, where you will find
weekly announcements, links to interesting internet facilities and sites of interest to the course,
downloadable software, and lots of other interesting stuff. We will, of course, also be available for
consultations on topics best dealt with in person. While we have an open door policy, it may be
best to make an appointment first to see us. Please note information may also be sent by email to
you so please look at your Macquarie email account on a regular basis.
CHANGES TO THE UNIT SINCE LAST OFFERING
This is a new unit. However, it is based upon CBMS341, which was taught in 2008. The major
changes are that the module given by A/Prof Joanne Jamie (carbohydrate chemistry) has been
replaced with a module on coupling reactions (Dr Fei Liu).
FEEDBACK
We are always open to suggestions for improving the content and delivery of this course. We are
very happy to receive any constructive criticism that you may wish to provide. This unit outline is
available on the departmental Wiki: http://wiki.cbms.mq.edu.au/
CLASSES
CBMS304 is a traditional Chemistry subject that is organised around lectures and laboratories (5
different experiments). Lectures will be on Wednesdays (9-11 E7B 164), with labs on Wednesday
(2-6pm E7B 354, Third Year Laboratory), except for weeks 4, 8 and 13. There will be workshops
instead of the Wednesday Labs (room to be advised, 2-6pm) in weeks 4, 8 and 13 and attendance at
these sessions is compulsory. These 3 workshops are problem solving sessions associated with the
three sections of the course (more details later).
The timetable may be subject to change so please check on the University web site at:
http://www.timetables.mq.edu.au/
Spot tests will be run in the lecture classes. The lab notes, which include safety information and
tips on writing the reports are available from the CBMS304 web page
(http://www.chem.mq.edu.au/ ~CBMS341/bb/facilities.html).
Labs will open at 2 pm and you must wear closed shoes, a lab coat and safety glasses. More
detailed instructions are given in the lab notes. Laboratory work must cease at 5:45 pm.
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All the equipment and glassware used in the laboratory classes is very expensive. Please handle
everything with care. Please also clean and put away all the glassware that you used. In addition,
before you leave ensure that you wipe down you work area, turn off all gas, water and electricity
you turned on and place all residues in the appropriate waste containers.
The laboratory will close at 6:00 pm. All students are expected to be out at this time.
REQUIRED AND RECOMMENDED TEXTS AND/OR MATERIALS
Required texts
1. McMurry, John. Organic Chemistry Edition (introductory reading only). QD251.2.M43.
There are multiple copies in the library and this is your CBMS204 text book
2. Davies, David T. Aromatic Heterocyclic Chemistry, Oxford University Press.
QD400.D38/1992
3. Fleming, Ian, Pericyclic Reactions, Oxford; Oxford University Press, 1999.
QD281.R5.F58/1999
4. Jenkins, Paul. Organometallic Reagents in Synthesis, Oxford; Oxford University Press, 1992.
Supplementary texts (all on three day loan)
Garrett, R. and Grisham, C.M. Biochemistry, Fort Worth, Saunders College Pub., 1999.
QD415.G29/1999
Smith, W.B. Introduction to theoretical organic chemistry and molecular modeling, New York:
VCH Publishers, c1996. QD476.S567/1996
Gilchrist, T.L. Heterocyclic Chemistry, Longman Scientific & Technical. QD400.G55/1997
Gilchrist, T.L. Organic reactions and orbital symmetry. New York: Wiley, c1976.
QD476.G54/1979
Joule J.A. and Mills K. Heterocyclic Chemistry, 4th edition, Oxford, Blackwell Science Ltd, 2000.
QD400.J59/2000
Bellamy, Anthony J. An introduction to conservation of orbital symmetry. Longman, 1974.
QD476.B363
Fleming, Ian. Frontier orbitals and organic chemical reactions, Wiley, London 1990, c1978.
QD461.F53/1978
Henderson, Richard, The Mechanisms of Reactions at Transition Metal Sites, Oxford University
Press, 1993. QD172.T6 .H46/1993
Thomas, Susan. Organic Synthesis—The Roles of Boron and Silicon, Oxford; Oxford University
Press, 1991 QD412.B1 .T56/1991
For those that are really keen
Entwistle, Norman. Orbital symmetry correlations in organic chemistry. London: Van Nostrand
Reinhold, 1972. QD476.E5
Meijere, de Armin; Diederich, Francois. Metal-Catalyzed Cross-Coupling Reactions, Wiley-VCH,
2004. QD262.M48 2004 vol 1
UNIT WEB PAGE
The web page for this unit can be found at: http://www.cbms.mq.edu.au/~cbms304/. You are
expected to access the web pages regularly, where you may find announcements, links to interesting
internet facilities and sites of interest to the course, downloadable software, and lots of other
interesting stuff.
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Logging In: Type in the URL http://www.cbms.mq.edu.au/~cbms304/. On the left on the
CBMS304 home page you will find a flashing LOGIN button. Click it to log in. Your username is
your Macquarie Student ID Number (MQID), which is an 8 digit number found on your student
card. The password is your myMQ Student Portal password. This will be the original MQID
password (2 random characters followed by your date of birth in ddmmyy format) that was sent to
you on enrolment, unless you have already changed your password in the myMQ Student Portal. If
you have not received this letter, or you have lost it, you can reprint a new one by going to
http://www.ocs.mq.edu.au/stdgen/self_reprint.html. If you still experience difficulties in getting
your reprint or your password, please contact the StudentIT Desk (ph: 9850 6500) on Level 1 of the
Library.
TECHNOLOGY USED
You are expected to access the unit web site on a frequent basis and download pdf files. To access
the unit web site, if you have off-campus Internet access, simply start your web browser and
proceed as above for logging in.
On-campus wireless access is also available (see
www.its.mq.edu.au/student_services/wireless.html). If you do not have your own computer you
may wish to access the CBMS304/841 web resources on campus using the computers in the
Library.
•
To view notes on all the topics and past exams on the unit web site, you will require Adobe
Acrobat Reader Version 9 or later to be installed on your computer. Acrobat Reader can be
downloaded from the Adobe website http://get.adobe.com/uk/reader/. If you are using the
computers in the library, then Acrobat has already been installed.
•
Please note information may also be sent by email to your student email account so please
look at your email account on a frequent basis.
LEARNING OUTCOMES
There are three sections in CBMS304. The first section is heterocyclic chemistry as the bases in
DNA are formally heterocyclic rings. That is, rings that contain atoms other than carbon. The
second component deals with pericyclic reactions. In this part, you will learn about the chemistry
of reactions for which we cannot draw mechanisms (curly arrows) and have no intermediates. The
last section of the unit deals with coupling chemistry prevalent in both Nature and laboratories.
The learning outcomes of this unit are to provide:
• an understanding of the factors affecting reactivity of organic chemicals including biomolecules;
• the use of liganded coupling processes and heterocycles in the synthesis of biologically active
molecules and materials
• the use of orbital diagrams and orbital symmetry to predict the outcomes of pericyclic reactions;
• a detailed chemical understanding of stereoselectivity and chirality;
• basic laboratory skills necessary for research in Organic and Biological Chemistry;
• an appreciation of the role of Organic Chemistry in biological processes.
By the end of the unit, you should be able to:
• plan a synthesis of simple heterocycles;
• predict the products of substitution reactions on simple heterocycles;
• plan a synthesis involving the coupling of two components;
• deduce a mechanism for heterocyclic and coupling reactions given the starting material and
product(s);
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• recognise the structure and mechanism of common coupling reagents and understand their
reactions and biological applications;
• deduce the structure of products produced by pericyclic reaction, including stereochemistry.
GRADUATE CAPABILITIES DDEVELOPED
In addition to the discipline-based learning objectives above, this unit will also build generic skills.
These are skills that will allow you, as a graduate, to act as an informed and effective member of
your community. Generic skills can be thought of as those skills, abilities and personal attributes
that can be used in the wide range of environments that you may experience in your lives. They are
viewed as essential for all graduates, irrespective of their course of study. Thus, in conjunction with
discipline-specific skills and knowledge, generic skills are the building blocks for developing the
attributes valued in a university graduate. Some of the attributes and skills that CBMS304 can help
you develop are:
• problem-solving: the ability to apply problem-solving strategically both in situations where
there is a clear solution and in situations demanding critical thinking and creativity;
• working with others: in one-to-one and in larger teams, understanding and responding to the
demands of the task and working effectively to achieve a shared goal;
• literacy and communication skills: generating meaning from complex information and
communicating that verbally and written meaning in an appropriate manner;
• critical analysis: evaluating relevance and relating knowledge to the real world;
• IT and technical skills and computer literacy: competence with relevant equipment;
• Self management: the ability to plan and organise activities;
TEACHING AND LEARNING STRATEGY
CBMS304 is run traditionally with two hours of lectures/week along with 4 hours of laboratories
each week (except for weeks 4, 8 and 13). In weeks 4, 8 and 13, workshops will be conducted
covering tutorial questions. Lectures will be presented as a combination of formal lectures and
interactive tutorial sessions. Some lecture material will be available on the unit web site, while
other material will be provided in the lecture class.
Learning is an active process, and as such, you must engage with the material. This means reading
the text book (and beyond) before and after lectures, attempting the assignment questions and other
questions, discussing the concepts with your classmates and lecturers. Do not be afraid to ask
questions – everyone benefits from a robust and open discussion of the topics.
Spot tests (and the mid session test) will also be run in the lecture session. The spot tests will cover
material prior to that days lecture (more detail given under assessment), therefore all students are
expected to keep up to date with lecture material through revision each week. All laboratory
experiments will be conducted individually. The workshops will be run with students in small
groups. Some questions relevant to the workshops will be provided (on the web site) prior to the
workshop. Additional relevant material will be discussed in the workshops as directed by student
questions. Students are expected to bring in all relevant course notes and text books for the
workshops and are encouraged to attempt the questions prior to the workshops. All students will be
expected to participate in discussions during the workshop and may be required to present some
answers to the rest of the class in the workshops.
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The staff in this unit will regularly update the web site to provide further information relevant to the
unit. All students are expected to visit the web site on a regular basis and enter in web-based
discussions.
A week-by-week list of the topics to be covered in this unit is provided at the end of this unit
outline.
RELATIONSHIP BETWEEN ASSESSMENT AND LEARNING OUTCOMES
Assessment: Your grade awarded at the end of the unit will be based on marks obtained as
follows:
Practical
25%
Mid-semester Test
10%
Spot tests and workshops performance
10%
Final Exam
55%
Practical – details on what is expected for assessment of the practical component is provided in the
laboratory manual (see the web site at printed notes). The mark will reflect the level of safety and
laboratory techniques seen within the laboratory as well as clear presentation, interpretation of
results and addressing of specific questions within laboratory reports.
Mid-semester Test - There will be a 50 minute test in Week 7, 9-10 am, which will cover the first
two modules of the unit (i.e. heterocyclic chemistry and part of the pericyclic chemistry). This is
designed to address specific understanding and application of topics covered up to the end of week
6 lecture material.
Spot tests - These may be conducted at any stage within the lectures. They are to encourage
continuous learning of the lecture material without the stress of a significant assessment component.
Workshops – The workshops will be run weeks 4, 8 and 13. The mark for the workshops will be
based on attendance and participation within the workshops.
Final exam – the final exam will be 3 hours in length with 10 minutes reading time. It is designed
to address specific understanding of all the topics presented within the course and to show that the
knowledge obtained can be applied to new problems.
Your marks (lab, workshops, and mid-semester exam) will be placed on the CBMS304 web pages.
You will be able to see your marks (but no one else’s), compare these to the class average and look
at your ranking in the class.
Your final mark will be based primarily on the aggregate mark, but the minimum requirement to
achieve a passing grade is satisfactory performance in separately both the final exam and the
laboratory component.
Due Dates:
Experiment 1 (uridine) by Friday 5pm of week 4, A. Try’s office
Experiment 2 (porphyrin) by Friday 5pm of week 6, A. Try’s office
Experiment 3 (photodimerisation) by Friday 5pm of week 9, P. Karuso’s office
Experiment 4 (Diels-Alder) by Friday 5pm of week 11, P. Karuso’s office
Experiment 5 (Coupling reactions) by Friday 5pm of week 13, F. Liu’s office
Receipts must be filled in and signed for all experiments and assignments handed in. See the unit
web site under printed notes for the receipts.
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Students unable to attend the laboratory classes, exams or workshops or hand in a form of
assessment due to illness or misadventure must provide formal documentary evidence to the
University as soon as possible and contact the lecturer-in-charge (unit convenor). Late submission
of laboratory reports or assignments may incur a penalty of 10% for each late day unless a valid
reason is provided to the unit convenor. If an absence is anticipated (perhaps for a mandatory
religious event etc) you must inform the unit convenor in advance that this will be the case and
make alternative arrangements. It is your responsibility to undertake this. Notification after the
event of an anticipatable absence will not be looked upon favourably.
Final Examination Details: The examination timetable will be available in Draft form
approximately eight weeks before the commencement of the examinations and in final form
approximately four weeks before the commencement of the examinations.
See
www.timetables.mq.edu.au/exam. You are expected to present yourself for examination at the time
and place designated by the University in the Examination Timetable. This could be any day after
the final week of semester and up until the final day of the official examination period. It is
Macquarie University policy to not set early examinations for individuals or groups of students.
All students are expected to ensure that they are available until the end of the teaching semester,
that is, the final day of the official examination period.
The only exception to sitting an examination at the designated time is because of documented
illness or unavoidable disruption. Absence from the final exam will result in a grade of F except in
the case of a genuine medical emergency or misadventure as defined by the University (see below).
In these circumstances you may wish to consider applying for Special Consideration. The special
consideration process is available at www.reg.mq.edu.au/Forms/APSCons.pdf.
UNIT OUTLINE
(Weeks 1-4) AT lectures
This section of the course will provide you with an overview of heterocyclic chemistry.
Aromaticity and Antiaromaticity
• Delocalisation and the 4n+2 rule
• Bond lengths, ring currents
• Aromatic heterocycles
• Contributing and non-contributing lone
pairs
5-membered Heterocycles
• Reactions
• Syntheses
• Examples
of
incorporation
macrocycles
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into
•
•
•
6-membered Heterocycles and Bicycles
Pyridine - electrophilic and nucleophilic
substitution reactions
Quinoline, benzofurans, benzothiophenes
etc
DNA
• The DNA bases
• H-bonding
and
Or ga ni c & B io lo g ica l C he mi s tr y B , 2 0 1 0
complementarity
7
(Weeks 9-12) PK lectures
This section of the course will provide you with an overview of pericylic reactions. This includes:
Lecture Notes and Practice Problems that can be found at these web sites:
http://www.ch.ic.ac.uk/local/organic/pericyclic/
Introduction to molecular orbitals
A quiz will be completed at the start of the class. It
does not count toward your final mark but should be a
guide to whether some remedial work is required.
• Valence bond model and why it does not
work
• FMO theory
• Orbital symmetry
Concerted reactions
• SN1 vs SN2
• Addition of Br2 to a double bond
• Examples of concerted reactions in biology
and chemistry
Orbital symmetry
• Construction of a MO energy diagram
• Symmetry rules
• Secondary effects
Selection Rules
• Regioselectivity
• Stereoselectivity
• cycloadditions,
electrocyclisation
sigmatropic
shifts,
Week 10-13: Coupling Reactions (FL Lectures)
This section of the course will provide you with an overview of coupling reactions with important
applications.
Introduction to coupling reactions
• principle of atom economy
• general classes coupling reactions from
Nature and invented by chemists
• key mechanistic aspects of coupling
reactions
• common coupling strategies and reagents
Chelation control and selectivity models
• Reactions at saturated carbon centres
• Reactions at unsaturated carbon centres
• Examples of applications
Ligand effects
• Stereoelectronic principles
• Special reactivities by higher coordination
• Examples of applications
Redox cycles
• Sigma- and pi-complexes
• Metallocylces and transmetallation
• Examples of applications
We hope you find this course both educational and fun!
Andrew Try (Unit Convenor)
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The small print:
EXTENSION AND SPECIAL CONSIDERATION REQUESTS
Extension requests for the assignments must be made to Prof
Peter Karuso with appropriate evidence to support your
request. Each request will be treated on its merits.
The University is committed to equity and fairness in all
aspects of its learning and teaching. In stating this
commitment, the University recognises that there may be
circumstances where a student is prevented by unavoidable
disruption from performing in accordance with their ability.
The University has a policy on special consideration request
that
may
be
found
at
http://www.mq.edu.au/policy/docs/special_consideration/poli
cy.html. The University recognises that at times an event or
set of circumstances may occur that:
•
could not have reasonably been anticipated,
avoided or guarded against by the student AND
•
was beyond the student’s control AND
•
caused substantial disruption to the student’s
capacity for effective study and/or completion of
required work AND
•
substantially interfered with the otherwise
satisfactory fulfilment of a unit or program
requirements AND
•
was of at least three (3) consecutive days duration
within a study period and/or prevented completion
of a formal examination.
This policy is instituted to support students who experience
serious and unavoidable disruption such that they do not
reach their usual demonstrated performance level. The form
required to submit for a request for special consideration can
be
found
at
http://www.registrar.mq.edu.au/Forms/APScons.pdf .
UNIVERSITY POLICY ON ASSESSMENT
The University Examination period in Second Half Year
2010 is from November 15 to December 3 and all students
must ensure that they are available during these dates. You
are expected to present yourself for examination at the time
and place designated in the University Examination
Timetable. The timetable will be available in Draft form
approximately eight weeks before the commencement of the
examinations and in Final form approximately four weeks
before the commencement of the examinations.
The University considers that assessment “of student learning
performance and feedback on progress are pivotal and
important processes in University learning and teaching.
Assessment tasks communicate to students what must be
learned and are vehicles by which the University assures
itself, and society, of its graduates’ capabilities and is based
on the premise that it is important that through assessment
students are encouraged to engage in their education, rather
than merely pursue grades. Student engagement is best
facilitated by learner managed learning in which students are
active partners in the process through undertaking
challenging responsibilities and making choices. There are
responsibilities and rights for both staff and students in
respect to assessment. These include, but are not limited to,
the right of academic staff to require that students:
• be focused on learning rather than merely passing;
• make the effort to be informed of the rules and
requirements for progression in their degree
program;
• get assistance from the department, faculty and/or
institution if they so require it;
• behave ethically and responsibly in their conduct
and in undertaking assessment tasks;
• engage in critical self-evaluation in terms of their
progress towards the stated learning expectations;
• submit work on time that is their own except when
shared ownership is part of the task;
• notify their lecturers as soon as possible if
difficulties arise with timing, online access,
availability of resources or other requirements of the
task;
Students have a right to:
• be informed about all aspects of assessment policy
and practices in each unit of study including criteria,
standards and procedures to be met and penalties for
breaches;
• have consistent application of policies, procedures
and penalties;
• timely return of results with feedback to enable
improved performance;
• information that allows them to calibrate their own
performance against the expected performance
standards;
The full statement on the Assessment Policy, Code of
Practice and Procedure can be found at:
•
www.mq.edu.au/policy/docs/assessment/po
licy.html
•
www.mq.edu.au/policy/docs/assessment/po
licy_code_of_practice.html
www.mq.edu.au/policy/docs/assessment/procedure.html
http://www.timetables.mq.edu.au/exam
The only exception to not sitting an examination at the
designated time is because of documented illness or
unavoidable disruption. In these circumstances you may wish
to consider applying for Special Consideration. Information
about unavoidable disruption and the special consideration
process
is
available
at
http://www.reg.mq.edu.au/Forms/APSCon.pdf
If a Supplementary Examination is granted as a result of the
Special Consideration process the examination will be
scheduled after the conclusion of the official examination
period. (Individual Faculties may wish to signal when the
Faculty's Supplementaries are normally scheduled.)
ACADEMIC HONESTY
The University declares that it is a “fundamental principle”
that “all staff and students act with integrity in the creation,
development, application and use of ideas and information”.
This means that:
•
all academic work claimed as original is the
work of the author making the claim
•
all
academic
acknowledged
•
You are advised that it is Macquarie University policy not to
set early examinations for individuals or groups of students.
All students are expected to ensure that they are available
until the end of the teaching semester, that is the final day of
the official examination period.
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•
collaborations
are
academic work is not falsified in any way
when the ideas of others are used, these
ideas are acknowledged appropriately
You should be familiar with the University’s Policy on
Academic Honesty practices and its Statement on Ethics.
Or ga ni c & B io lo g ica l C he mi s tr y B , 2 0 1 0
9
These can be found in the Handbook of Undergraduate
Studies or on the web at:
Fabrication: includes, but is not limited to, creating
fictitious data, citation(s), or referee reports.
Handbook Statement:
www.handbook.mq.edu.au/2010/pdf/UG_Student%20Inform
ation_2010.pdf
Sabotage: includes, but is not limited to, theft of work,
destruction or hiding of library materials.
Academic Honesty Policy:
www.mq.edu.au/policy/docs/academic_honesty/policy.htm
Ethics Statement: www.mq.edu.au/ethics/ethic-statementfinal.html
The policies and procedures explain what academic
dishonesty is, how to avoid it, the procedures that will be
taken in cases of suspected dishonesty, and the penalties if
you are found guilty. Penalties may include a deduction of
marks, failure in the unit, and/or referral to the University
Discipline Committee.
Examples of dishonest academic behaviours are:
Plagiarism: Using the work or ideas of another person and
presenting this as your own without clear acknowledgement
of the source of the work or ideas. This includes, but is not
limited to, any of the following acts:
a)
copying out part(s) of any document or audio-visual
material or computer code or website content without
indicating their origins
b)
using or extracting another person’s
experimental results, or conclusions
c)
summarising another person’s work
d)
submitting substantially the same final version of any
material as another student in an assignment where
there was collaborative preparatory work
e)
use of others (paid or otherwise) to conceive, research
or write material submitted for assessment
f)
submitting the same or substantially the same piece of
work for two different tasks (self-plagiarism).
concepts,
Deception: includes, but is not limited to, false indication of
group contribution, false indication of assignment
submission, collusion, submission of a work previously
submitted, creating a new article out of an existing article by
rewriting/reusing it, using the same data to form the same
arguments and conclusion, presenting collaborative work as
one’s own without acknowledging others’ contributions,
cheating in an examination or using others to write material
for examination.
An d r e w T r y
Assignments are to be your own work. Using someone else’s
words (either another student’s or from a book or journal
article or a web site) without clear acknowledgement is
plagiarism and can incur serious penalties. If it is ever
necessary to use someone else’s words for a phrase or
sentence, they should be placed in quotation marks and
acknowledged at the end of the sentence. If you use or
modify a diagram or figure from another author, that must be
acknowledged underneath (e.g. Figure 3 from Fundamentals
of Organic Chemistry, McMurry et al., 2007). Lecturers
want to read your own words and ideas.
In the event that a Lecturer identifies a case of academic
dishonesty, the student will be advised, either on the
submitted work or by a separate letter, and a record kept in
the Faculty office. Students will always have the opportunity
to discuss each case with their Lecturer if they indicate they
wish to do so by either contacting the Lecturer or the Head of
Department. Proven cases of academic dishonesty will result
in the immediate award of an “F” grade.
OTHER UNIVERSITY POLICIES
Macquarie University is developing a number of policies in
the area of learning and teaching. Approved policies and
associated guidelines can be found at Policy Central:
http://www.mq.edu.au/policy .
STUDENT SUPPORT SERVICES
Macquarie University provides a range of Student Support
Services. Details of these services can be obtained at:
http://www.futurestudent.mq.edu.au/undergraduate/Accessin
gStudentSupport/index.html The Numeracy Centre (C5A
225, www.maths.mq.edu.au/numeracy/) offers assistance for
difficulties with the mathematical aspects of this unit.
Help on writing, EDUCGATEWAY, the Gateway to
Academic
Literacy
is
a
useful
resource
(http://online.mq.edu.au/pub/EDUCGATEWAY/ ).
For help with spoken English, the Department of Linguistics
offers “Communication for Academic and Professional
Purposes
(CAPP)”
(http://www.ling.mq.edu.au/undergraduate/eap/index.htm ).
Or ga ni c & B io lo g ica l C he mi s tr y B , 2 0 1 0
10