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Unit outline_

CHEM3918: Synthetic Chemistry (Advanced)

Semester 1, 2024 [Normal day] - Camperdown/Darlington, Sydney

Over 144 million chemical substances are known, many of which possess a complex arrangement of atoms and bonds that lead to unique and intricate 3-dimensional structures. Chemical structure is directly related to the function of molecules. While the structures of many known compounds have been built using the limited set of reactions that are employed by Nature, not all chemical structures can be accessed this way. Synthetic chemists have developed a multitude of reactions and strategies to build molecules that can't be accessed using Nature's toolkit. These can be applied to the creation of manufactured chemicals that improve our everyday lives, including medicines, fabrics, coatings, and in food production. In this unit you will learn fundamental strategies and reactions that can be used to create new molecular structures. You will investigate strategies that allow the synthesis of specific isomers to interact with the chiral world we live in, including molecules that cure disease. You will learn modern synthetic reaction methods that mitigate the environmental impact of chemical synthesis. By doing this unit you will develop an understanding of how chemical bonds can be broken and formed in a directed manner to build new molecular architectures with specific properties and 3-dimensional shapes.Advanced students attend an additional advanced seminar series to gain more in-depth disciplinary knowledge where they actively engage with a diverse range of contemporary chemical research problems and case studies. They gain additional opportunities to develop skills in collaborative work and enhance their written and oral communication skills.

Unit details and rules

Academic unit Chemistry Academic Operations
Credit points 6
Prerequisites
? 
A mark of 65 or greater in [(CHEM2401 or CHEM2911 or CHEM2915) and (CHEM2402 or CHEM2524 or CHEM2912 or CHEM2916 or CHEM2924)] or a mark of 65 or greater in (CHEM2521 or CHEM2921 or CHEM2991)
Corequisites
? 
None
Prohibitions
? 
CHEM3115 or CHEM3915 or CHEM3118
Assumed knowledge
? 

None

Available to study abroad and exchange students

Yes

Teaching staff

Coordinator Brendan Kennedy, brendan.kennedy@sydney.edu.au
Laboratory supervisor(s) Asaph Widmer-Cooper, asaph.widmer-cooper@sydney.edu.au
Lecturer(s) Louis Rendina, louis.rendina@sydney.edu.au
Maxim Avdeev, maxim.avdeev@sydney.edu.au
Shane Wilkinson, shane.wilkinson@sydney.edu.au
Peter Rutledge, peter.rutledge@sydney.edu.au
Meredith Jordan, meredith.jordan@sydney.edu.au
The census date for this unit availability is 2 April 2024
Type Description Weight Due Length
Supervised exam
? 
Final exam
Written examination made up of short answer questions
38% Formal exam period 2 hours
Outcomes assessed: LO1 LO2 LO3 LO4
Presentation hurdle task group assignment Laboratory Presentation
Presentation of results and discussion followed by questions.
7.8% Multiple weeks 5 minutes plus discussion
Outcomes assessed: LO6 LO7 LO8
Skills-based evaluation hurdle task Laboratory Report
Investigative report
11.7% Multiple weeks up to 10 pages
Outcomes assessed: LO6 LO8 LO7
Skills-based evaluation hurdle task In-Laboratory Assessment
Working safely and cleanly, use of ELN and sample submission, intro manual
13.5% Ongoing Continuous throughout laboratory session
Outcomes assessed: LO5 LO8 LO7 LO6
Online task In-Semester Quiz
Online quiz
10% Week 06
Due date: 29 Mar 2024 at 23:59
25 minutes 12 questions
Outcomes assessed: LO1 LO4 LO3 LO2
Assignment Advanced Assignment 1
Written submission at the end of the first seminar series
3.5% Week 07
Due date: 14 Apr 2024 at 23:59
Varied
Outcomes assessed: LO7 LO8
Assignment Written assignment
Written assignment.
12% Week 10
Due date: 05 May 2024 at 23:59
Varied
Outcomes assessed: LO1 LO4 LO3 LO2
Assignment Advanced Assignment 2
Written submission at the end of the second seminar series.
3.5% Week 13
Due date: 26 May 2024 at 23:59
Varied
Outcomes assessed: LO7 LO8
hurdle task = hurdle task ?
group assignment = group assignment ?

Assessment summary

  • Theory: The theory component represents 67% of the unit mark. The theory component of the course must be passed for the unit for the unit to be passed. This component comprises of an in-semester test, written assignment(s), advanced assignments and final examination. The final examination covers the whole of the lecture course and is made up of short answer questions. Questions from past exam papers will be available on the Canvas site for this unit. 
  • Final exam: If a second replacement exam is required, this exam may be delivered via an alternative assessment method, such as a viva voce (oral exam). The alternative assessment will meet the same learning outcomes as the original exam. The format of the alternative assessment will be determined by the unit coordinator.
  • Laboratory: The laboratory course represents 33% of the unit mark. It is assessed through lab reports and presentation. The laboratory course must be passed for the unit to be passed. 

Assessment criteria

The University awards common result grades, set out in the Coursework Policy 2014 (Schedule 1).

As a general guide, a high distinction indicates work of an exceptional standard, a distinction a very high standard, a credit a good standard, and a pass an acceptable standard.

Result name

Mark range

Description

High distinction

85 - 100

At HD level, a student demonstrates a flair for the subject as well as a detailed and comprehensive understanding of the unit material. A ‘High Distinction’ reflects exceptional achievement and is awarded to a student who demonstrates the ability to apply their subject knowledge and understanding to produce original solutions for novel or highly complex problems and/or comprehensive critical discussions of theoretical concepts.

Distinction

75 - 84

At DI level, a student demonstrates an aptitude for the subject and a well-developed understanding of the unit material. A ‘Distinction’ reflects excellent achievement and is awarded to a student who demonstrates an ability to apply their subject knowledge and understanding of the subject to produce good solutions for challenging problems and/or a reasonably well-developed critical analysis of theoretical concepts.

Credit

65 - 74

At CR level, a student demonstrates a good command and knowledge of the unit material. A ‘Credit’ reflects solid achievement and is awarded to a student who has a broad general understanding of the unit material and can solve routine problems and/or identify and superficially discuss theoretical concepts.

Pass

50 - 64

At PS level, a student demonstrates proficiency in the unit material. A ‘Pass’ reflects satisfactory achievement and is awarded to a student who has threshold knowledge.

Fail

0 - 49

When you don’t meet the learning outcomes of the unit to a satisfactory standard.

For more information see guide to grades.

Late submission

In accordance with University policy, these penalties apply when written work is submitted after 11:59pm on the due date:

  • Deduction of 5% of the maximum mark for each calendar day after the due date.
  • After ten calendar days late, a mark of zero will be awarded.

This unit has an exception to the standard University policy or supplementary information has been provided by the unit coordinator. This information is displayed below:

In accordance with University policy, these penalties apply when written work is submitted after 11:59pm on the due date: Deduction of 5% of the maximum mark for each calendar day after the due date. After ten calendar days late, a mark of zero will be awarded.

Academic integrity

The Current Student website  provides information on academic integrity and the resources available to all students. The University expects students and staff to act ethically and honestly and will treat all allegations of academic integrity breaches seriously.  

We use similarity detection software to detect potential instances of plagiarism or other forms of academic integrity breach. If such matches indicate evidence of plagiarism or other forms of academic integrity breaches, your teacher is required to report your work for further investigation.

You may only use artificial intelligence and writing assistance tools in assessment tasks if you are permitted to by your unit coordinator, and if you do use them, you must also acknowledge this in your work, either in a footnote or an acknowledgement section.

Studiosity is permitted for postgraduate units unless otherwise indicated by the unit coordinator. The use of this service must be acknowledged in your submission.

Simple extensions

If you encounter a problem submitting your work on time, you may be able to apply for an extension of five calendar days through a simple extension.  The application process will be different depending on the type of assessment and extensions cannot be granted for some assessment types like exams.

Special consideration

If exceptional circumstances mean you can’t complete an assessment, you need consideration for a longer period of time, or if you have essential commitments which impact your performance in an assessment, you may be eligible for special consideration or special arrangements.

Special consideration applications will not be affected by a simple extension application.

Using AI responsibly

Co-created with students, AI in Education includes lots of helpful examples of how students use generative AI tools to support their learning. It explains how generative AI works, the different tools available and how to use them responsibly and productively.

Support for students

The Support for Students Policy 2023 reflects the University’s commitment to supporting students in their academic journey and making the University safe for students. It is important that you read and understand this policy so that you are familiar with the range of support services available to you and understand how to engage with them.

The University uses email as its primary source of communication with students who need support under the Support for Students Policy 2023. Make sure you check your University email regularly and respond to any communications received from the University.

Learning resources and detailed information about weekly assessment and learning activities can be accessed via Canvas. It is essential that you visit your unit of study Canvas site to ensure you are up to date with all of your tasks.

If you are having difficulties completing your studies, or are feeling unsure about your progress, we are here to help. You can access the support services offered by the University at any time:

Support and Services (including health and wellbeing services, financial support and learning support)
Course planning and administration
Meet with an Academic Adviser

WK Topic Learning activity Learning outcomes
Multiple weeks Retrosynthesis and Alkene Chemistry Lecture (6 hr) LO1 LO3 LO4
Organometallic chemistry Lecture (3 hr) LO1 LO2 LO4
Heterocyclic Chemistry Lecture (4 hr) LO1 LO2 LO4
Selectivity in Synthesis Lecture (9 hr) LO1 LO2 LO3 LO4
Week 01 Introduction and mechanisms of reactions Lecture (2 hr) LO1 LO2
Week 13 Synthesis on an industrial scale Lecture (2 hr) LO1 LO2 LO3 LO4
Weekly 12 x 1 advanced seminars Seminar (12 hr) LO7
13 x 4 hr laboratory classes Science laboratory (52 hr) LO5 LO6 LO7 LO8

Attendance and class requirements

Failure to submit or attend compulsory assessment tasks or to attend classes to the required level will result in an Absent Fail (AF) for this unit.  The final exam in this unit is compulsory.

Study commitment

Typically, there is a minimum expectation of 1.5-2 hours of student effort per week per credit point for units of study offered over a full semester. For a 6 credit point unit, this equates to roughly 120-150 hours of student effort in total.

Required readings

See canvas for more details

Learning outcomes are what students know, understand and are able to do on completion of a unit of study. They are aligned with the University's graduate qualities and are assessed as part of the curriculum.

At the completion of this unit, you should be able to:

  • LO1. Explain the importance of selectivity in synthesis, including chemoselectivity, regiochemoselectivity, diastereoselectivity, and enantioselectivity.​
  • LO2. Apply your knowledge of chemical reactivity for the selection of appropriate protecting groups.​
  • LO3. Analyse molecules using retrosynthetic strategies​.
  • LO4. Evaluate observed selectivity across a range of chemical transformations and invent synthetic pathways that could be used to synthesize target molecules in a highly selective fashion.
  • LO5. Carry out experimental work safely and competently in a chemical laboratory​.
  • LO6. Develop skills to work collaboratively in responsible data collection, analysis and communication and advance chemical enquiry.​
  • LO7. Evaluate and interpret scientific information and experimental data and judge their reliability and significance​
  • LO8. Communicate scientific information and laboratory findings appropriately both orally and through written work​ and engage in discussions on contemporary topics in chemistry.

Graduate qualities

The graduate qualities are the qualities and skills that all University of Sydney graduates must demonstrate on successful completion of an award course. As a future Sydney graduate, the set of qualities have been designed to equip you for the contemporary world.

GQ1 Depth of disciplinary expertise

Deep disciplinary expertise is the ability to integrate and rigorously apply knowledge, understanding and skills of a recognised discipline defined by scholarly activity, as well as familiarity with evolving practice of the discipline.

GQ2 Critical thinking and problem solving

Critical thinking and problem solving are the questioning of ideas, evidence and assumptions in order to propose and evaluate hypotheses or alternative arguments before formulating a conclusion or a solution to an identified problem.

GQ3 Oral and written communication

Effective communication, in both oral and written form, is the clear exchange of meaning in a manner that is appropriate to audience and context.

GQ4 Information and digital literacy

Information and digital literacy is the ability to locate, interpret, evaluate, manage, adapt, integrate, create and convey information using appropriate resources, tools and strategies.

GQ5 Inventiveness

Generating novel ideas and solutions.

GQ6 Cultural competence

Cultural Competence is the ability to actively, ethically, respectfully, and successfully engage across and between cultures. In the Australian context, this includes and celebrates Aboriginal and Torres Strait Islander cultures, knowledge systems, and a mature understanding of contemporary issues.

GQ7 Interdisciplinary effectiveness

Interdisciplinary effectiveness is the integration and synthesis of multiple viewpoints and practices, working effectively across disciplinary boundaries.

GQ8 Integrated professional, ethical, and personal identity

An integrated professional, ethical and personal identity is understanding the interaction between one’s personal and professional selves in an ethical context.

GQ9 Influence

Engaging others in a process, idea or vision.

Outcome map

Learning outcomes Graduate qualities
GQ1 GQ2 GQ3 GQ4 GQ5 GQ6 GQ7 GQ8 GQ9

This section outlines changes made to this unit following staff and student reviews.

Updated dates

Work, health and safety

We are governed by the Work Health and Safety Act 2011, Work Health and Safety Regulation 2011 and Codes of Practice. Penalties for non-compliance have increased. Everyone has a responsibility for health and safety at work. The University’s Work Health and Safety policy explains the responsibilities and expectations of workers and others, and the procedures for managing WHS risks associated with University activities.

General Laboratory Safety Rules

  • No eating or drinking is allowed in any laboratory under any circumstances
  • A laboratory coat and closed-toe shoes are mandatory
  • Follow safety instructions in your manual and posted in laboratories
  • In case of fire, follow instructions posted outside the laboratory door
  • First aid kits, eye wash and fire extinguishers are located in or immediately outside each laboratory
  • As a precautionary measure, it is recommended that you have a current tetanus immunisation. This can be obtained from University Health Service: unihealth.usyd.edu.au/

Disclaimer

The University reserves the right to amend units of study or no longer offer certain units, including where there are low enrolment numbers.

To help you understand common terms that we use at the University, we offer an online glossary.