Students
CBMS204 – Organic Synthesis
2016 – S1 Day
General Information
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| Unit convenor and teaching staff |
Unit convenor and teaching staff
Unit Convenor
Fei Liu
Contact via fei.liu@mq.edu.au
F7B 330
Students are encouraged to arrange a meeting via email.
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| Credit points |
Credit points
3
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| Prerequisites |
Prerequisites
CBMS103
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| Corequisites |
Corequisites
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| Co-badged status |
Co-badged status
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| Unit description |
Unit description
This unit serves the needs of students who wish to major in chemistry or biomolecular sciences, as well as those pursuing related disciplines in biological, medical and health sciences. It will be valuable to anyone with an interest in how organic compounds (including biological molecules) react with one another, and how chemists use this knowledge of molecular interactions to synthesise new compounds with desirable properties (eg, new pharmaceuticals and new materials). The unit focuses on traditional organic chemistry, but the principles, mechanisms and synthetic procedures that it deals with are not confined to organic reactions: the material covered is particularly relevant to students interested in biochemistry, biotechnology, medical sciences or biological chemistry. Topics include: a review of chemical reactivity; introduction to the spectroscopic identification of organic compounds; reaction mechanisms; and synthetic methods commonly used in organic synthesis. The study of these mechanisms and methods provides an understanding of life processes on a molecular level. The practical component is aimed at developing laboratory skills and deductive reasoning; it comprises several multi-step syntheses and identification of unknown compounds by chemical and spectroscopic means.
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Important Academic Dates
Information about important academic dates including deadlines for withdrawing from units are available at https://www.mq.edu.au/study/calendar-of-dates
Learning Outcomes
On successful completion of this unit, you will be able to:
- Predict the relative reactivity of a series of related compounds
- Use functional group transformations to change one molecule into another
- Be able to plan a synthesis using SN1, SN2, E1, E2, SNA, SEA reactions
- Use carbon-carbon carbon-nitrogen and carbon-oxygen bond forming reactions to construct larger molecules
- Use spectroscopic information to deduce the structure of simple organic molecules
- Perform basic synthetic reactions in a laboratory setting with confidence
- Assess the risks and hazards associated with working in a synthetic laboratory environment
- Carry out synthetic reactions in a safe and efficient manner
- Purify organic compounds using extraction and recrystallisation techniques
- Write a report in a scientific format
Assessment Tasks
| Name | Weighting | Due |
|---|---|---|
| Practical | 25% | TBA |
| Spot tests | 5% | weeks 1-13 |
| Mid-term Exams | 20% | Weeks 5 and 9 |
| Final Exam | 50% | University Examination Period |
Practical
Due: TBA
Weighting: 25%
Due Date: See unit information for the practical component
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.
On successful completion you will be able to:
- Predict the relative reactivity of a series of related compounds
- Use functional group transformations to change one molecule into another
- Be able to plan a synthesis using SN1, SN2, E1, E2, SNA, SEA reactions
- Use carbon-carbon carbon-nitrogen and carbon-oxygen bond forming reactions to construct larger molecules
- Use spectroscopic information to deduce the structure of simple organic molecules
- Perform basic synthetic reactions in a laboratory setting with confidence
- Assess the risks and hazards associated with working in a synthetic laboratory environment
- Carry out synthetic reactions in a safe and efficient manner
- Purify organic compounds using extraction and recrystallisation techniques
- Write a report in a scientific format
Spot tests
Due: weeks 1-13
Weighting: 5%
Spot tests may be conducted at any stage within the lectures. They are to encourage continuous learning of the lecture material.
On successful completion you will be able to:
- Predict the relative reactivity of a series of related compounds
- Use functional group transformations to change one molecule into another
- Be able to plan a synthesis using SN1, SN2, E1, E2, SNA, SEA reactions
- Use carbon-carbon carbon-nitrogen and carbon-oxygen bond forming reactions to construct larger molecules
- Use spectroscopic information to deduce the structure of simple organic molecules
Mid-term Exams
Due: Weeks 5 and 9
Weighting: 20%
Due Date: Week 5 & 9
Mid-semester Test - There will be a 50 minute test in week 5 (covering week 1-3 material) and week 9 (covering week 4-7 material).
On successful completion you will be able to:
- Predict the relative reactivity of a series of related compounds
- Use functional group transformations to change one molecule into another
- Be able to plan a synthesis using SN1, SN2, E1, E2, SNA, SEA reactions
- Use carbon-carbon carbon-nitrogen and carbon-oxygen bond forming reactions to construct larger molecules
- Use spectroscopic information to deduce the structure of simple organic molecules
Final Exam
Due: University Examination Period
Weighting: 50%
Due Date: University Examination Period
Weight: 50%
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 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.
On successful completion you will be able to:
- Predict the relative reactivity of a series of related compounds
- Use functional group transformations to change one molecule into another
- Be able to plan a synthesis using SN1, SN2, E1, E2, SNA, SEA reactions
- Use carbon-carbon carbon-nitrogen and carbon-oxygen bond forming reactions to construct larger molecules
- Use spectroscopic information to deduce the structure of simple organic molecules
Delivery and Resources
Classes
CBMS204 is organized around lectures and laboratories (5 different experiments).
The timetable may be subject to change so please check on the University web site at:http://www.timetables.mq.edu.au/
These are used to emphasize key points and concepts with relevant examples. Studying the material to be covered BEFORE coming to a lecture is particularly productive in maximizing the learning outcomes from attending lectures. iLectures are not offered in this unit.
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 CBMS204 website (log in through ilearn.mq.edu.au).
Lab practicals/workshops(once every week from weeks 2-13)
Attendance every week is compulsory, and no make-up labs will be available. It is your responsibility to time table your schedule so that you will be able to complete the experiments within those weeks. Failure to attend more than once without a Medical Certificate will result in being failed. Some of the lab sessions will be workshops on problem solving. The workshop is essentially a long tutorial session where you will be asked to answer exam style questions - some exam questions will be drawn straight from the workshop questions. Please refer to your lab manual for further details.
The 1st week of practical will be devoted to completing the risk assessments of experiments, safety review, and pre-lab preparations. Please see the lab manual for details.
Once you have chosen your prac session, you should attend on that day for the entire semester.
Required and Recommended Texts and/or Materials
Required texts
“Organic Chemistry”, 8th Edition (2012) by John McMurry; Brooks/Cole (required)
“Organic Chemistry – Study Guide and Solutions Manual”, 8th Edition (2012) by Susan McMurry; Brooks/Cole (required)
“Practical Spectroscopy : the rapid interpretation of spectral data : for McMurry's Organic Chemistry, fifth edition”, 5th Edition (2000) by Paul R. Young (required)
Molecular Model Set for Organic Chemistry (recommended, from CBMS103)
“Pushing Electrons. A Guide for Students in Organic Chemistry”, 3rd Edition (1998) by Daniel P. Weeks, Saunders College Publishing (recommended, from CBMS103).
Technology Used and Required
You must regularly check the unit web page for course related information. The web page for this unit can be found at:
http://ilearn.mq.edu.au
Teaching and Learning Strategy
Lectures will be presented as a combination of formal lectures and interactive tutorial sessions. Most of the lecture material will be available on the unit website, while there will be some provided in the lecture class. Historically, non-attendance at lectures has a much more deleterious effect that is ultimately reflected in exam performance. It is your responsibility to manage your own study/work/life balance. Circumstances such as routine demands of employment/financial need or extra-curricular activities, routine family problems, and difficulties adjusting to university life and stress associated with the demands of academic work, are not unforeseeable circumstances beyond your control and should not be used as an excuse to miss a lecture.
Spot tests will also be run in the lecture session. The spot tests will cover material prior to that day’s lecture therefore all students are expected to keep up to date with lecture material through revision each week.
There will be two mid-term tests (TBA).
All laboratory experiments will be conducted individually unless specified otherwise.
Changes Since Last Offering
Changes will be related to the lecture content and these will only be of a minor nature.
Unit Schedule
Weeks 1-2: Reactivity-aromatics
Weeks 3-5: Alkenes/Alkynes/Reactivity/Stereochemistry
Weeks 6-8: Alky halides/alcohols
Weeks 9-10: Aldehydes/ketones/carboxylic acids
Weeks 12-13: Structure/spectroscopy
Learning and Teaching Activities
Lectures
Laboratories
Tutorial Workshop Sessions
Policies and Procedures
Macquarie University policies and procedures are accessible from Policy Central. Students should be aware of the following policies in particular with regard to Learning and Teaching:
Academic Honesty Policy http://mq.edu.au/policy/docs/academic_honesty/policy.html
New Assessment Policy in effect from Session 2 2016 http://mq.edu.au/policy/docs/assessment/policy_2016.html. For more information visit http://students.mq.edu.au/events/2016/07/19/new_assessment_policy_in_place_from_session_2/
Assessment Policy prior to Session 2 2016 http://mq.edu.au/policy/docs/assessment/policy.html
Grading Policy prior to Session 2 2016 http://mq.edu.au/policy/docs/grading/policy.html
Grade Appeal Policy http://mq.edu.au/policy/docs/gradeappeal/policy.html
Complaint Management Procedure for Students and Members of the Public http://www.mq.edu.au/policy/docs/complaint_management/procedure.html
Disruption to Studies Policy http://www.mq.edu.au/policy/docs/disruption_studies/policy.html The Disruption to Studies Policy is effective from March 3 2014 and replaces the Special Consideration Policy.
In addition, a number of other policies can be found in the Learning and Teaching Category of Policy Central.
Student Code of Conduct
Macquarie University students have a responsibility to be familiar with the Student Code of Conduct: https://students.mq.edu.au/support/student_conduct/
Results
Results shown in iLearn, or released directly by your Unit Convenor, are not confirmed as they are subject to final approval by the University. Once approved, final results will be sent to your student email address and will be made available in eStudent. For more information visit ask.mq.edu.au.
Student Support
Macquarie University provides a range of support services for students. For details, visit http://students.mq.edu.au/support/
Learning Skills
Learning Skills (mq.edu.au/learningskills) provides academic writing resources and study strategies to improve your marks and take control of your study.
Student Services and Support
Students with a disability are encouraged to contact the Disability Service who can provide appropriate help with any issues that arise during their studies.
Student Enquiries
For all student enquiries, visit Student Connect at ask.mq.edu.au
IT Help
For help with University computer systems and technology, visit http://www.mq.edu.au/about_us/offices_and_units/information_technology/help/.
When using the University's IT, you must adhere to the Acceptable Use of IT Resources Policy. The policy applies to all who connect to the MQ network including students.
Graduate Capabilities
Creative and Innovative
Our graduates will also be capable of creative thinking and of creating knowledge. They will be imaginative and open to experience and capable of innovation at work and in the community. We want them to be engaged in applying their critical, creative thinking.
This graduate capability is supported by:
Learning outcomes
- Use functional group transformations to change one molecule into another
- Be able to plan a synthesis using SN1, SN2, E1, E2, SNA, SEA reactions
- Use carbon-carbon carbon-nitrogen and carbon-oxygen bond forming reactions to construct larger molecules
- Perform basic synthetic reactions in a laboratory setting with confidence
- Carry out synthetic reactions in a safe and efficient manner
Assessment tasks
- Practical
- Spot tests
- Mid-term Exams
- Final Exam
Learning and teaching activities
- The theory associated with the unit content is presented and problem solving demonstrated.
- The practical and report writing skills (including how to plan a synthetic scheme and interpret the results) required for a practising organic chemist are taught
- Students work through problems (that are simliar to those encountered in the mid-session and end of session examinations) associated with the content of the relevent module
Capable of Professional and Personal Judgement and Initiative
We want our graduates to have emotional intelligence and sound interpersonal skills and to demonstrate discernment and common sense in their professional and personal judgement. They will exercise initiative as needed. They will be capable of risk assessment, and be able to handle ambiguity and complexity, enabling them to be adaptable in diverse and changing environments.
This graduate capability is supported by:
Learning outcomes
- Perform basic synthetic reactions in a laboratory setting with confidence
- Assess the risks and hazards associated with working in a synthetic laboratory environment
- Carry out synthetic reactions in a safe and efficient manner
- Write a report in a scientific format
Assessment tasks
- Practical
- Spot tests
- Mid-term Exams
- Final Exam
Learning and teaching activities
- The practical and report writing skills (including how to plan a synthetic scheme and interpret the results) required for a practising organic chemist are taught
- Students work through problems (that are simliar to those encountered in the mid-session and end of session examinations) associated with the content of the relevent module
Commitment to Continuous Learning
Our graduates will have enquiring minds and a literate curiosity which will lead them to pursue knowledge for its own sake. They will continue to pursue learning in their careers and as they participate in the world. They will be capable of reflecting on their experiences and relationships with others and the environment, learning from them, and growing - personally, professionally and socially.
This graduate capability is supported by:
Learning outcomes
- Use functional group transformations to change one molecule into another
- Be able to plan a synthesis using SN1, SN2, E1, E2, SNA, SEA reactions
- Use carbon-carbon carbon-nitrogen and carbon-oxygen bond forming reactions to construct larger molecules
- Carry out synthetic reactions in a safe and efficient manner
- Write a report in a scientific format
Assessment tasks
- Practical
- Spot tests
- Mid-term Exams
- Final Exam
Learning and teaching activities
- The theory associated with the unit content is presented and problem solving demonstrated.
- The practical and report writing skills (including how to plan a synthetic scheme and interpret the results) required for a practising organic chemist are taught
- Students work through problems (that are simliar to those encountered in the mid-session and end of session examinations) associated with the content of the relevent module
Discipline Specific Knowledge and Skills
Our graduates will take with them the intellectual development, depth and breadth of knowledge, scholarly understanding, and specific subject content in their chosen fields to make them competent and confident in their subject or profession. They will be able to demonstrate, where relevant, professional technical competence and meet professional standards. They will be able to articulate the structure of knowledge of their discipline, be able to adapt discipline-specific knowledge to novel situations, and be able to contribute from their discipline to inter-disciplinary solutions to problems.
This graduate capability is supported by:
Learning outcomes
- Predict the relative reactivity of a series of related compounds
- Use functional group transformations to change one molecule into another
- Be able to plan a synthesis using SN1, SN2, E1, E2, SNA, SEA reactions
- Use carbon-carbon carbon-nitrogen and carbon-oxygen bond forming reactions to construct larger molecules
- Use spectroscopic information to deduce the structure of simple organic molecules
- Perform basic synthetic reactions in a laboratory setting with confidence
- Assess the risks and hazards associated with working in a synthetic laboratory environment
- Carry out synthetic reactions in a safe and efficient manner
- Purify organic compounds using extraction and recrystallisation techniques
- Write a report in a scientific format
Assessment tasks
- Practical
- Spot tests
- Mid-term Exams
- Final Exam
Learning and teaching activities
- The theory associated with the unit content is presented and problem solving demonstrated.
- The practical and report writing skills (including how to plan a synthetic scheme and interpret the results) required for a practising organic chemist are taught
- Students work through problems (that are simliar to those encountered in the mid-session and end of session examinations) associated with the content of the relevent module
Critical, Analytical and Integrative Thinking
We want our graduates to be capable of reasoning, questioning and analysing, and to integrate and synthesise learning and knowledge from a range of sources and environments; to be able to critique constraints, assumptions and limitations; to be able to think independently and systemically in relation to scholarly activity, in the workplace, and in the world. We want them to have a level of scientific and information technology literacy.
This graduate capability is supported by:
Learning outcomes
- Predict the relative reactivity of a series of related compounds
- Use functional group transformations to change one molecule into another
- Be able to plan a synthesis using SN1, SN2, E1, E2, SNA, SEA reactions
- Use carbon-carbon carbon-nitrogen and carbon-oxygen bond forming reactions to construct larger molecules
- Use spectroscopic information to deduce the structure of simple organic molecules
- Perform basic synthetic reactions in a laboratory setting with confidence
- Assess the risks and hazards associated with working in a synthetic laboratory environment
- Carry out synthetic reactions in a safe and efficient manner
- Purify organic compounds using extraction and recrystallisation techniques
Assessment tasks
- Practical
- Spot tests
- Mid-term Exams
- Final Exam
Learning and teaching activities
- The theory associated with the unit content is presented and problem solving demonstrated.
- The practical and report writing skills (including how to plan a synthetic scheme and interpret the results) required for a practising organic chemist are taught
- Students work through problems (that are simliar to those encountered in the mid-session and end of session examinations) associated with the content of the relevent module
Problem Solving and Research Capability
Our graduates should be capable of researching; of analysing, and interpreting and assessing data and information in various forms; of drawing connections across fields of knowledge; and they should be able to relate their knowledge to complex situations at work or in the world, in order to diagnose and solve problems. We want them to have the confidence to take the initiative in doing so, within an awareness of their own limitations.
This graduate capability is supported by:
Learning outcomes
- Predict the relative reactivity of a series of related compounds
- Use functional group transformations to change one molecule into another
- Be able to plan a synthesis using SN1, SN2, E1, E2, SNA, SEA reactions
- Use carbon-carbon carbon-nitrogen and carbon-oxygen bond forming reactions to construct larger molecules
- Use spectroscopic information to deduce the structure of simple organic molecules
- Perform basic synthetic reactions in a laboratory setting with confidence
- Assess the risks and hazards associated with working in a synthetic laboratory environment
- Carry out synthetic reactions in a safe and efficient manner
- Purify organic compounds using extraction and recrystallisation techniques
Assessment tasks
- Practical
- Spot tests
- Mid-term Exams
- Final Exam
Learning and teaching activities
- The theory associated with the unit content is presented and problem solving demonstrated.
- The practical and report writing skills (including how to plan a synthetic scheme and interpret the results) required for a practising organic chemist are taught
- Students work through problems (that are simliar to those encountered in the mid-session and end of session examinations) associated with the content of the relevent module
Effective Communication
We want to develop in our students the ability to communicate and convey their views in forms effective with different audiences. We want our graduates to take with them the capability to read, listen, question, gather and evaluate information resources in a variety of formats, assess, write clearly, speak effectively, and to use visual communication and communication technologies as appropriate.
This graduate capability is supported by:
Learning outcomes
- Predict the relative reactivity of a series of related compounds
- Use functional group transformations to change one molecule into another
- Be able to plan a synthesis using SN1, SN2, E1, E2, SNA, SEA reactions
- Use carbon-carbon carbon-nitrogen and carbon-oxygen bond forming reactions to construct larger molecules
- Use spectroscopic information to deduce the structure of simple organic molecules
- Perform basic synthetic reactions in a laboratory setting with confidence
- Assess the risks and hazards associated with working in a synthetic laboratory environment
- Carry out synthetic reactions in a safe and efficient manner
- Write a report in a scientific format
Assessment tasks
- Practical
- Spot tests
- Mid-term Exams
- Final Exam
Learning and teaching activities
- The practical and report writing skills (including how to plan a synthetic scheme and interpret the results) required for a practising organic chemist are taught
- Students work through problems (that are simliar to those encountered in the mid-session and end of session examinations) associated with the content of the relevent module
Engaged and Ethical Local and Global citizens
As local citizens our graduates will be aware of indigenous perspectives and of the nation's historical context. They will be engaged with the challenges of contemporary society and with knowledge and ideas. We want our graduates to have respect for diversity, to be open-minded, sensitive to others and inclusive, and to be open to other cultures and perspectives: they should have a level of cultural literacy. Our graduates should be aware of disadvantage and social justice, and be willing to participate to help create a wiser and better society.
This graduate capability is supported by:
Learning outcomes
- Assess the risks and hazards associated with working in a synthetic laboratory environment
- Carry out synthetic reactions in a safe and efficient manner
Assessment task
- Practical
Learning and teaching activity
- The practical and report writing skills (including how to plan a synthetic scheme and interpret the results) required for a practising organic chemist are taught
Socially and Environmentally Active and Responsible
We want our graduates to be aware of and have respect for self and others; to be able to work with others as a leader and a team player; to have a sense of connectedness with others and country; and to have a sense of mutual obligation. Our graduates should be informed and active participants in moving society towards sustainability.
This graduate capability is supported by:
Learning outcomes
- Perform basic synthetic reactions in a laboratory setting with confidence
- Assess the risks and hazards associated with working in a synthetic laboratory environment
- Carry out synthetic reactions in a safe and efficient manner
Assessment tasks
- Practical
- Spot tests
Learning and teaching activities
- The theory associated with the unit content is presented and problem solving demonstrated.
- The practical and report writing skills (including how to plan a synthetic scheme and interpret the results) required for a practising organic chemist are taught
- Students work through problems (that are simliar to those encountered in the mid-session and end of session examinations) associated with the content of the relevent module