CHEM 3213 - Advanced Synthetic Methods III

North Terrace Campus - Semester 2 - 2022

Theoretical aspects and applications of a variety of synthetically useful reactions are presented. The course continually expands the arsenal of powerful synthetic methods available and exemplifies their uses. It focuses on efficiency (how is the greatest amount of the desired compound obtained in the fewest steps?), chemo- and regio-selectivity (how is the desired reaction obtained only at the site of interest?) and stereochemistry (how are the absolute and relative stereochemistry of the products of various reactions controlled?). An overview is given of synthetic strategy including the design and control of stereochemistry in the synthesis of complex molecules. The applications of chemical principles in a variety of contexts including industrial processes & chiral synthesis are addressed.

  • General Course Information
    Course Details
    Course Code CHEM 3213
    Course Advanced Synthetic Methods III
    Coordinating Unit School of Physical Sciences
    Term Semester 2
    Level Undergraduate
    Location/s North Terrace Campus
    Units 3
    Contact Up to 9 hours per week
    Available for Study Abroad and Exchange Y
    Prerequisites CHEM 2545, CHEM 2550
    Assumed Knowledge CHEM 3610, CHEM 3620
    Course Description Theoretical aspects and applications of a variety of synthetically useful reactions are presented. The course continually expands the arsenal of powerful synthetic methods available and exemplifies their uses. It focuses on efficiency (how is the greatest amount of the desired compound obtained in the fewest steps?), chemo- and regio-selectivity (how is the desired reaction obtained only at the site of interest?) and stereochemistry (how are the absolute and relative stereochemistry of the products of various reactions controlled?). An overview is given of synthetic strategy including the design and control of stereochemistry in the synthesis of complex molecules. The applications of chemical principles in a variety of contexts including industrial processes & chiral synthesis are addressed.
    Course Staff

    Course Coordinator: Associate Professor David Huang

    Course Timetable

    The full timetable of all activities for this course can be accessed from Course Planner.

  • Learning Outcomes
    Course Learning Outcomes
    On successful completion of this course, students will be able to:
    1 describe and explain the use of the carbonyl group, stereoselectivity, and organometallic reagents and catalysts in chemical synthesis.
    2 propose mechanisms for chemical reactions, given starting materials, reagents, conditions, and/or products.
    3 explain the role and relevance of organic synthesis and organometallic reagents and catalysts in industrial processes.
    4 demonstrate proficiency in undertaking individual and/or team-based laboratory investigations using appropriate apparatus and safe laboratory practices, including the collection, analysis, interpretation and communication of results of an experiment.
    5 design and plan an investigation by selecting and applying appropriate practical and/or theoretical techniques or tools.
    University Graduate Attributes

    This course will provide students with an opportunity to develop the Graduate Attribute(s) specified below:

    University Graduate Attribute Course Learning Outcome(s)

    Attribute 1: Deep discipline knowledge and intellectual breadth

    Graduates have comprehensive knowledge and understanding of their subject area, the ability to engage with different traditions of thought, and the ability to apply their knowledge in practice including in multi-disciplinary or multi-professional contexts.

    1-5

    Attribute 2: Creative and critical thinking, and problem solving

    Graduates are effective problems-solvers, able to apply critical, creative and evidence-based thinking to conceive innovative responses to future challenges.

    1-3,5

    Attribute 3: Teamwork and communication skills

    Graduates convey ideas and information effectively to a range of audiences for a variety of purposes and contribute in a positive and collaborative manner to achieving common goals.

    4,5

    Attribute 4: Professionalism and leadership readiness

    Graduates engage in professional behaviour and have the potential to be entrepreneurial and take leadership roles in their chosen occupations or careers and communities.

    1-5

    Attribute 5: Intercultural and ethical competency

    Graduates are responsible and effective global citizens whose personal values and practices are consistent with their roles as responsible members of society.

    4,5

    Attribute 8: Self-awareness and emotional intelligence

    Graduates are self-aware and reflective; they are flexible and resilient and have the capacity to accept and give constructive feedback; they act with integrity and take responsibility for their actions.

    4,5
  • Learning Resources
    Required Resources

    There is no prescribed text for this course. All required course material will be provided by the course instructor(s).

    Recommended Resources
    Textbooks
    • Clayden, Greeves, and Warren, Organic Chemistry (Oxford University Press)
    • Silverstein, Webster, Kiemle, and Bryce, Spectroscopic Identification of Organic Compounds (Wiley)
    All of these texts are available for loan from the Barr Smith library. References to other material and recent literature will be given in
    lectures.
    Online Learning

    Teaching materials and course documentation will be posted on the MyUni website (http://myuni.adelaide.edu.au/).

  • Learning & Teaching Activities
    Learning & Teaching Modes
    This course consists of the following components:
    • Lectures/Tutorials: 12 x 3 hours per week (timetabled as "Workshops")
    • Practicals: 10 x 5.5-hour sessions with one session per week
    Workload

    The information below is provided as a guide to assist students in engaging appropriately with the course requirements.

    A student enrolled in a 3 unit course, such as this, should expect to spend, on average 12 hours per week on the studies required. This includes both the formal contact time required to the course (e.g., lectures and practicals), as well as non-contact time (e.g., reading and revision).

    Learning Activities Summary
    Coursework
    Course material will cover the following topics:
    • Metals in Synthesis
    • Saturated Heterocycles & Carbocycles
    • Stereoselective Synthesis

    Practicals
    Practical exercises will provide students with "hands on" experience in the design and conduct of contemporary synthetic chemistry experiments. These skills-based sessions will allow students to develop their control of chemical reactivity, synthesise and isolate molecular targets, and characterise the structure and properties, all in a safe manner. Training and direction on communicating the results of these investigations in various formats will be provided.

    Tutorials
    Tutorial sessions will be held weekly and will provide the student with the opportunity to discuss material from the lecture course. Formative tutorial questions will be used to reinforce the concepts introduced in lectures through a combination of qualitative and quantitative problem solving.

    Specific Course Requirements
    Attendance is compulsory at all scheduled chemistry practical sessions. The learning outcomes for this course are substantially dependent on laboratory experience and practice. Therefore, missing any practical class in a semester will result in a grade of FAIL being recorded for the course. Students with medical or compassionate reasons for non-attendance will be given an opportunity to make up missed practical sessions.
  • Assessment

    The University's policy on Assessment for Coursework Programs is based on the following four principles:

    1. Assessment must encourage and reinforce learning.
    2. Assessment must enable robust and fair judgements about student performance.
    3. Assessment practices must be fair and equitable to students and give them the opportunity to demonstrate what they have learned.
    4. Assessment must maintain academic standards.

    Assessment Summary
    Assessment taskType of assessmentPercentage of total assessment for grading purposesHurdle (Yes/No)Outcomes being assessedApprox timing of Assessment
    Summative Assignments Formative & Summative 10% No 1-3 Weeks 5,9,13
    Practical Formative & Summative 30% No 1–5 Bi-weekly, major reports due every 3 weeks
    Exam Summative 60% Yes (45%) 1–3 Examination period
    Assessment Related Requirements
    Assessment Item % needed to meet course requirement Additional Assessment
    Examination 45% Yes - RAA Exam;
    a grade of at least 45% must obtained
    Practical work is compulsory Satisfactory completion of all practicals, including attendance of ALL practical sessions and reasonable attempt at ALL practical reports Missed practicals can be made up
    Assessment Detail
    Summative Assignments (10% of final course grade)
    Students will complete assignments on the course material. There will be 3 assignments each worth 3.33%. The topics are Heterocycles and Carbocycles, Stereoselective Synthesis, and Metals in Synthesis. Each assignment will consist of a series of short-answer and/or multiple-choice questions.

    Practicals (30% of final course grade)
    This will come from assessment of experiment reports (3 major reports and 2 minor reports) and 3 in-lab assessments. Each major report is worth 6% of the assessment, each minor report is worth 3% of the assessment, and each in-lab assessment is worth 2% of the assessment. Students will be provided with sample reports, rubrics with assessment criteria, and guidelines on report structure and approximate length. Students will complete 5 experiments, with each experiment taking approximately 2 lab sessions (1 experiment approximately every 2 weeks). They will submit a minor report on the day of completion of an experiment for 2 of the 5 experiments and they will complete an in-lab assessment and submit a major report approximately one week after the completion of an experiment for the other 3 experiments. The in-lab assessment will assess risk assessment, experimental write-up, successful synthesis, and laboratory skills.

    Examination (60% of final course grade)
    The end-of-semester examination will be based primarily on lecture/tutorial material and will consist of a series of short-answer and/or multiple-choice questions.

     

    Submission
    Submission of Assigned Work
    Coversheets must be completed and attached to all submitted work. Coversheets can be obtained from the School Office (room G33 Physics) or from MyUNI. Work should be submitted via the assignment drop box at the School Office or via MyUni as instructed.

    Extensions for Assessment Tasks
    Extensions of deadlines for assessment tasks may be allowed for reasonable causes. Such situations would include compassionate and medical grounds of the severity that would justify the awarding of a supplementary examination. Evidence for the grounds must be provided when an extension is requested. Students are required to apply for an extension to the Course Coordinator before the assessment task is due. Extensions will not be provided on the grounds of poor prioritising of time. The assessment extension application form can be obtained from:  https://sciences.adelaide.edu.au/study/student-support/forms-and-policies#academic-forms

    Late Submission of Assessments
    If an extension is not applied for, or not granted then a penalty for late submission will apply. A penalty of 10% of the value of the assignment for each calendar day that is late (i.e. weekends count as 2 days), up to a maximum of 50% of the available marks will be applied. This means that an assignment that is 5 days or more late without an approved extension can only receive a maximum of 50% of the mark.
    Course Grading

    Grades for your performance in this course will be awarded in accordance with the following scheme:

    M10 (Coursework Mark Scheme)
    Grade Mark Description
    FNS   Fail No Submission
    F 1-49 Fail
    P 50-64 Pass
    C 65-74 Credit
    D 75-84 Distinction
    HD 85-100 High Distinction
    CN   Continuing
    NFE   No Formal Examination
    RP   Result Pending

    Further details of the grades/results can be obtained from Examinations.

    Grade Descriptors are available which provide a general guide to the standard of work that is expected at each grade level. More information at Assessment for Coursework Programs.

    Final results for this course will be made available through Access Adelaide.

  • Student Feedback

    The University places a high priority on approaches to learning and teaching that enhance the student experience. Feedback is sought from students in a variety of ways including on-going engagement with staff, the use of online discussion boards and the use of Student Experience of Learning and Teaching (SELT) surveys as well as GOS surveys and Program reviews.

    SELTs are an important source of information to inform individual teaching practice, decisions about teaching duties, and course and program curriculum design. They enable the University to assess how effectively its learning environments and teaching practices facilitate student engagement and learning outcomes. Under the current SELT Policy (http://www.adelaide.edu.au/policies/101/) course SELTs are mandated and must be conducted at the conclusion of each term/semester/trimester for every course offering. Feedback on issues raised through course SELT surveys is made available to enrolled students through various resources (e.g. MyUni). In addition aggregated course SELT data is available.

  • Student Support
  • Policies & Guidelines
  • Fraud Awareness

    Students are reminded that in order to maintain the academic integrity of all programs and courses, the university has a zero-tolerance approach to students offering money or significant value goods or services to any staff member who is involved in their teaching or assessment. Students offering lecturers or tutors or professional staff anything more than a small token of appreciation is totally unacceptable, in any circumstances. Staff members are obliged to report all such incidents to their supervisor/manager, who will refer them for action under the university's student’s disciplinary procedures.

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