CHEM 3004 Advanced Organic Chemistry

Credit Points 10

Legacy Code 300906

Coordinator Gallage Kannangara Opens in new window

Description This unit builds on the reactions learnt in the unit Organic Chemistry, extending the range of C-C bond forming reactions to include the most significant in modern synthesis. In the second stage students learn to develop multistep synthetic strategies to produce target molecules using their level 2 organic chemistry and the reactions above. Structural analysis by mass spectroscopy and more advanced NMR techniques is also investigated. The students use this chemistry in a lab course designed to highlight a number of these concepts (including the synthesis of 2 pharmaceutical compounds and a team experiment) and to extend their range of practical skills.

School Science

Student Contribution Band HECS Band 2 10cp

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Level Undergraduate Level 3 subject

Pre-requisite(s) CHEM 2008

Equivalent Subjects LGYA 6141 - Drug Design and Synthesis CHEM 3013 - Organic Chemistry 3

Learning Outcomes

On successful completion of this subject, students should be able to:
  1. Apply relevant knowledge to major carbon-carbon bond forming reactions in organic chemistry
  2. Analyse information on a range of chemical reactions and the reagents, solvent and conditions to predict the structure of reaction major product and by-products
  3. Analyse and apply scientific knowledge to solve problems on the mechanism, regio- and stereo-specific organic reactions with experimental outcomes across the discipline
  4. Explain reactions of simple heterocyclic systems
  5. Analyse and interpret qualitatively and quantitatively the spectroscopic data (Infrared, UV and 1H,13C Nuclear Magnetic Resonance (NMR) spectroscopy and mass spectral data) to elucidate the organic molecular structures
  6. Successfully plan and conduct basic chemical investigations on synthetic techniques for organic compounds carrying out the risk assessments and conforming to safe laboratory practices, either individually or a member of a team
  7. Generate a formal Lab report and/or record of the experimental data, by interpreting data with an awareness of the conventions of scientific writing with chemical mechanisms, critiquing the methodology, accuracy and reliability of data and proposing strategies to improve

Subject Content

1. Nucleophilic C-C bond forming reactions
2. C-C bond formation via palladium coupling and ring closing metathesis
3. C-C bond formation via orbital symmetry controlled reactions
4. Introductory heterocyclic chemistry
5. Spectroscopy (IR, UV, Mass & 1H and 13C NMR)
6. Synthetic design
7. Total organic synthesis

Assessment

The following table summarises the standard assessment tasks for this subject. Please note this is a guide only. Assessment tasks are regularly updated, where there is a difference your Learning Guide takes precedence.

Item Length Percent Threshold Individual/Group Task
Practical Component 300 words in total for the lab report (10%); Lab report on multi-step synthesis up to 1,000 words including chemical structures (15%); A 3-minute oral presentation of a single PPT slide relevant to organic synthesis (5%). 30 Y Individual
Assignment No 1 - The total Organic Synthesis Reactions and Mechanisms Up to 100 words and chemical structures 5 N Individual
Assignment No 2 - Organic Molecule Structure Elucidation Using Spectroscopy 1 hour, an individual assignment under supervision during week 11, to be scheduled during the lecture time 10 N Individual
Mid-Semester Exam 1 hour 15 Y Individual
Final Exam 2 hours 40 Y Individual

Prescribed Texts

  • Organic Synthesis by Michael B. Smith ? (3rd Edn, 2011 Elsevier) Electronic ISBN 978-0-12-415884-9

Teaching Periods

2022 Semester 2

Parramatta - Victoria Rd

Day

Subject Contact Gallage Kannangara Opens in new window

View timetable Opens in new window

Structures that include subject