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    Overview

    Introduction to organic synthesis, the synthesis of carbon frameworks and selective manipulation of functional groups. Stereochemical and structural features of synthesis and the structural characterisation of organic compounds.

    CHEM 202 Organic Synthesis focuses on fundamental concepts of organic synthesis. The aims of chemical synthesis, construction of carbon frameworks, stereochemical factors and manipulation of functional groups are presented. The determination of structure using spectroscopic techniques, such as infrared and nuclear magnetic resonance spectroscopy, is also addressed. Most concepts are presented in a problem-solving context. CHEM 202 gives an appreciation for obtaining and assessing qualitative information to provide the basis for logically solving problems in organic synthesis.

    About this paper

    Paper title Organic Chemistry
    Subject Chemistry
    EFTS 0.15
    Points 18 points
    Teaching period Semester 1 (On campus)
    Domestic Tuition Fees ( NZD ) $1,173.30
    International Tuition Fees Tuition Fees for international students are elsewhere on this website.
    Prerequisite
    CHEM 111 or CHEM 191
    Recommended Preparation
    CHEM 111 and CHEM 191
    Schedule C
    Science
    Contact

    Associate Professor Bill Hawkins
    Tel +64 3 471 6217
    Location: Science II, 2N8
    bhawkins@chemistry.otago.ac.nz

    Teaching staff

    Course Co-ordinator: Associate Professor Bill Hawkins

    Lecturers: Associate Professor Nigel Lucas
    Dr Andrea Vernall

    Paper Structure

    The topics covered in CHEM 202, which build on concepts introduced in CHEM 111 and CHEM 191, are:

    • Structural characterisation and analysis
      • Spectrometric methods for the identification of organic compounds (mass spectrometry, infrared spectroscopy and 13C- and 1H-NMR spectrometry)
      • Analysis of molecular conformation and dynamic processes
    • Structure and stereochemistry
      • Molecular shape
      • Rings
      • Rigid systems
      • Stereochemical control of reactions
    • Functional-group manipulation in aromatic systems
      • Molecular orbital description of benzene and aromaticity
      • Monosubstituted benzenes
      • Substituent effects
      • Disubstituted benzene derivatives
      • Functional group interconversion
      • Nucleophilic aromatic substitution
      • Effect of aromatic rings on functional groups
    • Constructing carbon frameworks
      • Enolate chemistry
      • Main group organometallics (Li, Mg, Cu)
      • P and S-Ylids
    Teaching Arrangements
    There are three lectures, one tutorial and one 4-hour laboratory class each week.
    Textbooks
    Bruice, P.Y. Organic Chemistry, (7th Edn), Prentice-Hall. Highly Recommended
    Graduate Attributes Emphasised
    Interdisciplinary perspective, Lifelong learning, Scholarship, Communication, Critical thinking, Information literacy, Self-motivation
    View more information about Otago's graduate attributes
    Learning Outcomes
    Expectations at the completion of the paper:
    • An understanding of and an ability to apply the principles of organic synthesis
    • An ability to design syntheses of simple molecules
    • Laboratory skills associated with organic chemistry and structure determination
    • Logical application of chemical knowledge to problem solving
    • Students who are majoring in chemistry will have acquired knowledge and skills that will enable them to proceed to 300- and 400-level papers in chemistry
    • Students not majoring in chemistry will have acquired knowledge and experimental skills that will serve them in other areas of science

    Timetable

    Semester 1

    Location
    Dunedin
    Teaching method
    This paper is taught On Campus
    Learning management system
    Blackboard

    Lecture

    Stream Days Times Weeks
    Attend
    A1 Monday 09:00-09:50 9-13, 15-22
    Tuesday 09:00-09:50 9-13, 15-22
    Wednesday 11:00-11:50 9-13, 15-22

    Practical

    Stream Days Times Weeks
    Attend one stream from
    A1 Tuesday 14:00-17:50 9-13, 16, 18-20
    A2 Wednesday 14:00-17:50 9-13, 16, 18-20
    A3 Thursday 14:00-17:50 9-13, 16, 18-20
    A4 Monday 14:00-17:50 9-13, 16, 18-20

    Tutorial

    Stream Days Times Weeks
    Attend one stream from
    A1 Tuesday 13:00-13:50 10-12, 15-16, 18-22
    A2 Wednesday 09:00-09:50 10-12, 15-16, 18-22
    A3 Thursday 09:00-09:50 10-12, 15-16, 18-22
    A4 Friday 09:00-09:50 10-12, 15-16, 18-22
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