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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 1 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 1
Subject Chemistry
EFTS 0.15
Points 18 points
Teaching period Semester 1 (On campus)
Domestic Tuition Fees ( NZD ) $1,318.20
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

Dr Nick Green
Tel +64 3 479 5460
Location: Science II, 3n11
Email nick.green@otago.ac.nz

Teaching staff

Course Co-ordinator: Dr Nick Green

Associate Professor Bill Hawkins

Dr Andrea Vernall

Professor Nigel Lucas

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 spectroscopy)
    • 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

    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 1 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 1
    Subject Chemistry
    EFTS 0.15
    Points 18 points
    Teaching period Semester 1 (On campus)
    Domestic Tuition Fees Tuition Fees for 2027 have not yet been set
    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

    Dr Nick Green
    Tel +64 3 479 5460
    Location: Science II, 3n11
    Email nick.green@otago.ac.nz

    Teaching staff

    Course Co-ordinator: Dr Nick Green

    Associate Professor Bill Hawkins

    Dr Andrea Vernall

    Professor Nigel Lucas

    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 spectroscopy)
      • 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
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