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Overview

Application of the principles of organic chemistry to an understanding of why organic compounds react as they do; to develop the ability to predict the course of a chemical reaction to allow for the design of controlled and selective chemical transformations.

CHEM 302 Organic Chemistry 2 focuses on how the concepts and techniques of organic chemistry may be applied to interpret chemical reactions and to plan chemical transformations. The principles involved apply equally to reactions performed in the laboratory and to those proceeding in living systems.

About this paper

Paper title Organic Chemistry 2
Subject Chemistry
EFTS 0.15
Points 18 points
Teaching period Semester 2 (On campus)
Domestic Tuition Fees ( NZD ) $1,318.20
International Tuition Fees Tuition Fees for international students are elsewhere on this website.
Prerequisite
CHEM 202
Schedule C
Science
Eligibility

CHEM 302 is an important paper for chemistry majors wishing to proceed to a career that involves organic chemistry and for all general degree students requiring knowledge and understanding of organic chemistry to underpin their major subject.

Contact

Associate Professor Bill Hawkins
Tel +64 3 471 6217
Location: Science II, 4n10
Email bhawkins@chemistry.otago.ac.nz

Teaching staff

Course Co-ordinator: Associate Professor Bill Hawkins

Dr Eng Wui Tan

Professor James Crowley

Dr Nick Green

Paper Structure

The topics covered in CHEM 302 are:

  • Frontier molecular orbital theory and reactive intermediates.
    • Examination of the transformations involving carbocations, carbenes and free radicals, including reactions that involve structural rearrangements.
    • Pericyclic reactions, such as electrocyclic reactions, cycloadditions and 1,3-dipolar additions will also be studied.
    • An underlying theoretical basis will be the use of pictorial representations of molecular orbitals to interpret the selectivity of chemical reactions.
  • Heterocyclic chemistry.
    • Structure, nomenclature, aromaticity and reactivity of heterocycles.
    • Synthesis of heterocycles via condensation and pericyclic reactions.
    • Cross-coupling reactions of heterocycles.
  • Molecules of living systems.
    • Neighbouring group effects: bridged reaction intermediates, rate acceleration, rearrangements, organometallic catalysis and asymmetric induction.
Teaching Arrangements
There are three lectures and one 4-hour laboratory class each week.
Textbooks

Highly Recommended:

Bruice, P. Y. Organic Chemistry, Pearson

Recommended:

Smith, M. B. March’s Advanced Organic Chemistry: Reactions, Mechanisms and Structure, Wiley

Graduate Attributes Emphasised
p>Interdisciplinary perspective, Lifelong learning, Scholarship, Communication, Critical thinking, Self-motivation, Global perspective, Ethics, Environmental literacy, Research, Information literacy, Teamwork.
View more information about Otago's graduate attributes.

Learning Outcomes

Expectations at the completion of the paper:

  • An attainment of appropriate knowledge of pericyclic reactions, reactions of carbon-centred reaction intermediates, the chemistry of heterocyclic aromatic compounds, synthetic reaction analysis, reagent choice, compound purification and spectroscopic characterisation.
  • An ability to work efficiently and effectively in a multistep laboratory synthesis while planning ahead to reduce any perceived hazards.
  • An ability to analyse critically an experimental procedure and write a formal report using standard scientific terminology.

Overview

Application of the principles of organic chemistry to an understanding of why organic compounds react as they do; to develop the ability to predict the course of a chemical reaction to allow for the design of controlled and selective chemical transformations.

CHEM 302 Organic Chemistry 2 focuses on how the concepts and techniques of organic chemistry may be applied to interpret chemical reactions and to plan chemical transformations. The principles involved apply equally to reactions performed in the laboratory and to those proceeding in living systems.

About this paper

Paper title Organic Chemistry 2
Subject Chemistry
EFTS 0.15
Points 18 points
Teaching period Semester 2 (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 202
Schedule C
Science
Eligibility

CHEM 302 is an important paper for students majoring in chemistry wishing to proceed to a career that involves organic chemistry and for all general degree students requiring knowledge and understanding of organic chemistry to underpin their major subject.

Contact

Associate Professor Bill Hawkins
Tel: +64 3 471 6217
Location: Science II, 4n10

Teaching staff

Course Co-ordinator: Associate Professor Bill Hawkins

Dr Eng Wui Tan
Professor James Crowley
Dr Nick Green

Paper Structure

The topics covered in CHEM 302 are:

  • Frontier molecular orbital theory and reactive intermediates
    • Examination of the transformations involving carbocations, carbenes and free radicals, including reactions that involve structural rearrangements.
    • Pericyclic reactions, such as electrocyclic reactions, cycloadditions and 1,3-dipolar additions will also be studied.
    • An underlying theoretical basis will be the use of pictorial representations of molecular orbitals to interpret the selectivity of chemical reactions.
  • Heterocyclic chemistry
    • Structure, nomenclature, aromaticity and reactivity of heterocycles.
    • Synthesis of heterocycles via condensation and pericyclic reactions.
    • Cross-coupling reactions of heterocycles.
  • Molecules of living systems
    • Neighbouring group effects: bridged reaction intermediates, rate acceleration, rearrangements, organometallic catalysis and asymmetric induction.
Teaching Arrangements

There are three lectures and one 4-hour laboratory class each week.

Textbooks

Highly Recommended:
Bruice, P. Y. (2020). Organic Chemistry (8th ed.). Pearson.

Recommended:
Smith, M. B., (2025). March’s Advanced Organic Chemistry: Reactions, Mechanisms and Structure (9th ed.). Wiley.

Graduate Attributes Emphasised
Global perspective, Lifelong learning, Scholarship, Communication, Critical thinking, Ethics, Environmental literacy, Information literacy, Research, Self-motivation, Teamwork.
View more information about Otago's graduate attributes.
Learning Outcomes

Expectations at the completion of the paper:

  • An attainment of appropriate knowledge of pericyclic reactions, reactions of carbon-centred reaction intermediates, the chemistry of heterocyclic aromatic compounds, synthetic reaction analysis, reagent choice, compound purification and spectroscopic characterisation.
  • An ability to work efficiently and effectively in a multistep laboratory synthesis while planning ahead to reduce any perceived hazards.
  • An ability to analyse critically an experimental procedure and write a formal report using standard scientific terminology.
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