CHEM2201 (C 22J) SPECTROSCOPY, MECHANISMS AND AROMATIC
SYSTEMS (4 Credits) (Semester I)
Pre-requisites:
C 10J and C 10K
Syllabus:
The application of spectroscopic techniques in organic chemistry:
electronic, infrared, proton and carbon-13 magnetic resonance
spectroscopy, mass spectrometry. Their utility in elucidating the
structure of organic compounds. Carbocyclic and heterocyclic
aromatic compounds. Review of the concept of aromaticity.
Electrophilic and nucleuphilic substitution in benzenoid systems.
Polycyclic aromatic compounds - napthalene, anthracene and
phenanthrene. Selected reactions of simple heterocycles. Overview
of the main types of organic reactions - substitution, addition,
elimination, cyclization. Reaction mechanisms and methods of
determining them. Generation, structure and fate of reactive
intermediates (carbocations and carbanions). The role of
carbanions in carbon-carbon bond formation - reactions of enolate
ions and organometallic compounds. Diels Alder reactions.
A practical course of 36 hours.
CHEM3201 (C32J) ORGANIC SYNTHESIS, BIO-MOLECULES AND
STEREOCHEMISTRY (4 Credits). (Semester II)
Pre-requisites:
C22J (Pass or Fail but not Fail Absent)
Syllabus:
Target oriented organic synthesis. An introduction to
retrosynthetic analysis. Reagents and methods for effecting
carbon-carbon single and double bond formation, oxidation,
reduction and cyclization. Mechanisms of carbo-cation and related
rearrangements, substitution and elimination reactions.
Stereochemistry of organic molecules. Static and dynamic aspects.
The chemistry of carbohydrates- the synthesis and properties of
mono- and disaccharides. The chemistry of amino acids, peptides
and proteins.
A practical course of 36 hours.
C 32K THE CHEMISTRY OF ORGANIC NATURAL PRODUCTS (4 Credits)
(Semester I)
Pre-requisite:
C 22J
Syllabus:
General Biosynthesis. Determination of metabolic pathways.
Mechanism of enzyme reactions; coenzymes and cofactors; overview
of primary metabolism; isotopic labelling and incorporation
methods.
Aspects of classification, reactions, synthesis and biosynthesis:
Monosaccharides and their derivatives; oligosaccharides.
Alkaloids, penicillins, cephalosporins. Polyketides, macrolides,
prostaglandins and leucotrienes. Iso prenoids; Steroids.
The functions and uses of natural products.
A practical course of 36 hours.
C 32L ORGANIC SYNTHESIS: STRATEGY AND CONTROL (4 Credits)
(Semester I)
Pre-requisites:
C 22J and C 32J
Syllabus:
The synthesis of selected biologically active and structurally
interesting compounds.
The design of organic syntheses. The Disconnection Approach.
Carbon-carbon bond formation reactions. Functional Group
Modification. Synthetic strategy - Retrosynthetic Analysis.
Methods of achieving chemoselectivity. Stereoselective and
stereospecific reactions. Chiral synthesis.
A practical course of 36 hours.
C 32M MECHANISTIC ORGANIC CHEMISTRY AND PHOTOCHEMISTRY (4
Credits) (Semester II)
Pre-requisites:
C 22J and C 32J
Syllabus:
Mechanistic interpretation of organic reactions. Carboxylic
esters and acids - Hydrolysis, decarboxylation. Elimination
reactions. Symmetry controlled reactions; Frontier Molecular
Orbital approach, Simple correlation diagrams and aromatic
transition state theory applied to electrocylic, cyloaddition and
sigmatropic rearrangement reactions. Nucleophilic substitution
reactions; nucleophilicity; carbocations; leaving group effects;
neighbouring group participation.
Linear free energy relationships. Kinetic vs
thermodynamic control of reactions. Kinetic isotope effects. Hard
and soft acids and bases.
Photochemistry of carbonyl groups. Photochemistry of alkenes and
dienes. Reactions involving singlet oxygen.
Aspects of radical chemistry.
A practical course of 36 hours.
C 32N ORGANIC CHEMISTRY IN MEDICINE AND AGRICULTURE (4
Credits) (Semester II)
Pre-requisites:
C 22J and C 32J
Syllabus:
The synthesis of organic compounds of medicinal and agricultural
interest. General principles of drug action; Structure-Activity
Relationships; Principles of drug design. Synthetic approaches to
selected pharmacologically active compounds e.g. sulphonamides,
pyrimidines, penicillins, central nervous system drugs -
tranquillizers, antidepressants, hallucinogens. Insecticides,
fungicides, herbicides, growth regulators.
Natural products used in medicine and agriculture.
A practical course of 36 hours.
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Copyright © 2004 by Robert John
Lancashire, all rights reserved.
Created and maintained by Prof. Robert J.
Lancashire
The Department of Chemistry, University of the West Indies,
Mona Campus, Kingston 7, Jamaica.
Created Feb 1995. Links checked and/or last
modified 26th August 2004.
URL
http://wwwchem.uwimona.edu.jm/chemug2o.html