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Faculty of Science Handbook, Session 2015/2016
Assessment Methods: References:
Continuous assessment: 30% 1. Stuart Warren, Organic Synthesis: The Disconnection
Final examination: 70% Approach, John Wiley and Sons, Chichester, New York,
Brisbane, Toronto, Singapore, 1982.
Medium of instruction: 2. F. A. Carey and R. J. Sundberg, Advanced Organic
th
English Chemistry, Part B: Reactions and Synthesis, 4 ed.,
Plenum Press, New York & London, 2002.
nd
Soft skills: 3. M. B. Smith, Organic Synthesis, 2 ed., McGraw Hill Inc,
CT1-3 2001.
4. M. B. Smith and J. March, March's Advanced Organic
References: Chemistry: Reactions, Mechanisms, and Structure
th
1. H. S. Stoker, General, Organic and Biological Chemistry, (March's Advanced Organic Chemistry), 5 ed., Wiley-
th
5 ed., Brooks/Cole, 2010. Interscience; 2001.
rd
2. D. Voet, and J. G. Voet, Biochemistry. 3 ed., Wiley, 5. W. A. Smit, A. F. Bochkov and R. Caple, Organic
2004. Synthesis: The Science Behind the Art, RSC, 1998.
3. Bu’Lock and B. G. Kurt Kimia Hasil Semulajadi, DBP,
Kuala Lumpur.
nd
4. J. Mann, Secondary Metabolism, 2 ed., Oxford SIC3011 MECHANISTIC ORGANIC CHEMISTRY
University Press, 1987.
5. J. Mann, Chemical Aspects of Biosynthesis, Oxford Reactive intermediates in organic chemistry including
University Press, 1994. carbocations, free radicals, carbenes, nitrenes, and radical-
ions. Chemistry of free radicals: reactions and mechanisms
of free radicals including abstraction, addition,
SIC3009 NATURALPRODUCTS CHEMISTRY rearrangement, cyclization and fragmentation; applications
of radical reactions in organic synthesis; reactions of
The influence of biosynthetic hypotheses and insights on the carbenes, carbenoids, nitrenes, and ion-radicals, and
syntheses of steroids. Investigation of selected natural applications in synthesis. Formation, stability, and
products such as alkaloids, terpenoids, flavonoids, lignans, rearrangements of carbocations; tandem and cascade
glycosides. Semiochemistry. Separation methods for natural cyclizations. Mechanistic details of selected classes of
product isolation. Spectroscopic methods for structural organic reactions such as nucleophilic substitution,
elucidation of natural products. hydrolysis, polar rearrangements, electron-transfer
reactions, photochemical reactions. Pericyclic reactions:
Assessment Methods: molecular orbitals; conservation of orbital symmetry in
Continuous assessment: 30% concerted reactions; theory (frontier orbital method, use of
Final examination: 70% correlation diagrams, aromatic transition state approach)
and applications of electrocyclic reactions, sigmatropic
Medium of instruction: rearrangements, and cycloadditions, including tandem and
English cascade processes, in organic synthesis.
Soft skills: Assessment Methods:
CT1-3 Continuous assessment: 30%
Final examination: 70%
References:
1. J. Mann, Secondary Metabolism, Clarendon Press: Medium of instruction:
Oxford, 1995. English
2. P. M. Dewick, Medicinal Natural Products - A Biosynthetic
Approach, John Wiley & Sons, 2009. Soft skills:
3. E.Fattorusso, O. Taglialatela-Scafati, Eds Modern CT1-3
Alkaloids - Structure, Isolation, Synthesis and Biology;
Wiley-VCH, 2008. References:
4. J. H. Simpson, Organic Structure Determination Using 2-D 1. R. B. Woodward and R. Hoffmann, The Conservation of
NMR Spectroscopy - A Problem-Based Approach, Orbital Symmetry, Academic Press Inc, 1970.
Academic Press, 2008. 2. J. Clayden, N. Greeves, S. Warren, P. Wothers, Organic
5. S. Stefan Berger, D. Sicker, Classics in Spectroscopy, Chemistry, Oxford.
th
Wiley-VCH, 2009. 3. J. March, and M. Smith, Advanced Organic Chemistry, 6
ed., New York: John Wiley & Sons, 2007.
4. T. H. Lowry and K. S. Richardson, Mechanism and
rd
SIC3010 ORGANIC SYNTHESIS Theory in Organic Chemistry, 3 ed., Harper and Row,
1987.
Retrosynthetic analysis and synthesis design. Selectivity in 5. A. J. Bellamy, An Introduction to the Conservation of
synthesis: chemo-, regio-, and stereoselectivity. Synthesis Orbital Symmetry, Longman, 1974.
of acyclic and cyclic compounds. Concept of umpolung; 6. I. Fleming, Frontier Orbitals and Organic Chemical
functional group interconversion. Use of organometallic Reactions, Wiley, 1976.
reagents in syntheses. Asymmetric synthesis; selected
examples from classical and contemporary syntheses.
SIC3012 PHYSICAL ORGANIC CHEMISTRY
Assessment Methods:
Continuous assessment: 30% Application of physical organic concepts in the
Final examination: 70% determination of organic reaction mechanisms: kinetics and
energetics; stereochemistry; solvent effects; non-kinetic and
Medium of instruction: kinetic isotope effects; linear free energy relationships;
English sonochemistry; organic surface reactions.
Soft skills: Catalysis: catalysis in molecules, approximation, induced
CT1-3 catalysis, covalent catalysis, nucleophilic catalysis, general
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