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Module Title |
Organic Chemistry
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Module Code |
CS204
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School |
School of Chemical Sciences
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Online Module Resources
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| Module Co-ordinator | Dr Kieran Nolan | Office Number | X122 |
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Level |
2
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Credit Rating |
5
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Pre-requisite |
CS101
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Co-requisite |
None
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Module Aims
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To complete the introduction to the basic concepts of organic chemistry. To develop competence in the use of chemical structures and reaction schemes. To develop chemical intuition. To develop an understanding and familiarity with mechanistic concepts. To develop problem-solving skills. To develop the theoretical and conceptual background for laboratory work. To develop an appreciation of the industrial importance of organic chemistry and of the contribution of organic chemistry to society.
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Learning Outcomes
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Students should be able to:
7 propose synthetic routes to desired chemical products;
7 solve problems in mechanistic organic chemistry;
7 draw and manipulate perspective structures for organic molecules;
7 distinguish between enantiomers and diastereomers;
7 deduce the total number of isomers possible for a molecule containing a number of chiral centres;
7 assign absolute configurations at chiral centres in molecules;
7 distinguish between aromatic and non-aromatic systems;
7 predict the preferred conformations of substituted cyclohexanes.
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Indicative Time Allowances
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Hours
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Lectures |
30
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Tutorials |
6
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Laboratories |
0
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Seminars |
0
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Independent Learning Time |
39
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Total |
75
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Placements |
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Assignments |
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NOTE
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Assume that a 5 credit module load represents approximately 75 hours' work, which includes all teaching, in-course assignments, laboratory work or other specialised training and an estimated private learning time associated with the module.
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Indicative Syllabus
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ORGANIC FUNCTIONAL GROUPS: Review of their
chemistry.
STEREOCHEMISTRY: Cyclohexane conformational analysis:
axial/equatorial positions; chair-chair interconversions;
geometrical isomerism and conformational free energies in
substituted cyclohexanes; decalins/steroids; hexoses.
Chirality: optical activity; polarimetry; centre of
chirality; enantiomers; racemates and resolution; several
chiral centres; diastereomers; relative and absolute
configuration; R- and S- nomenclature; deficiencies of D-
and L-nomenclature.
MECHANISMS OF NUCLEOPHILIC DISPLACEMENT: Kinetics and
mechanism; transition state; the SN1 and SN2 processes;
structural factors; optical isomerism, configuration and
mechanism; solvent effects.
CARBANION/ENOLATE CHEMISTRY: Relative acidities of C-H bonds
in differing molecular environments; resonance
stabilisation; effect of a second stabilising group; Aldol
condensation; Claisen condensation and its variants; ethyl
acetoacetate, diethyl malonate and ethyl cyanoacetate;
synthetic applications of active methylene compounds.
AROMATIC CHEMISTRY: Benzene structure and electrophilic
substitution reactions (nitration, halogenation,
sulphonation,alkylation, acylation, metallation).
Substituted benzenes: electrophilic substitution reactions
of substituted benzene systems; rationalisation of
activating and directive effects; survey of the chemistry of
substituted benzenes in terms of sources, electrophilic
substitution reactions and substituent chemistry -
alkylbenzenes; nitrobenzenes; aromatic amines; diazonium
salts; phenols; aryl halides (excluding nucleophilic
aromatic substitution); aromatic carbonyl compounds.
Aromaticity: the Hückel (4n+2) rule; polycyclic aromatics
and their chemistry; introduction to annulenes and
heteroaromatic systems.
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| Assessment | | Continuous Assessment | 0% | Examination Weight | 100% |
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Indicative Reading List
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Essential:
J. McMurry, Organic Chemistry (3rd ed), Brooks/Cole Pub.
Supplementary:
M. Sainsbury, Aromatic Chemistry, Oxford
R. T. Morrison and R. N. Boyd, Organic Chemistry (6th ed), Prentice Hall.
T. W. G. Solomons, Organic Chemistry (5th ed), Wiley
A. Streitweiser, C. Heathcock and E. Kosower, Introduction to Organic Chemistry (4th ed), Macmillan
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Programme or List of Programmes
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| AC | BSc in Chemical and Pharmaceutical Sc. |
| AS | BSc in Analytical Science |
| BSSA | Study Abroad (DCU Business School) |
| BSSAO | Study Abroad (DCU Business School) |
| BT | BSc in Biotechnology |
| CF | BSc in Chemistry with French |
| CG | BSc in Chemistry with German |
| ECSA | Study Abroad (Engineering & Computing) |
| ECSAO | Study Abroad (Engineering & Computing) |
| HMSA | Study Abroad (Humanities & Soc Science) |
| HMSAO | Study Abroad (Humanities & Soc Science) |
| SE | BSc Science Education |
| SHSA | Study Abroad (Science & Health) |
| SHSAO | Study Abroad (Science & Health) |
| Archives: | |
