Registry
Module Specifications
Archived Version 2020 - 2021
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Description 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 1. Describe the main electrophillic substitution reactions of benzene. 2. Predict the location of disubstitution of aromatic rings. 3. Assign R,S stereochemistry 4. Sketch and explain the more stable conformers of substituted cyclohexane. 5. Distinguish between Nucleophilic substitution reactions SN1 or SN2, and outline the mechanism involved.Similiarly consider Electrophilic substitutions E1, E2. 6. Illustrate mechanisms involved, and products obtained, from reactions addressed on the course, such as Aldol condensation, Claisen condensation. | |||||||||||||||||||||||||||||||||||||||||
All module information is indicative and subject to change. For further information,students are advised to refer to the University's Marks and Standards and Programme Specific Regulations at: http://www.dcu.ie/registry/examinations/index.shtml |
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Indicative Content and
Learning Activities ORGANIC FUNCTIONAL GROUPSReview 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; Similiarly consider Electrophilic Substitutions E1 and E2.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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Indicative Reading List
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Other Resources None | |||||||||||||||||||||||||||||||||||||||||
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