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Module

CHY2101 : Organic Chemistry

  • Offered for Year: 2020/21
  • Module Leader(s): Dr David Fulton
  • Lecturer: Dr Johan Eriksson, Dr Julian Knight, Dr Cristina Navarro Reguero, Dr Michael Hall, Dr Hanno Kossen
  • Practical Supervisor: Dr Zuleykha McMillan
  • Owning School: Natural and Environmental Sciences
  • Teaching Location: Newcastle City Campus
Semesters
Semester 1 Credit Value: 10
Semester 2 Credit Value: 10
ECTS Credits: 10.0

Aims

To provide a thorough understanding of the influence of conformational and stereoelectronic effects on the reactivity of organic compounds; to show how mechanisms of some organic reactions have been investigated and to present the currently accepted mechanisms of these reactions; to provide an understanding of mechanistic and synthetic chemistry; to consider the chemistry of aromatic and heteroaromatic systems and to develop experimental technique through practical sessions

Outline Of Syllabus

Aromatic Chemistry including Rearrangements
Dr DA Fulton

The definitions of aromaticity
Electrophilic aromatic substitution
Electrophilic aromatic substitution reactions of substituted benzenes
Synthesis of substituted benzenes; the reactions of benzene diazonium salts
Nucleophilic aromatic substitution; the chemistry of benzyne
Aromatic oxidations and reductions
Rearrangement reactions

Enolate chemistry
Dr MJ Hall

Formation of enolates and pKa
Enolate alkylation; O vs C alkylation, kinetic vs thermodynamic control, 1,3-dicarbonyls and the use of malonates in synthesis
The aldol reaction; aldol, dehydration of products, intramolecular aldol and cross aldol
Acylation of enolates; Claisen and Dieckmann condensations
Tandem processes; Darzens, Baylis Hillman, Robinson etc.
Enamines; formation and reactions

Stereochemistry and Mechanism
Dr JG Knight & Dr DA Fulton

Stereochemistry. Revision of basic concepts.
Conformations of acyclic compounds.
Conformations of 3-6 membered rings
Higher energy conformations of cyclohexanes
Stereocentres at atoms other than carbon. Chiral molecules which do not contain a stereocentre.
Topism
Intermolecular substitution reactions
Stereochemistry of SN2 and SN1
Revision
Nucleophilic substitution reactions in more detail
Elimination reactions in more detail
Investigating reaction mechanisms
Hammett relationships
Mechanisms of ester hydrolysis
Revision Seminar

Laboratory Course
Course organiser: Dr Z McMillan

Students do experiments dealing with the following transformations:

Stereoselective formation of a diol diastereoisomer and its conversion into an acetal
Electrophilic aromatic substitution of ferrocene
Amide bond formation
Aldol reaction
Investigations into SN1 and SN2 reactions

Teaching Methods

Module leaders are revising this content in light of the Covid 19 restrictions.
Revised and approved detail information will be available by 17 August.

Assessment Methods

Module leaders are revising this content in light of the Covid 19 restrictions.
Revised and approved detail information will be available by 17 August.

Reading Lists

Timetable