Module Catalogue

CHY2101 : Organic Chemistry

  • Offered for Year: 2020/21
  • Module Leader(s): Dr David Fulton
  • Lecturer: Dr Hanno Kossen, Dr Johan Eriksson, Dr Julian Knight, Dr Cristina Navarro Reguero, Dr Michael Hall
  • 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

Please note that module leaders are reviewing the module teaching and assessment methods for Semester 2 modules, in light of the Covid-19 restrictions. There may also be a few further changes to Semester 1 modules. Final information will be available by the end of August 2020 in for Semester 1 modules and the end of October 2020 for Semester 2 modules.

Teaching Activities
Category Activity Number Length Student Hours Comment
Structured Guided LearningLecture materials401:0040:00Online recordings of topics within the module
Guided Independent StudyAssessment preparation and completion115:0015:00Alternative online assessment of semester 1 material
Guided Independent StudyAssessment preparation and completion201:0020:00Revision of semester 1 material
Guided Independent StudyAssessment preparation and completion115:0015:00Alternative online assessment of semester 2 material
Guided Independent StudyAssessment preparation and completion201:0020:00Revision of semester 2 material
Guided Independent StudyAssessment preparation and completion120:0020:00Laboratory online assessment
Guided Independent StudyAssessment preparation and completion112:0012:00Laboratory skills assessment
Scheduled Learning And Teaching ActivitiesPractical26:0012:00Practical laboratory sessions 2 x 6h
Scheduled Learning And Teaching ActivitiesSmall group teaching81:008:00Small group tutorials
Guided Independent StudyIndependent study138:0038:00Independent Study
Total200:00
Teaching Rationale And Relationship

The important basic principles of organic chemistry introduced in Stage 1 will be reinforced and built on by material covered in the online material. This will be supported by tutorials that will allow small groups of students to tackle an array of different problems associated with the lecture material and help prepare for the assessment. Practicals will reinforce elements of the lectures and extend the practical techniques and experience that the students gained in Stage 1.

Assessment Methods

Please note that module leaders are reviewing the module teaching and assessment methods for Semester 2 modules, in light of the Covid-19 restrictions. There may also be a few further changes to Semester 1 modules. Final information will be available by the end of August 2020 in for Semester 1 modules and the end of October 2020 for Semester 2 modules.

The format of resits will be determined by the Board of Examiners

Other Assessment
Description Semester When Set Percentage Comment
Practical/lab report2M30Laboratory online assessment
Computer assessment1M35Alternate assessment for sem 1
Computer assessment2M35Alternate assessment for sem 2
Zero Weighted Pass/Fail Assessments
Description When Set Comment
Practical/lab reportMLaboratory Skills assessment
Assessment Rationale And Relationship

There will be online examinations in semester 1 and 2 of this module. The online assessment will capture students' knowledge in Stereochemistry and also the students abilities to explain more complex concepts in organic chemistry.

Students are required to obtain at least 35% in the laboratory component in order for the examination mark to be included in the final module mark. Students who score <35% in the laboratory will obtain a module mark based solely on the laboratory practical.

An alternative assessment will be set for any Semester 1 Study Abroad student taking this module, who will not be in Newcastle during the January assessment period.

Reading Lists

Timetable