Undergraduate

modules

Modules

CHY2101 : Organic Chemistry

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

Teaching Activities
Category Activity Number Length Student Hours Comment
Guided Independent StudyAssessment preparation and completion52:0010:00Writing practical reports
Guided Independent StudyAssessment preparation and completion180:5015:00Revision for end of semester 2 examination
Guided Independent StudyAssessment preparation and completion190:5015:50Revision for end of semester 1 examination
Guided Independent StudyAssessment preparation and completion11:301:30End of semester 2 examination
Guided Independent StudyAssessment preparation and completion11:301:30End of semester 1 examination
Scheduled Learning And Teaching ActivitiesLecture11:001:00Laboratory Introduction
Scheduled Learning And Teaching ActivitiesLecture401:0040:00N/A
Scheduled Learning And Teaching ActivitiesPractical59:0045:005x9h Practical sessions take place over 5 weeks
Scheduled Learning And Teaching ActivitiesSmall group teaching81:008:00Tutorial/Feedback sessions
Guided Independent StudyIndependent study162:1062:10Background reading, practical report write-ups and practice past paper examination questions.
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 lectures. 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

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

Exams
Description Length Semester When Set Percentage Comment
Written Examination901A35N/A
Written Examination902A35N/A
Exam Pairings
Module Code Module Title Semester Comment
CHY8820Organic Synthesis for Drug Targets1N/A
Other Assessment
Description Semester When Set Percentage Comment
Practical/lab report2M30composed of several individual laboratory reports as specified in the practical course handbook
Assessment Rationale And Relationship

N/A

Reading Lists

Timetable