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Module

CHY3105 : Advanced Organic Chemistry (Distance Learning)

  • Offered for Year: 2020/21
  • Module Leader(s): Dr Michael Hall
  • Lecturer: Dr David Fulton, Dr Michael Carroll
  • 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 equip students with the necessary knowledge and understanding for them to study organic chemistry at Stage 4; to further enhance the students’ knowledge of the chemistry of aldehydes, ketones, esters, amides and related species; to allow students to design syntheses of compounds containing carbonyl groups; to illustrate the rich and diverse chemistry of the carbonyl group and to show how this can be logically predicted; to introduce the concept of retrosynthetic analysis; to show how the chemistry of the carbonyl unit can be used in total syntheses. To show the importance of carbonyl reactions in enzyme chemistry. To highlight the use of organo-element compounds in the synthesis and reactions of carbonyl compounds.

Outline Of Syllabus

Synthesis of Cardonoyls
Dr DA Fulton

Oxidation of alcohols; chromium (Jones, PCC, PDC), ruthenium (TPAP), Swern, hypervalent iodine and MnO2.
Selective Reductions
Oxidative cleavage of C=C; ozonolysis
Addition of hydrides and carbanions; reaction with carboxylic acids, esters, imines and Weinreb amides
Dithianes (unpolung), Benzoin condensation and MPV reaction

P-block and organometallic chemistry
Dr MJ Hall

General mechanisms for nucleophilic attack on C=O and C=N
Nucelophilic attack of organometallics; synthesis of organometallics and selectivity
Conjugate additions; hard vs soft nucleophiles and the control of 1,2- versus 1,4-addition to alpha,beta-unsaturated carbonyl compounds
P-Block Chemistry Si, S, P, B

Heteroaromatic Chemistry
Dr MA Carroll

Aromatic systems containing heteroatoms; introduction and overview
Membered heteroatromatics containing one heteroatom; pyrroles, furans and thiophenes
Membered heteroaromatics containing one heteroatom; pyridines
Fused heteroaromatics; indoles and quinolines
Heteroaromatics containing more than one heteroatom

Synthesis
Dr MJ Hall

Classical synthesis and synthetic strategy
Retrosynthetic analysis
Protecting group chemistry
Syntheses of specific molecules drawn from the classical and recent literature and covering molecules of theoretical interest, natural products and pharmaceuticals

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
Guided Independent StudyAssessment preparation and completion130:0030:00Assessment - Preparation and completion of end of semester alternate assessment (DL)
Guided Independent StudyAssessment preparation and completion480:5040:00Assessment - Preparation and completion of revision for end of semester alternate assessment (DL)
Guided Independent StudyAssessment preparation and completion158:0058:00Independent study - Background reading, coursework exercises and practice past exam questions (DL)
Guided Independent StudyAssessment preparation and completion15:005:00Online MCQ
Placement/Study AbroadDL on Placement 481:0048:00Lecture - online material via Canvas
Scheduled Learning And Teaching ActivitiesWorkshops31:003:00Online retrosynthesis workshops
Scheduled Learning And Teaching ActivitiesDrop-in/surgery161:0016:00Online drop-ins for student questions
Total200:00
Teaching Rationale And Relationship

Lectures materials are delivered electronically and these bring together advanced concepts in organic chemistry, encompassing synthetic and mechanistic principles. Student learning is supported by the provision of worksheets which are returned with formative feedback.

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

Exam Pairings
Module Code Module Title Semester Comment
CHY3108Advanced Organic Chemistry2N/A
Other Assessment
Description Semester When Set Percentage Comment
Computer assessment2M100Online alternate assessment and MCQ
Assessment Rationale And Relationship

The alternate assessment and MCQ will test the student's knowledge and understanding of the content of this module in the context of both synthetic and mechanistic chemistry.

Reading Lists

Timetable