CH2OR1-Further Organic Chemistry

Module Provider: Chemistry
Number of credits: 20 [10 ECTS credits]
Level:5
Terms in which taught: Autumn / Spring / Summer module
Pre-requisites: CH1OR1 Shape, Structure and Reactivity in Organic Chemistry or CH1OR2 Fundamentals of Organic Chemistry and CH1OR4 Further Fundamental Organic Chemistry for Biologists
Non-modular pre-requisites:
Co-requisites:
Modules excluded:
Module version for: 2016/7

Module Convenor: Dr John McKendrick

Email: j.e.mckendrick@reading.ac.uk

Summary module description:

Aims:
To build on the basic concepts of organic chemistry with a more detailed treatment of selected topics.

Assessable learning outcomes:
Students who have successfully completed this module will be able to:
• Have an appreciation for the utility of the carbonyl group in Organic Chemistry.
• Appreciate how structure, shape and reactivity are linked when considering Organic reactions.
• Explain how Organic chemists have studied and unravelled the mechanism of Organic reactions.


Additional outcomes:
The tutorial/workshop environment will improve the students’ oral and presentation skills.

Outline content:
P. B. Cranwell (5 Lectures) Further Carbonyl Chemistry
Revision of alpha-acidity of carbonyl compounds. The aldol condensation reaction, crossed aldol condensations, Claisen condensation, Dieckmann condensation, the use of 1,3-dicarbonyl compounds, decarboxylation of 1,3-keto-acids, Michael addition reactions, Robinson annelation.

G D Brown (5 Lectures) Organometallics
Methods for forming C-C bonds using organometallic reagents; basic aspects of preparative carbanion chemistry.

J E Mckendrick (6 lectures) Radical Reactions in Synthesis
The properties and use of free radicals in synthesis will be discussed. Areas covered will include radical addition reactions, radical cyclisations. Tandem radical reactions, the acloin reaction and the Birch reduction.

F J Davis (5 Lectures) Molecular Rearrangements
Topics covered will include the Beckmann, pinacol, Curtius, Hofmann, Baeyer-Villiger and Lossen rearrangements and their use for the synthesis of molecules of industrial importance.

F J Davis (5 Lectures) Conformational Analysis
Differences between conformational and configurational isomers; staggered and eclipsed forms of ethane; butane and butane derivatives; elimination reactions; cyclic systems; small, normal, medium and large rings; entropy and enthalpy factors in ring formations; conformational isomerisation in cyclohexane and relationship to reactivity; decalin systems and steroids.

J. Mckendrick (5 Lectures) Synthesis of Alicyclic Compounds
The methods available for the synthesis of small, medium and large carbo- and hetero-cyclic rings will be outlined, with suitable examples.

G D Brown (5 Lectures) Physical Aspects of Organic Chemistry
Factors which drive organic reactions: Isotope effects, Hammett Equation, Rate Equations and Organic Thermodynamics.

Brief description of teaching and learning methods:
Approximately three one-hour lectures per week with roughly one tutorial or workshop on related material every two weeks.

Contact hours:
  Autumn Spring Summer
Lectures 10 26
Seminars 1 2 6
Tutorials 2 4
Guided independent study 37 68 44
       
Total hours by term 50.00 100.00 50.00
       
Total hours for module 200.00

Summative Assessment Methods:
Method Percentage
Written exam 80
Set exercise 20

Other information on summative assessment:
Coursework 20%

Tutorials (written work and oral contribution) 20%

Students attend tutorials and workshops on the material covered in this module. Attendance is compulsory at both. Tutorials are assessed on both the written work and oral contribution.

Submission dates: Tutorials must be submitted as detailed on Blackboard.

Examinations 80%

The six hours in the Summer term will be allocated to revision.

Formative assessment methods:
2 x workshops on problems of the type encountered in tutorials and examinations.

Penalties for late submission:

For students on chemistry-based degree courses any unexplained absence from more than two tutorials in chemistry will automatically incur a formal warning from the Department Director of Teaching and Learning.
The Module Convenor will apply the following penalties for work submitted late, in accordance with the University policy.
  • where the piece of work is submitted up to one calendar week after the original deadline (or any formally agreed extension to the deadline): 10% of the total marks available for the piece of work will be deducted from the mark for each working day (or part thereof) following the deadline up to a total of five working days;
  • where the piece of work is submitted more than five working days after the original deadline (or any formally agreed extension to the deadline): a mark of zero will be recorded.

  • The University policy statement on penalties for late submission can be found at: http://www.reading.ac.uk/web/FILES/qualitysupport/penaltiesforlatesubmission.pdf
    You are strongly advised to ensure that coursework is submitted by the relevant deadline. You should note that it is advisable to submit work in an unfinished state rather than to fail to submit any work.

    Length of examination:
    2 hrs

    Requirements for a pass:
    A mark of 40% overall

    Reassessment arrangements:
    Reassessment will be held in August 2016 and will be by examination only worth 100%.

    Additional Costs (specified where applicable):
    1) Required text books:
    2) Specialist equipment or materials:
    3) Specialist clothing, footwear or headgear:
    4) Printing and binding: Printing Of Notes Using University Printers Costs 5P Per B
    5) Computers and devices with a particular specification:
    6) Travel, accommodation and subsistence:

    Last updated: 21 December 2016

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