CH325 – Organic Chemistry
Semester 1 – 10 Lectures Prof. Nick Tomkinson
“Designing Organic Synthesis”
TG 608
Nicholas.Tomkinson@strath.ac.uk
Office hour: Thursday 10:00-11:00
Assessment
20 credits for the module
33% Continual assessment (over 2 semesters)
66% Final assessment (summer)
Class Tests:
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First semester Prof. Tomkinson (6.66%)
First Semester Dr Parkinson (6.66% spectroscopy)
Second semester set by Prof. Kerr (6.66%)
Workshop Semester 2: (Prof. Tuttle)
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Second semester Prof. Tuttle (13.33%).
May Examination:
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Two sections A and B.
Section A (Organic) 2 questions Tomkinson, 2 questions Kerr
Section B (Spectroscopy) 2 questions Parkinson
Answer 4 questions in total and at least one from each section
Chemistry
Chemists perform two roles:
• Make compounds
• Measure properties of compounds
This course is concerned with making compounds
Year 2:
• Functional group chemistry (reactions)
• Reaction mechanism
You must understand and use previous knowledge in this course
Functional Groups
You should be able to name each of these functional groups – make sure you have a go.......
Synthetic Targets
Jargon
Target Molecule (TM):
The molecule whose synthesis
is being planned
Disconnection:
Imaginary process that is the
reverse of real chemical reactions
Retrosynthetic analysis:
Allows us to dissect a molecule
and arrive at simpler starting
materials
Jargon
Synthon: A hypothetical fragment (usually an
ion) produced by a disconnection
Synthetic Equivalent (S/E): A reagent carrying
out the function of a
synthon
Jargon
Functional Group Interconversion (FGI):
Changing a functional group by a known
transformation e.g. oxidation or reduction
Disconnection
A good disconnection:
• Makes molecule simpler
• Has a good mechanism
C–X bond challenges:
Mechanism Revision
Williamson ether synthesis
Schotten-Baumann Reaction
Amide reduction using LiAlH4
Reductive amination