WM What's in a Medicine?
WM1 Synopsis
A study of aspirin, its chemistry and synthesis, illustrating some of the features of the history of pharmaceuticals and the pharmaceutical industry. Main topics:
• medicines based on natural products;
• identification of the active principle of aspirin by spectroscopic methods;
• chemical aspects of aspirin;
• synthesis of salicylic acid and aspirin;
• formulation and delivery of medicines;
• development and testing of medicines.
WM2 Learning outcomes
Candidates should be able to:
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(a) |
recognise members of the following homologous series: phenols, acyl chlorides, esters; |
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(b) |
use systematic nomenclature to name carboxylic acids and esters; |
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(c) |
describe and explain the acidic nature of carboxylic acids; |
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(d) |
describe and explain the reaction of alcohols with carboxylic acids to form esters; |
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(e) |
describe and explain the following properties of phenols :
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(I) (ii) (iii) |
acidic nature, test with iron (III) chloride solution reaction of phenols with acyl chlorides to form esters |
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(f) |
account for the increasing relative strengths as acids of alcohols, phenols and carboxylic acids. |
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(g) |
recall the technique of heating under reflux for reactions involving volatile liquids; |
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(h) |
recall the technique of thin layer chromatography (t.l.c.) and interpret results; |
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(i) |
describe how the following forms of spectroscopy can be used for the elucidation of |
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molecular structure: |
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(a) mass spectrometry (m.s.), (ii) infrared spectroscopy (i.r)
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(j) |
interpret mass spectra (molecular ion and significance of the fragmentation pattern) |
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for salicylic acid and simple compounds containing a limited range of functional |
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Groups (hydroxyl, carbonyl, carboxylic acid and ester groups) given relevant information;
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(k) |
interpret infrared spectra for salicylic acid and simple compounds containing a limited |
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Range of functional groups (hydroxyl, carbonyl, carboxylic acid and ester groups) given relevant information.
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(l) |
show awareness that more effective medicines can be obtained by modifying the structure of existing medicines. |
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(m) |
show awareness of the procedures used in developing and establishing the safety of a medicine. |
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