Chemical and Physical Properties: Isomerism

This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License Isomerism University of Lincoln presentation

Isomerism ,[object Object],[object Object],This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License

Types of Isomerism ,[object Object],[object Object],[object Object],[object Object],This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License

1. Structural isomerism This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License

Structural Isomerism This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License C 2 H 6 O These two compounds are structural isomers methoxymethane ethanol

Structural Isomerism This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License Structural isomers often have different chemical & physical properties o– m– p– – nitromethylbenzene

Exercise ,[object Object],[object Object],This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License

Answer ,[object Object],This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License An ester

2. Stereoisomerism a. Geometric isomerism This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License

Geometric Isomerism ( cis / trans ) ,[object Object],[object Object],This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License

Geometric Isomerism ( cis / trans ) ,[object Object],This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License

Geometric Isomerism ( cis / trans ) ,[object Object],[object Object],[object Object],This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License

Geometric Isomerism ( cis / trans ) ,[object Object],This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License Cis – diamminedichloroplatinum(II) Trans – diamminedichloroplatinum(II)

Geometric Isomerism ( cis / trans ) This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License There is restricted rotation about a C=C double bond and the two isomers are not inter-convertible without first breaking the C=C bond Cis -but-2-ene Trans -but-2-ene

Geometric isomerism helps you see! This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License This reaction is the central feature of human vision 11- cis -retinal 11- trans -retinal 11 12 R R’ R’ 11 12 R Cis Trans

2. Stereoisomerism b. Optical isomerism This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License

Optical Isomerism ,[object Object],[object Object],[object Object],This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License

For example This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License Nonsuperimposable mirror images Optical isomers are called ENANTIOMERS

Enantiomers ,[object Object],This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License Only one optical isomer of DOPA called L-DOPA, is effective in the treatment of Parkinson’s disease

Asymmetric Carbon ,[object Object],[object Object],This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License

CHIRAL Carbon This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License

For example – limonene This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License Lemons Oranges

For example – limonene This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License Lemons Oranges CHIRAL C

This work is licensed under a Creative Commons Attribution-Noncommercial-Share Alike 2.0 UK: England & Wales License Acknowledgements ,[object Object],[object Object],[object Object],[object Object],[object Object],[object Object],[object Object]

Chemical and Physical Properties: Isomerism

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Chemical and Physical Properties: Isomerism