CHEM266 Chapter 6: Top Hat Chapter 6 Notes

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Isomer: two or more compounds that have the same molecular formula, but are different because they are not superposable in 3d. Two types of isomers = structural / constitutional isomers and stereoisomers. Same molecular formula, but their atoms are bonded in a different order. Different compounds and may have very different chemical and physical properties. Same molecular formula and connectivity, but differ in arrangement of atoms in space (e. g. cis and trans isomers) Cis stereoisomers have groups on the same side, trans stereoisomers have groups on the opposite sides. Cahn-ingold-prelog convention is used for alkenes that cannot be named using cis or trans nomenclature (alkenes that have more than two different groups in vinylic positions) With double or triple bonds (sp2 or sp), must be artificially transformed into sp3 atoms and treat as single bonds. Mirror-image stereoisomerism occurs when a molecule and its mirror image are non-superposable. Chiral: molecule whose mirror image is non-superposable and is a different molecule.

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