IV. Isomer Notes 135 F16

IV. Isomer Notes 135 F16 - 1 IV Isomers Constitutional...

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1 IV. Isomers Constitutional Isomers – differ in the way that atoms are connected Geometric Isomers Result from restricted rotation about bonds a. Cyclic compounds
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2 a. Alkenes Cannot rotate around a double bond without breaking the pi bond. (62 kcal/mol) Cis and trans isomers have different physical properties and can be separated.
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3 E,Z Nomenclature System Z isomer E isomer zusammen - german : together entgegen - german : opposite Cahn-Ingold-Prelog Priority System 1. Atomic number of the attached atom
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4 2. If the attached atoms are the same, move outward from the point of attachment and consider the atomic numbers of the “attached” atoms. 3. If an atom it doubly bonded to another atom it is treated as if it has single bonds to two of those atoms. If a triple bond it is treated like is has single bonds to thre of those atoms. 4. In the case of isotopes the one with the higher mass has higher priority.
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5 Chirality Chiral Any object that is not superimposable on its mirror image Ex: Hands Feet Screw Scissors Achiral – Any object that is superimposable on its mirror image Ex: Nail Hammer Ball Spoon An object is achiral if an internal plane of symmetry exists
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6 Isomers with One Asymmetric Carbon Center Asymmetric carbons - four different substituents attached Molecules that contain a single asymmetric carbon are chiral Enantiomers Chiral Molecules - mirror image stereoisomers (non-superimposable)
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