Ch 3 - Alkenes - the same side Typical representatives are...

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IUPAC Nomenclature (Alkenes and Alkynes) 1. find the longest chain with a double (or triple) bond 2. number in direction to give lowest number to the double (or triple) bond 3. the substituents are located and named as with alkanes ie list # then substituents (using prefixes) in aphabetical order. (iso- has priority over di-, tri- etc.) 4. Alkenes have an infix of ʻ en ʼ and alkynes have an infix of ʻ yn ʼ
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Cahn-Ingold-Prelog Rules for E, Z designation 1. assign priorities at each carbon A. atomic # : greatest atomic number has highest priority B. progress until the first difference – base priority on it (atomic #). C. double or triple bonds - atoms are bonded to equivalent # of similar atoms 2. E = entgagen = higher priority groups on opposite sides Z = zusammen = (together ) higher priority groups on
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Unformatted text preview: the same side Typical representatives are Ethene , plant growth hormone H H H H HO HO O H N Morphine Fatty acids O HO O HO cis Oleic acid trans Oleic acid O HO Linolenic acid Retinal Visual pigment O HO H H H H H Cholesterol Steroids are important in mammalian biology O H H H O Progesterone H H H OH O Testosterone Limonene Citrus limon -Phellandrene Eucalyptus globulus OPP OPP OPP OPP OPP OPP OPP H Monoterpenes (C10) Geranyl pyrophosphate Geranyl pyrophosphate What controls the regiochemistry of the deprotonation? OPP OPP + 2 electrons Complex mechanism (not covered) Squalene Triterpenes (C30) Me Me Me Me Me Me O Me Me Me Me HO H H Me Lanosterol formation Lanosterol Triterpene biosynthesis O Me Me Me Me HO H H Me Lanosterol Me Me Me Me Me Me O...
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This note was uploaded on 03/01/2010 for the course CHEM 1570 taught by Professor Usher, d during the Spring '08 term at Cornell University (Engineering School).

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Ch 3 - Alkenes - the same side Typical representatives are...

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