Chapter 3

Chapter 3 - lower priority higher priority lower priority H...

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Chapter 3: Alkenes and Alkynes
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Alkenes and Alkynes 1. The multiple bond is considered a "high priority", so it must me included in the "longest" chain 2. Always count from the end closest to the multiple bond A few additional IUPAC naming rules: 1 2 3 4 5 6 1 2 3 4 5 3,4-dimethyl-1-pentene 5-methyl-1,3-butadiene butane 1-butene 2-butene 1-butyne 2-butyne
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The Cahn-Ingold-Prelog (CIP) Priority System How do we assign ( E )- or ( Z )- with multiple substituents? H Me Me H Me H Me H cis –2-butene trans –2-butene (Z) –2-butene (E) –2-butene H Cl F Me Br Cl O H HO The Cahn-Ingold-Prelog (CIP) Priority System 1. The higher atomic number has the highest priority (the higher atomic mass breaks ties between isotopes). 2. If both atoms have the same atomic number, then apply rule #1 to the substituents off each atom. 3. For multiple bonds, count each bond as a separate single bond to the substituent. What about these molecules?
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The Cahn-Ingold-Prelog (CIP) Priority System bonded to one oxygen and two hydrogens –
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Unformatted text preview: lower priority higher priority lower priority H Cl F Me Br Cl O H HO 1. The higher atomic number has the highest priority (the higher atomic mass breaks ties between isotopes). 2. If both atoms have the same atomic number, then apply rule #1 to the substituents off each atom. 3. For multiple bonds, count each bond as a separate single bond to the substituent. higher priority lower priority higher priority lower priority F Me Br Cl ( E )-1-bromo-1-chloro-2-fluoro-1-propene H Cl O H HO O H H bonded to two oxygens and one hydrogen higher priority ( Z )-3-chloro-2-hydroxymethyl-propenal O O O O O O O O O O O O O O O O O O Alkenes in Biology O O O O O O O O O O O O O O O O O O A Saturated Fat An (Omega-3) Unsaturated Fat A Trans-Fat Alkenes in Biology Alkenes in Biology H O H H H H O H trans-Retinal cis-Retinal Nerve Impulse Alkenes in Biology...
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Chapter 3 - lower priority higher priority lower priority H...

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