alkene stab - All of the following molecules have 0-DUs: OH...

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Alkene Stability More highly substituted alkene isomers are more stable: hyperconjugation: Trans isomers are more stable than cis isomers because of steric interactions We can see this by heats of formation, combustion, or hydrogenation
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Fig. 5.3
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Alkene stability: Catalytic Hydrogenation
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Page 189 Eqn. 1 E, Z Nomenclature: Use the CIP rules to determine priority
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Prob. 5.8
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Degrees of Unsaturation (DUs): double bonds and rings take away H 2 in the molecular formula (a saturated hydrocarbon has the formula C n H 2n+2 ) and give the molecule a degree of unsaturation: C 6 H 12 C 6 H 14
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With a molecular formula, you can get the DUs: But, you must subtract one H for each N (trivalent) and add 1H for each halogen. Do nothing for oxygen.
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Unformatted text preview: All of the following molecules have 0-DUs: OH C 2 H 6 O NH 2 C 2 H 7 N Br C 2 H 5 Br Electrophilic Addition Reactions propene ethylene Markovnikovs Rule in action: HBr H 3 C CH 3 H Br Br The addition of the electrophile (H + ) produces the most stable carbocation. The reaction is said to go with high regiospecificity (if all one product is observed-a regiospecific reaction has occurred). Note: the larger electron density on the terminal carbon in propene. Why? A small hyperconjugative effect : H H Stereochemical Consequences: R +S (Racemic Mixt ure) Br Br H 3 C CH 2 CH 3 H HBr H Br Proof of Carbocation Formation: Rearrangements HBr addition to dienes and alkynes...
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This note was uploaded on 03/24/2009 for the course CHEMISTRY 030.205 taught by Professor Greenberg during the Fall '08 term at Johns Hopkins.

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alkene stab - All of the following molecules have 0-DUs: OH...

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