AlkeneMechan1 - ) H B H H BH 2 H syn occurs two more times...

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H Br H Br H H Br Br HX addition (Markovnikov) MECHANISMS slow syn anti Acid catalyzed H 2 O addition (Markovnikov) H O H O H H O S O O O H H O H H O S O O O H H H H OH 2 H H O O H H H H OH 2 slow OH 2 + H H OH HO H 3 O syn anti H 3 O backside attack front Br Br Br Br Br 2 (or Cl 2 ) addition slow anti Br Br Br Br H 2 O Br O Hydrobromination (Br 2 and OH 2 ) This also works with Cl 2 and water. slow anti Br Br Br H H H 2 O Br Br HO H 3 O + Hydroboration and oxidation. ( Anti-Markovnikov addition of water to an alkene.
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Unformatted text preview: ) H B H H BH 2 H syn occurs two more times BR 2 H syn R 2 = two more alkenes 1) B H BR 2 H 2) O OH O OH H HO Na O OH R R H B O R R H 2 O H OH syn anti-Markovnikov H 2 O 2 , NaOH Full mechanism not shown here BH 3 THF H B H H + + -transition state =...
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This note was uploaded on 02/10/2011 for the course CHEM 333 taught by Professor Lavigne during the Fall '09 term at South Carolina.

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