CHEM 2211 1nd Edition Lecture 20 Outline of Last Lecture I Carbocation stability II Alkene reactions Outline of Current Lecture I Alkene reactions cont Current Lecture Alkene reactions The addition of alcohol to an alkene Alcohol reacts with alkenes in the same way that water does so it also requires an acid catalyst like H2SO4 o The product of this reaction is an ether Another way to convert an alkene to an alcohol is by hydroboration oxidation This reaction is two parts o 1 BH3 THF o 2 OH H2O2 H2O st 1 BH3 acts as the electrophile then the H bonded to boron is the nucleophile 2nd sodium hydroxide and hydrogen peroxide is added to the reaction mixture o This produces an alcohol The addition of a Halogen to an Alkene Good examples of halogen addition are Br2 and Cl2 The final product is vicinal meaning two bromides or chlorides are on adjacent carbons The 2 Br or Cl atoms are on either side of the double bond These notes represent a detailed interpretation of the professor s lecture GradeBuddy is best used as a supplement to your own notes not as a substitute The reaction cant be achieved without both reactants being dissolved first o CH2Cl2 readily dissolves them both Reaction diagrams Alcohols H2SO4 CH3CH CH2 CH3OH CH3CH CH2 OCH3 H Hydroboration oxidation 1 BH3 THF RCH CHR RCH CHR 2 HO H2O2 H2O H Halogen addition CH3CH CH2 Br2 CH3CH CH2 Br Br OH
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