CHEM 2E03 Chapter Notes - Chapter 12: Alkane, Reagent, Birch Reduction

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15 Sep 2016
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Changing the position of a halogen: elimination, addition: regiochemical outcome must be carefully controlled: Choice of base: small (naome) more substituted, big/bulky (tbu-ok) less substituted. Peroxide use: peroxide anti-markovnikov, no peroxide . When changing the position of a hydroxyl group: the oh must be converted into a tosylate (ots) by adding tscl, pyridine , followed by the same technique of elimination then addition. To move the position of a double bond: first, addition gets rid of the double bond, which is reagent controlled. Installing functionality in a compound with no functional groups: alkane with no functional groups (radical bromination) halogenated alkane (elimination ) alkene. Alkylation of a terminal alkyne increases the size of a carbon skeleton. Reaction can be viewed from the perspective of the alkyl halide, making it the starting material. Alkynide ion can be used to achieve the installation of a triple bond onto an existing carbon.