FREE RADICAL HALOGENATION

FREE RADICAL HALOGENATION - FREE RADICAL HALOGENATION -...

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FREE RADICAL HALOGENATION - substitutes a Cl or Br for an H on an alkane - photochemical (only occurs when performed in the presence of uv light (hv)) - 3 steps: 1. Initiation step separation of the halogen (X 2 ) into 2 radicals (2X·) by hv 2. Propagation steps abstraction of the hydrogen atom from the 3° carbon, which forms the 3° radical 3° radical then reacts with another one of the Cl molecules to form the product another chlorine radical is regenerated, so it could go on forever as long as there are reagents ( chain reaction ) Note: H atoms that are attached to more highly substituted carbons are more reactive in free-radical halogenation reactions, because the radical they form is stabilized by neighboring alkyl groups . These alkyl groups have the ability to donate some of their electron density to the electron- deficient radical C (a radical is short one electron of filling the atom’s valence octet). Thus the hydrogen on the 3° carbon here is abstracted in
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This note was uploaded on 03/21/2008 for the course CHEM 261 taught by Professor Austell during the Spring '08 term at UNC.

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FREE RADICAL HALOGENATION - FREE RADICAL HALOGENATION -...

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