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Unformatted text preview: 17.6 Alcohols to Alkyl Halides: Tertiary: react with HCl or HBr (by SN1) Primary/Secondary: SOCl2, PBr3 (by SN2) Dehydration: Tertiary: acid catalyzed dehydration (H2SO4) (by E1) Secondary or Tertiary: POCl3/pyridine (base) (by E2) 17.7 Oxidation: Primary: PCC-->aldehyde, CrO3 (Jones Reagent)--> carboxylic acid Secondary: PCC-->ketone can also use any Cr3O7 Sheet1 Page 2 17.8 TMS-Cl is a protecting group, removed by either acid or fluoride ion (LiF)...
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