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Conversion of Alcohols into Alkyl Halides

Conversion of Alcohols into Alkyl Halides. Reactions with HX, SOCl 2 , PBr 3. Conversion of Alcohol into a Leaving Group. Form Tosylate ( p- TsCl, pyridine) Use strong acid (H 3 O + ) Convert to Alkyl Halide (HX, SOCl 2 , PBr 3 ). Alcohols to Alkyl Halides. S N 1: Carbocations can Rearrange.

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Conversion of Alcohols into Alkyl Halides

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  1. Conversion of Alcohols into Alkyl Halides Reactions with HX, SOCl2, PBr3

  2. Conversion of Alcohol into a Leaving Group • Form Tosylate (p-TsCl, pyridine) • Use strong acid (H3O+) • Convert to Alkyl Halide (HX, SOCl2, PBr3)

  3. Alcohols to Alkyl Halides

  4. SN1: Carbocations can Rearrange

  5. Lucas Test

  6. Qualitative test for Alcohol Characterization

  7. 1o and 2o Alcohols: best to use SOCl2, PBr3,or P/I2

  8. Thionyl chloride mechanism

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