Conversion of Alcohols into Alkyl Halides Reactions with HX,SOCl2,PBr3
Conversion of Alcohols into Alkyl Halides Reactions with HX, SOCl2 , PBr3
Conversion of alcohol into a Leaving group Form Tosylate (p-TsCl,pyridine) Use strong acid (H3O+) Convert to Alkyl Halide (HX,SOC12,PBr3)
Conversion of Alcohol into a Leaving Group • Form Tosylate (p-TsCl, pyridine) • Use strong acid (H3O+ ) • Convert to Alkyl Halide (HX, SOCl2 , PBr3 )
Alcohols to alkyl Halides OH HX (HCI or HBr) +HOH rapid SN1 3 alcohol HX -X OH HOH moderate SN1 2°alcohol
Alcohols to Alkyl Halides OH 3 alcohol o HX (HCl or HBr) X + HO H rapid SN1 OH HX moderate S N1 X + HO H 2 alcohol o
Sy1:Carbocations can Rearrange B HBr cis trans
SN1: Carbocations can Rearrange HO HBr Br + Br cis & trans
HO Br D cis trans HO ⊕
HO H-Br Br + Br cis & trans HO H H - H2O Br Br