e-methyl-1-proporypropane chloro 1(2-chloroproporyh2-methyipropane Reactions of alcohols Conversion to Alkyl Chlorides by Reaction with HCl: Tertiary alcohols, or alcohols which can lose the hydroxyl group to form a stable carbocation, can undergo an S,I substitution reaction with hcl gas dissolved in ether to give the corresponding alkyl chloride. Again, the reaction is limited to alcohols that can from stable carbocations ether.0°c CH Conversion to Alkyl Bromides by Reaction with PBr. Primary and secondary alcohols react with PBr, to form an intermediate phosphite ester which undergoes S,2 attack by bromide anion to yield the alkyl bromide with inversion of configuration(the stereochemical inversion is simply a result of the displacement)Reactions of Alcohols Conversion to Alkyl Chlorides by Reaction with HCl: Tertiary alcohols, or alcohols which can lose the hydroxyl group to form a stable carbocation, can undergo an SN1 substitution reaction with HCl gas dissolved in ether to give the corresponding alkyl chloride. Again, the reaction is limited to alcohols that can from stable carbocations. Conversion to Alkyl Bromides by Reaction with PBr3: Primary and secondary alcohols react with PBr3 to form an intermediate phosphite ester which undergoes SN2 attack by bromide anion to yield the alkyl bromide with inversion of configuration (the stereochemical inversion is simply a result of the SN2 displacement)