In the reaction, ROR′+HX⟶ROH+R′X
the correct order of reactivity of halogen acids is : HI>HBr>HCl
The smaller alkyl group always forms alkyl halide while bigger alkyl group
(or aryl group) forms alcohol (or phenol). CH3OCH(CH3)2+HI⟶CH3I+(CH3)2CHOH CH3OC6H5+HI⟶CH3I+ Phenol C6H5OH