The final target molecule is 1-chloro-2-amino propane.
The amination step would be simple via reductive amination of 1-chloro-iso-propanone.
Obtaining 1-chloro-iso-propanone would be from nucleophillic addition-elimination of 1-chloro-iso-propanol by H2O under acidic conditions (or oxidation using potassium permanganate but no need for such a reagent when a simpler route available).
However, assuming you started with only iso-propanol and you wanted to chlorinate only one of the two terminal carbons, how would you do this? I understand $\ce{SOCl2}$ would of course be the chlorinating reagent, but with no blocking group it would simply attack both carbons. Attempting to add a blocking group would block both carbons also as they are symmetrical and identical.