Write the preparation of isopropyl chloride using Cl₂.
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It would be difficult for you to generally prepare the isopropyl chloride with the help of the chlorine gas.
But, if you try to use the chlorine to propylene, you will get the output di-chloropropane.
You can start now with the isopropanol and can possibly replace the -OH group, so the chlorine becomes an oxidizer now which would give you other products.
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