The reaction of propene with hypochlorous acid which is also the mixture of chlorine gas and water is an electrophilic addition reaction. It proceeds through the carbocation intermediate.
The whole reaction sequence is given below:

JEE Main 2016 — Chemistry Organic Chemistry
The reaction of propene withHOCl (Cl2+H2O) proceeds through the intermediate:
Held on 3 Apr 2016 · Verified 6 Jul 2026.
CH3−CH(OH)−CH2+
CH3−CHCl−CH2+
CH3−CH+−CH2−OH
CH3−CH+−CH2−Cl
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The correct order of the rate of reaction of the following reactants with nucleophile by SN1 mechanism is: (Given : Structure I and II are rigid) 
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