Posted by Andrew on Saturday, January 24, 2009 at 1:37pm.
I think the answer is in this part of what I gave you earlier. I have bolded the term allylic.
The reagent dissolves the alcohol, removing the OH group, forming a carbocation. The speed of this reaction is proportional to the energy required to form the carbocation, so tertiary, benzylic, and allylic</> carbocations react quickly, while smaller, less substituted, alcohols react more slowly. The cloudiness observed is caused by the carbocation immediately reacting with the chloride ion creating an insoluble chloroalkane.
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