For aldehyde reactions: Aldol condensation vs. Keto-enol?

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Lazerous

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How do you differentiate between these two aldehyde reactions considering they both require 2 molar equivalents of an aldehyde and they both react with a base like NaOH.

Basically in Destroyer #7, if it went by keto-enol we would have gotten: propan-1-ene-ol, no?

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Also, is the mechanism for orgo destroyer #8 free radical halogenation?

Does Cl always go after alpha hydrogen's? What if the reagent was xs Bromine, what would happen then?

Thanks!
 
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