Which Hydrogen Will the Base Extract?

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The discussion revolves around the extraction of alpha hydrogen by a base in two compounds, specifically focusing on why the hydrogen removed is not adjacent to the chlorine atom. Participants are encouraged to consider the effects of inductive versus resonance influences on hydrogen removal. The conversation highlights the importance of comparing the pKa values of acetophenone and chloroacetone to understand the reactivity differences. The relationship between the structure of the compounds and their acidity is emphasized as a key factor in the reaction. Understanding these concepts is crucial for predicting the behavior of similar chemical reactions.
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Homework Statement


See the pic (I know, its not clear but still).

2e0kydt.jpg

Homework Equations


The compound is reacting with a base. The pic shows the alpha hydrogen taken out by the base.
Why in both the compounds that alpha H is taken out which is not near Chlorine. Why not the H which is near the halogen?
 
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Think about inductive vs. resonance effects. Which one has a greater influence? What is the "pKa of acetophenone" vs "pKa of chloroacetone"? Those are good google terms...
 
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