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Acidity in organic compounds and hybridization
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[QUOTE="kirsten_2009, post: 4990897, member: 223238"] [h2]Homework Statement [/h2] [ATTACH=full]78357[/ATTACH] Label the acid hydrogen in each of the following compounds and arrange them in order of increasing acidity and explain the trend. [h2]Homework Equations[/h2] N/A [h2]The Attempt at a Solution[/h2] [B]I'm not quite sure what the question means by "label" the acidic hydrogen but I believe the most acidic hydrogen is the one closest to the most electronegative element, correct? I labeled them in the image with red but not sure if this is the conventional way of doing it or if I'm missing something? It just seems strange. [/B] [B]I would arrange them: C<B<A with A being the most acidic. [/B] [B]Why? My reasoning is that because the carbon with the triple bond is sp hybridized which means that 50% of its hybrid orbital is "s" character and since "s" orbitals are closer to the nucleus; they have a better capability of handling the negative charge left behind when the proton dissociates and thus forms a more stable conjugate base...same reasoning for the other two...thoughts? Thanks. [/B] [/QUOTE]
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Acidity in organic compounds and hybridization
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