Qualitative Comparison of Acidities

Qualitative Comparison of Acidities - Qualitative...

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Qualitative Comparison of Acidities : When an acid ( H - A ) loses a proton, its conjugate base ( A - ) has to deal with the burden of accommodating an extra lone-pair of electrons. + A H A H (3 lone-pairs) (4 lone-pairs) The strength of an acid depends on how well its conjugate base can “handle” the extra lone-pair. Scenario 1: The conjugate base is great at accommodating the extra lone-pair. Sceanrio 2: The conjugate base is bad at accommodating the extra lone-pair. + I H I H No prob. I got this! + F H F H I can't stand all this negativity! Conjugate base is stable (weak), so acid is strong . Conjugate base is unstable (strong), so acid is weak . We can estimate the relative acidity of different compounds by comparing their structures. Here are some structural features to look out for: 1. Electronegativity : For atoms along a row of the periodic table, the more electronegative the atom that H is attached to, the more acidic the compound.
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This note was uploaded on 03/12/2010 for the course CHEM chem 140A taught by Professor Dr.yang during the Fall '07 term at UCSD.

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Qualitative Comparison of Acidities - Qualitative...

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