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Ch1b2010_week8_a

Ch1b2010_week8_a - The pKa System pKa values are useful for...

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The pK a System pK a values are useful for estimating reactivity in organic chemistry K eq = [H 3 O + ][A - ] [AH][H 2 O] K a = [H 3 O + ][A - ] [AH] pK a = –logK a AH ( aq ) + H 2 O ( l ) H 3 O ( aq ) A ( aq ) + K eq
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The pK a System pK a values are useful for estimating reactivity in organic chemisty K eq = [H 3 O + ][A - ] [AH][H 2 O] K a = [H 3 O + ][A - ] [AH] pK a = –logK a AH ( aq ) + H 2 O ( l ) H 3 O ( aq ) A ( aq ) + K eq H Cl HO S O H O O H 3 C O O H N H H H H CH 3 CH 2 S H O H H 3 C O H H H 3 C O CH 2 H H 3 C H N H H H H H H H C H H H H HO pK a pK a pK a
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Periodic Trends and Acidity the stability of the conjugate base determines the pK a of the acid • stable conjugate bases lead to low pK a values compare the following: pK a H OH H NH 2 H F pK a H SH H OH H SeH
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Electronegative Atoms Stabilize Anions Inductively the stability of the conjugate base determines the pK a of the acid • stable conjugate bases lead to low pK a values compare the following: pK a O OH H H H O OH Cl H H O OH Cl H Cl O OH Cl Cl Cl pK a O OH O OH O OH Br Br Br
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Hybridization Influences Acidity
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