pKa's of Functional Groups

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12 Terms

1
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Phenols

8-10

2
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carboxylic acids

3-5

3
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B-dicarbonyl compounds

3-5 (many b-dicarbonyl compounds have a higher pka, but most pharmaceutically useful ones have an acidic pKa due to the other factors associated with the stability of the enol)

4
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imide

9-11

5
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acylurea

9-11

6
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sulfonamide

9-10

7
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n-arylsulfonimide

5-6

8
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Sulfonimide

5-6

9
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Amino

9-11

10
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Guanidino

11-12

11
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Phosphoryl

2-3

6-7

12
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Thiol

10