CH610B Sophomore Organic II
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Dr. Brian
Pagenkopf |
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The following table lists the pka of compounds we commonly use in class. If you memorize this table, it will make understanding more of organic chemistry easier.
Important pKa values to know for Organic Chemistry
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Alkanes |
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51 |
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Amines |
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33-35 |
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Esters |
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23-25 |
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Ketones and aldehydes |
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18-20 |
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Alcohols |
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15-19 |
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Water |
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15.7 |
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b-Ketoesters |
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11 |
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b-Diketones |
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10 |
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Carboxylic acids |
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3-5 |
Why are the b-Ketoesters and b-Diketones so much more acidic than their ketone and ester counterparts? Resonance stabilization.
Note how the negative charge is spread evenly over both carbonyls:
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