C.2510- Functional Groups

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Just the girls in the gangs that I don't know that well

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7 Terms

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Carboxylate

The deprotonated form of carboxylic acid. Very polar (- charge on single-bonded oxygen stabilized by resonance)

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Guanidinium

  • Ionic

  • Resonates

  • Very basic, quite high pKA

<p>Guanidinium</p><ul><li><p>Ionic</p></li><li><p>Resonates</p></li><li><p>Very basic, quite high pKA</p></li></ul><p></p>
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Phosphate

  • Deprotonates at neutral pH: ionic

  • Resonates

  • Crazy acidic, low pKa

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Enol

  • The other form of a ketone (think E-K tautomerization)

  • Partial negative charge exists on the alkene carbon.

<p>Enol</p><ul><li><p>The other form of a ketone (think E-K tautomerization)</p></li><li><p>Partial negative charge exists on the alkene carbon.</p></li></ul><p></p>
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Imidazole

  • Famous amino acid in histidine

  • Used as a catalytic base

  • Protonated form (imidazolium) very basic

<p>Imidazole</p><ul><li><p>Famous amino acid in histidine</p></li><li><p>Used as a catalytic base</p></li><li><p>Protonated form (imidazolium) very basic</p></li></ul><p></p>
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Thiol

  • Beloved by cysteine

  • larger and more stable than an alcohol

    • Therefore slightly more acidic

  • Deprotonated = Thiolate

<p>Thiol</p><ul><li><p>Beloved by cysteine</p></li><li><p>larger and more stable than an alcohol</p><ul><li><p>Therefore slightly more acidic</p></li></ul></li><li><p>Deprotonated = Thiolate</p></li></ul><p></p>