Pka Values Answers – Flashcards
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[image][image] |
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20 |
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HI |
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-10 |
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HCl |
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-7 |
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H2SO4 |
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ca. -3 |
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HSO4- |
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2.0 |
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[image] |
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4.8 |
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H2S |
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7.0 |
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NH4+ |
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9.2 |
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[image] |
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10.0 |
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phenol |
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10 |
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acetone |
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20.0 |
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methanol |
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15.5
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CH3OH |
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15.5 |
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[image] |
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25 |
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alkyne |
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25 |
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NH3 |
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33 |
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ammonia |
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33 |
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C6H6 |
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ca. 43 |
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benzene |
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43 |
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CH4 |
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ca. 48 |
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methane |
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ca. 48 |
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ethyne |
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25 |
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will ammonia deprotonate ethylene? |
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yup. ammonia pKa 33, ethylene pKa 25 it's the amide ions that will deprotonate the ethylene, not ammonia itself |
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pKas of: ethane, ethene, ethylene |
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50, 44, 26 |
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; [image] ,; [image],;[image] ; |
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15.9, 4.8, -1.9 The trend is due to the fact that the respective conjugate bases get more stable for compounds left to right bc of nr of O atoms. pretty cool |
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why does ethane has higher pKa than ethene? |
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Upon the removal of H from ethane, the e will stay in an sp3 orbital, which is less stable than an sp2 orbital resulting from deprotonation of ethene. |
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Are e in sp or sp2 orbitals lower in energy? |
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sp, because an sp orbital has more s character than an sp2 orbital. An s orbital is more stable bc s orbitals are closer to the nucleus and very low in energy |