gemar14
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pKa of an aldehydic hydrogen?
Do we have a good idea of what the pKa would be of an aldehydic hydrogen? I don't mean the hydrogens alpha to the carbonyl, but the hydrogen directly
attached to the carbonyl, the one in CHO. For example, how strong of a base would we need to turn formaldehyde into CHO-? I was thinking by analogy
with a vinylic hydrogen: we know ethylene to have a pKa of ~44 and formaldehyde is just ethylene with one side replaced by the more electronegative
oxygen. So, presumably the more negative oxygen would stabilize the negative charge more and give us a pKa lower than 44.
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clearly_not_atara
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Look up "acyl anion"
[Edited on 04-20-1969 by clearly_not_atara]
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DraconicAcid
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I think most bases are more likely to do a nucleophilic attack on the carbonyl.
Please remember: "Filtrate" is not a verb.
Write up your lab reports the way your instructor wants them, not the way your ex-instructor wants them.
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gemar14
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This is just what I needed. Thanks!
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Texium
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Thread Moved
2-3-2024 at 16:04 |
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