Solubility of organic acids in NaHCO3 (sodium hydrogen carbonate)

Started by apurva, September 29, 2022, 02:11:16 PM

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apurva

Question:
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chenbeier

All are acidic and can react with bicarbonate.

uma

Sodium hydrogen carbonate can dissolve carboxylic acids and picric acids which are strong enough to react with NaHCO3.
o-Nitrophenol is a weak acid so it can not react with NaHCO3.
Rest all will decompose hydrogen carbonate to carbon dioxide gas and water .

chenbeier

Quoteo-Nitrophenol is a weak acid so it can not react with NaHCO3.
Is it so? Bicarbonate will be dissolved in phenol already. So Nitrophronol is more acidic as phenol itself. Maybe check in practise in a lab.

chenbeier

You are right I am wrong.

The pKa value of bicarbonate is 6.37 which is lower than the pKa value of nitrophenol which makes bicarbonate a stronger acid and stronger acids cannot abstract protons from a weaker acid. Hence nitrophenol cannot dissolve in bicarbonate solution.

uma

Quote from: chenbeier on September 30, 2022, 05:40:54 AM
You are right I am wrong.

The pKa value of bicarbonate is 6.37 which is lower than the pKa value of nitrophenol which makes bicarbonate a stronger acid and stronger acids cannot abstract protons from a weaker acid. Hence nitrophenol cannot dissolve in bicarbonate solution.
Phenols do not react with NaHCO3
and  o-nitrophenols are not strong like trinitrophenols so they do not react because they are the weakest in the given list of acids.

chenbeier

I corrected my answer already.
By  the way Is there any possibility to modify posts like in other forums usually possible. Maybe with a time delay of 30 min.

uma

Quote from: chenbeier on September 30, 2022, 06:05:29 AM
I corrected my answer already.
By  the way Is there any possibility to modify posts like in other forums usually possible. Maybe with a time delay of 30 min.

Sorry No idea

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