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Topic: Sodium hydrogen carbonate instead of sodium hydroxide, why????  (Read 4949 times)

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Offline rhyno-of-the-port

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Hmm, in the synth of sulphanilamide why do i use NaHCO3 instead of NaOH to neutralise the HCl used in the controlled hydrolysis to remove the protecting acetyl group? Is it because it is a weaker base and the NaOH would pull everything off? Help Please

Offline shelanachium

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Re: Sodium hydrogen carbonate instead of sodium hydroxide, why????
« Reply #1 on: May 05, 2008, 07:47:03 AM »
I believe you are correct. Sulphonamides are more difficult to hydrolyse than carboxylic amides, therefore NaHCO3 will attack the acetyl-amide group but not the sulphonamide. NaOH would attack both.

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