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Author: Subject: Solubility of phthalic anhydride and resorcinol in sulfuric acid?
DrMario
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[*] posted on 26-12-2016 at 22:48
Solubility of phthalic anhydride and resorcinol in sulfuric acid?


Assume: I have access to Sigma-Aldrich chemicals.

Is resorcinol soluble in sulfuric acid? How does sulfuric acid concentration affect said solubility? Vs. temperature?

Same question for phthalic anhydride.

If you have experience with catechol or hydroquinone, share that, too.


Many thanks in advance. Your experience is very valuable!

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Herr Haber
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[*] posted on 27-12-2016 at 05:29


You'll find a lot of information about resorcinol and it's solubility in H2SO4 at different temperatures if you look for the styphnic acid threads.
And if that's not enough you'll find even more information in Urbanski (Vol I if memory serves).
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DrMario
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[*] posted on 27-12-2016 at 05:48


Quote: Originally posted by Herr Haber  
You'll find a lot of information about resorcinol and it's solubility in H2SO4 at different temperatures if you look for the styphnic acid threads.
And if that's not enough you'll find even more information in Urbanski (Vol I if memory serves).


It seems that resorcinol reacts with concentrated H2SO4. Not what I was expecting.
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DrMario
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[*] posted on 27-12-2016 at 05:59


Basically what I'm trying to do is synthesize fluorescein in the liquid phase.
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[*] posted on 28-12-2016 at 20:37


Making fluorescein is easy - maybe I don't understand your concerns. I have made small amounts of this beautiful dye by following the directions in Brewster (forum library).



The single most important condition for a successful synthesis is good mixing - Nicodem
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[*] posted on 28-12-2016 at 20:50


The two reactants melt together rather nicely as they react, even without any sulfuric acid present. The anhydrous ZnCl2 method still produces a crystal clear dark red liquid. Not sure if that helps.




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DrMario
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[*] posted on 31-12-2016 at 11:02


Quote: Originally posted by Amos  
The two reactants melt together rather nicely as they react, even without any sulfuric acid present. The anhydrous ZnCl2 method still produces a crystal clear dark red liquid. Not sure if that helps.

I need to have the reagents in liquid form and then inject them separately into a container where they will react. That's why I was hoping I can dissolve them in sulfuric acid first.
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[*] posted on 31-12-2016 at 12:18


Could you use a solvent. Maybe benzene?



The single most important condition for a successful synthesis is good mixing - Nicodem
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[*] posted on 1-1-2017 at 16:07


Quote: Originally posted by Magpie  
Could you use a solvent. Maybe benzene?

I don't mind using a solvent, but I have no idea how that would then work with sulfuric acid, which is necessary for the reaction to take place.
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[*] posted on 5-1-2017 at 13:31


Does anyone have insights if I can make this reaction work, be it at low yield, by starting from two solutions? If I wasn't very clear before, my initial idea was that both reagents could be dissolved in sulphuric acid. I am however open to whatever works.
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[*] posted on 6-1-2017 at 10:04


Quote: Originally posted by DrMario  

I need to have the reagents in liquid form and then inject them separately into a container where they will react.

Why?

Edit: Fixed broken quote

[Edited on 1-6-2017 by zts16]
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DrMario
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[*] posted on 8-1-2017 at 12:24


Bump.
Hoping someone will answer.
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[*] posted on 8-1-2017 at 12:41


Me too.
Why do you need the reactants in liquid form?
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DrMario
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[*] posted on 20-1-2017 at 07:34


I am still waiting for a constructive answer, and would be grateful to the smart lady or gentleman who might provide it.
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[*] posted on 21-1-2017 at 06:48


You have had several constructive answers that can be summed up as "It won't work because sulphuric acid reacts with resorcinol".

I'm also still waiting for an answer.
Let me know when something changes.
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