Mono-esterify a mono-phosphate salt group to a carboxylic acid

  • Thread starter Thread starter Alexander Roschinkov
  • Start date Start date
  • Tags Tags
    Acid Group Salt
AI Thread Summary
The discussion centers on the synthesis of mono-esterified mono-phosphate salt groups from carboxylic acids, specifically focusing on the reaction between acetic acid and sodium dihydrogen phosphate. The reaction is noted to yield acetyl phosphate, with the process typically involving transesterification of an organic acetate with phosphoric acid rather than a direct reaction. While the synthesis of the compound itself is not considered particularly challenging, the complexities lie in the separation, isolation, and workup of the product, which require optimization. Participants express a desire for an optimal synthesis route but acknowledge that existing resources, such as Google, may provide sufficient information.
Alexander Roschinkov
Messages
3
Reaction score
0
TL;DR Summary
Organic Chemistry
I am interested to see if anyone knows the easiest way to mono-esterify a mono-phosphate salt group to a carboxylic acid.

How to facilitate the resultant -> product ?

CH3COOH + NaH2PO4 ‐> C2H4NaO5P + H20
Screenshot_20211017-151346_Molecular Constructor.jpg
 
Chemistry news on Phys.org
You can google “acetyl phosphate preparation” to get several results on how the compound is prepared commercially. Generally, it goes through a transesterification of an organic acetate with phosphoric acid, rather than a direct reaction of acetic acid with a phosphate, though the latter will probably work at least a little bit under the right conditions. The compound itself isn’t likely to be particularly difficult to make, but the separation/isolation/general workup is probably where most of the optimization of the reaction happens.
 
Thanks for the response,
Would you happen to have an optimal route to synthesis?
 
Alexander Roschinkov said:
Thanks for the response,
Would you happen to have an optimal route to synthesis?
I’m not going to be able to do better than a google search can.
 
Thanks
 
It seems like a simple enough question: what is the solubility of epsom salt in water at 20°C? A graph or table showing how it varies with temperature would be a bonus. But upon searching the internet I have been unable to determine this with confidence. Wikipedia gives the value of 113g/100ml. But other sources disagree and I can't find a definitive source for the information. I even asked chatgpt but it couldn't be sure either. I thought, naively, that this would be easy to look up without...
I was introduced to the Octet Rule recently and make me wonder, why does 8 valence electrons or a full p orbital always make an element inert? What is so special with a full p orbital? Like take Calcium for an example, its outer orbital is filled but its only the s orbital thats filled so its still reactive not so much as the Alkaline metals but still pretty reactive. Can someone explain it to me? Thanks!!
Back
Top