As you know, citric acid has three carboxylic acids with pka: 3.13, 4.76, and 6.4 as well as a hydroxyl group with pka 11.6 to 14.5 (depending on the reference). On the other hand, OH has a potent electronegativity compared with carboxylic group. As such, in mild acidic condition (5-6), epoxide ring of glycidol reacts with hydroxyl group? or with carboxylic group (alcohol side)? which one is the possible reaction?. I hypothesized that the reaction goes on between epoxide ring and hydroxyl group but I am not confident that in pH 5-6 hydroxyl group can participate in ring opening reaction while it is not deprotonated yet.
The OH group of glycidol already occupied with another reagent.
Thank you in advance for your help.
Yor will get hyperbranched polyglycerol see articles:
https://pubs.rsc.org/en/content/articlepdf/2018/ra/c7ra12861d
Article Green Synthesis of Hyperbranched Polyglycerol at Room Temperature
Dear Jürgen Wintner thank you for your help.
I've read this paper the polyglycerol can be obtained if we have glycidol monomers and citric acids in the reaction, but in my research OH group of glycidol already occupied with some compound, which glycidols cannot polymerize using OH group. So I've only epoxide ring in reaction. I want to know the possible reaction between epixde ring and citric acid.
Thank you.
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