Hello, finally I am asking you some questions about the hydrolysis stability between urethane and ester groups.
Let me clarify my question. I would like to compare hydrolysis stability among urethane, amide, and ester in base condition.
(But, it would be better if you could share the stability in acidic condition as well with me.)
I found the outcome from many papers saying that amide group is more stable in hydrolysis in base condition than ester. I guess it is because of its stable tautomerized structure
(I am not sure the reason, I appreciate it if you would point it out, but at least I can check the order of stability).
However, for urethane functional group, it is kind of hard to find the sequence of stability, which one is the stablest, middle-stable, and the least stable in hydrolysis??
What I really want to do is compare the stability quantitatively. I tried to figure out how more stabler using pKa value. But, I do not think I totally know, so could not reach the comparison. If there are other factors to consider, it would be definitely helpful if you let me know.
Thank you for reading.
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- Sulfites
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