Contrary to your assertion, the $\ce{COO-}$ provides no stabilization for the negative charge on amine, and is likely to modestly inhibit delocalization into the benzene ring as well. Otherwise, carboxylic acid dianion chemistry wouldn't work. Feature Preview: New Review Suspensions Mod UX, Creating new Help Center documents for Review queues: Project overview. Er dient. @DavePhD Once again you are quite correct. Asking for help, clarification, or responding to other answers. Diese Seite wurde zuletzt am 11. The amino group will make the compound very soluble in acid, because amines are basic. Structure, properties, spectra, suppliers and links for: 4-Aminobenzoate. When that happens, though, what's dissolving isn't the ethyl ester, but 4-aminobenzoic acid, the hydrolysis product. MathJax reference. Thanks for contributing an answer to Chemistry Stack Exchange! site design / logo © 2020 Stack Exchange Inc; user contributions licensed under cc by-sa. (Three years later, I know, but if I found it while searching other may, too.). Are there any acid-base indicators whose protonated and deprotonated forms have the same number of resonance structures? Ka = 1.8 x 10-5. Andere Ester der 4-Aminobenzoesäure, wie Procain, werden ebenfalls als Lokalanästhetika genutzt. Join Yahoo Answers and get 100 points today. Get your answers by asking now. d. Schweiz, Stand: September 2009. https://de.wikipedia.org/w/index.php?title=Benzocain&oldid=205409361, „Creative Commons Attribution/Share Alike“. Is ethyl 4-aminobenzoate soluble in NaOH? B. Performa von Durex oder Long Love von Amor).[7]. What is the expected major product resulting from the reaction of How do I find the Equation of the Normal for these...? Why is there 5GB of unallocated space on my disk on Windows 10 machine? November 2020 um 11:25 Uhr bearbeitet. Why is benzoic acid a stronger acid than 3-aminobenzoic acid? This would be very difficult to deprotonate since the molecule is already negatively charged. rev 2020.11.11.37991, The best answers are voted up and rise to the top, Chemistry Stack Exchange works best with JavaScript enabled, Start here for a quick overview of the site, Detailed answers to any questions you might have, Discuss the workings and policies of this site, Learn more about Stack Overflow the company, Learn more about hiring developers or posting ads with us, After a year and a half, I've realized there's a small but important mistake in my answer. The amino group will make the compound very soluble in acid, because amines are basic.

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