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Author: Subject: Catalysts for Fischer Esterification
achem500
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[*] posted on 2-8-2012 at 21:22
Catalysts for Fischer Esterification


Is sulfuric acid the only acid that can be used as a catalyst in a Fischer esterification? Any help is appreciated.
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kavu
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[*] posted on 2-8-2012 at 22:58


No, many acids are able to activate carbonylic oxygen to make it more electrophilic. Protonation or Lewis acid coordination can be used. Commonly employed proton donors are phosphoric acid, dry HCl, H2SO4, toluenesulfonic acid, acidic ion exchange resins such as Amberlyst 15. Numerous Lewis acids have been used, a more comprehensive list can be found from http://www.organic-chemistry.org/namedreactions/fischer-este....

An OTC alternative for these reagents is the good old sodium bisulfate.

[Edited on 3-8-2012 by kavu]
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achem500
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[*] posted on 3-8-2012 at 00:13


Thanks! I take it that I should use an equivalent amount during a future reaction? or should I use an excess of one reagent?

Also, how could I obtain dry HCl? Straight HCl gas or very concentrated aqueous solution? Does water upset a Fischer esterification?

Thanks a bunch
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[*] posted on 3-8-2012 at 07:28


https://www.sciencemadness.org/whisper/viewthread.php?tid=13...



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achem500
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[*] posted on 3-8-2012 at 13:44


Thank you
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