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Topic: Bad esterification of formic acid and tert-butanol  (Read 1285 times)

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Offline lukas.stib

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Bad esterification of formic acid and tert-butanol
« on: December 14, 2019, 04:19:29 AM »
Hello chemists,

I did reflux with 95 g formic acid with 115 g tert-butanol, and an ester tert-butyl formate should be formed. I cooked for less than an hour, and unfortunately no ester can smell it, is smell mixture of formic acid, alcohol and some "weird" smell like gasoline. I have the mixture in the flask and I don't know how to get the ester. Can you help me?

Thank you, Lukáš S.

Offline AWK

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Re: Bad esterification of formic acid and tert-butanol
« Reply #1 on: December 14, 2019, 05:16:04 AM »
Completely correct observation. You already know that you cannot obtain esters from tertiary alcohol by this method. It's time to look into the textbook to understand why this happened. You can learn a lot from your mistakes.
« Last Edit: December 14, 2019, 05:27:55 AM by AWK »
AWK

Offline lukas.stib

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Re: Bad esterification of formic acid and tert-butanol
« Reply #2 on: December 14, 2019, 05:28:45 AM »
OK, thank you very much  ;)

Offline AWK

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Re: Bad esterification of formic acid and tert-butanol
« Reply #3 on: December 14, 2019, 05:41:42 AM »
t-butyl esters can be obtained from acids and isobutene under acid catalysis.
AWK

Offline lukas.stib

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Re: Bad esterification of formic acid and tert-butanol
« Reply #4 on: December 14, 2019, 05:50:24 AM »
I also found a method of acetic anhydride and t-alcohol, but this methods are more difficult for me, so I won't do it. But for me it is important that this esterification reaction is not possible.

Thanks for your answers AWK.



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