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Topic: Ethyl acetate instead of ether  (Read 1733 times)

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Offline lukas.stib

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Ethyl acetate instead of ether
« on: August 26, 2021, 11:23:03 AM »
Hello chemists,

can I use ethyl acetate and not ether when extracting menthone from solution? I enclose a synthesis of menthone. I´m affraid of diethyl ether.

Thank you, Lukáš S.

Offline wildfyr

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Re: Ethyl acetate instead of ether
« Reply #1 on: August 26, 2021, 06:50:07 PM »
The problem is that ethyl acetate can be hydrolyzed by the sulfuric acid. You could possibly use toluene instead, but its a little harder to evaporate.

Offline Babcock_Hall

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Re: Ethyl acetate instead of ether
« Reply #2 on: August 26, 2021, 09:08:26 PM »
What about using methyl tert-butyl ether?
« Last Edit: August 26, 2021, 09:27:29 PM by Babcock_Hall »

Offline rolnor

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Re: Ethyl acetate instead of ether
« Reply #3 on: August 27, 2021, 01:31:01 AM »
I dont really understand why you are afraid of ether? Its a super solvent for extractions in many cases. You wash with NaOH, this can react with EtOAc. You can use DCM.

Offline lukas.stib

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Re: Ethyl acetate instead of ether
« Reply #4 on: August 27, 2021, 02:02:13 AM »
Because diethyl ether is very explosive. Methyl tet buthyl ether I haven´t. DCM is good for ectraction?

Offline rolnor

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Re: Ethyl acetate instead of ether
« Reply #5 on: August 27, 2021, 05:32:38 AM »
I think you should try to understand that ether is available with additives that inhibit peroxide formation, its not explosive. Also today we normaly dont use open flame lika Bunsen-burner så there is no danger with ether.
Yes, DCM is good.

Offline lukas.stib

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Re: Ethyl acetate instead of ether
« Reply #6 on: August 27, 2021, 05:35:32 AM »
OK, thank you very, very much.

Offline Babcock_Hall

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Re: Ethyl acetate instead of ether
« Reply #7 on: August 27, 2021, 08:05:11 AM »
Based on its structure, I would predict that MTBE is less prone to forming peroxides than diethyl ether is.  I have not done a rigorous search in the literature, however.

Offline lukas.stib

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Re: Ethyl acetate instead of ether
« Reply #8 on: August 28, 2021, 05:44:09 AM »
Will DCM not affect NaOH washes?

Offline Babcock_Hall

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Re: Ethyl acetate instead of ether
« Reply #9 on: August 28, 2021, 09:19:58 AM »
In what way?

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