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Topic: Transesterification  (Read 3647 times)

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Offline gdayym8

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Transesterification
« on: November 07, 2007, 12:32:08 PM »
Can someone please show me the mechanism for this specific reaction?

CH3COOCH3 (methyl acetate) + CH3CH2OH (ethoxide) --> CH3COOCH2CH3 (ethyl acetate) + CH3OH (methoxide)

in H30+ and ethoxide solvents

Thanks in advance!
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Offline Dan

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Re: Transesterification
« Reply #1 on: November 07, 2007, 12:56:24 PM »
Quote from: gdayym8 on November 07, 2007, 12:32:08 PM
Can someone please show me the mechanism for this specific reaction?

CH3COOCH3 (methyl acetate) + CH3CH2OH (ethoxide) --> CH3COOCH2CH3 (ethyl acetate) + CH3OH (methoxide)

in H30+ and solvents

Thanks in advance!

Highlighted compounds are ethanol (not ethoxide) and methanol (not methoxide)

The mechanism is analogous to acid catalysed ester hydrolysis (see any organic chemistry textbook), but with ethanol as the nucleophile rather than water.
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