Ethylidene_diacetate

Ethylidene diacetate

Ethylidene diacetate

Chemical compound


Ethylidene diacetate is an organic compound with the formula (CH3CO2)2CHCH3. A colorless low-melting solid, it once served as a precursor to vinyl acetate.

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Preparation

A major industrial route involves the reaction of acetaldehyde and acetic anhydride in the presence of a ferric chloride catalyst:[1][2]

CH3CHO + (CH3CO)2O → (CH3CO2)2CHCH3

It can be converted to the valuable monomer vinyl acetate by thermal elimination of acetic acid:

(CH3CO2)2CHCH3 → CH3CO2CH=CH2 + CH3CO2H

References

  1. G. Roscher "Vinyl Esters" in Ullmann's Encyclopedia of Chemical Technology, 2007 John Wiley & Sons: New York. doi:10.1002/14356007.a27_419
  2. GB Patent 238825A 'Process of Manufacture of Acetic Anhydride and Aldehyde'

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