1,1‐Ethenediol: The Long Elusive Enol of Acetic Acid

We present the first spectroscopic identification of hitherto unknown 1,1‐ethenediol, the enol tautomer of acetic acid. The title compound was generated in the gas phase through flash vacuum pyrolysis of malonic acid at 400 °C. The pyrolysis products were subsequently trapped in argon matrices at 10...

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Detalles Bibliográficos
Autores principales: Mardyukov, Artur, Eckhardt, André K., Schreiner, Peter R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7154680/
https://www.ncbi.nlm.nih.gov/pubmed/31899845
http://dx.doi.org/10.1002/anie.201915646
Descripción
Sumario:We present the first spectroscopic identification of hitherto unknown 1,1‐ethenediol, the enol tautomer of acetic acid. The title compound was generated in the gas phase through flash vacuum pyrolysis of malonic acid at 400 °C. The pyrolysis products were subsequently trapped in argon matrices at 10 K and characterized spectroscopically by means of IR and UV/Vis spectroscopy together with matching its spectral data with computations at the CCSD(T)/cc‐pCVTZ and B3LYP/6–311++G(2d,2p) levels of theory. Upon photolysis at λ=254 nm, the enol rearranges to acetic acid and ketene.

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