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1,1-Ethenediol: The Long Elusive Enol of Acetic Acid.

ABSTRACT: 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 ?=254?nm, the enol rearranges to acetic acid and ketene.

SUBMITTER: Mardyukov A 

PROVIDER: S-EPMC7154680 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature

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1,1-Ethenediol: The Long Elusive Enol of Acetic Acid.

Mardyukov Artur A   Eckhardt André K AK   Schreiner Peter R PR  

Angewandte Chemie (International ed. in English) 20200212 14

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 the  ...[more]

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