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Preparation, spectroscopic properties, and ion chemistry of 3-diazo-1,1,1-trifluoro-2-propanone

Canadian Journal of Chemistry, ISSN: 0008-4042, Vol: 74, Issue: 7, Page: 1348-1359
1996
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Article Description

The title compound (1) is prepared in satisfactory yield by reacting CHN with trifluoroacetic anhydride in EtO; the d-analog was obtained by exchange with DO. H, C, N, O, and F NMR spectra of 1 were studied, as well as its IR spectrum. A single isomer is present corresponding to the more stable Z configuration. The structural assignment was made on the basis of quantum mechanical calculations, which revealed that the Z form is some 13.4 kJ mol more stable than the E form and the activation energy for the E → Z transition is 64.2 kJ mol. Mass spectra under different experimental conditions were recorded and breakdown pathways of the parent ion of 1 charted.

Bibliographic Details

Paolo Strazzolini; Angelo G. Giumanini; Alberto Gambi; Giancarlo Verardo; Giovanni Cerioni

Canadian Science Publishing

Chemical Engineering; Chemistry

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