β-DIKETONE INTERACTIONS Part 12. The structure and properties of 3-(3',4',5'-trimethylphenyl)-pentane-2,4-dione, C14H18O2; the hydrogen-bond energy of the enol tautomers of β-diketones

DOI: 10.1016/0022-2860(90)80496-7

Source and publish data:

Journal of Molecular Structure p. 59 - 67 (1990)

Update date:2022-07-29

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Authors:

Emsley, John

Ma, Lewina Y. Y.

Nyburg, Stanley C.

Parkins, Adrian W.

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Article abstract of DOI:10.1016/0022-2860(90)80496-7

The X-ray crystal structure of 3-(3',4',5'-trimethylphenyl)pentane-2,4-dione shows it to be the enol tautomer, with a hydrogen bond length R_o...o of 2.460 Angstroem, and the enol ring remarkably symmetrical indicating a strong hydrogen bond.The hydrogen-bond energy is estimated to be 110+/-10 kJ mol^-1, a value derived from the infra-red spectrum.In CDCl3 solution 8percent of the keto tautomer is present.

Full text of DOI:10.1016/0022-2860(90)80496-7

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