Abstract
Proton magnetic resonance evidence in carbon tetrachloride medium is given for the formation of the keto hydrates of hexafluoroacetylacetone(HHFA), thenoyltrifluoroacetone(HTTA), benzoyltrifluoroacetone(HBTA), and trifluoroacetylacetone(HTFA). The keto hydrates of HHFA and HTTA, with structures III and I, respectively, have been isolated in the crystalline state and analyzed, whereas the keto hydrates of HBTA and HTFA have not been isolated and are more difficult to obtain. No keto hydrate of acetylacetone in carbon tetrachloride is formed. The strength of electron-release increases in the order: trifluoromethyl group in HHFA, thenoyl group in HTTA, phenyl group in HBTA, and methyl group in HTFA, and this order is paralleled by the decrease in the ability to form keto hydrates. Since no ternary zinc complex with the phosphine oxide exists in the acetylacetone system, no synergism or destruction of synergism can occur, and this is in agreement with data obtained from solvent extraction studies using 65Zn.
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