Spectroscopy of Several β-Diketone Compounds and Their Tautomers

Abstract

Abstract: Six β-diketone compounds, 1,3-bis(4-nitrophenyl)-1,3 propanedione (1) , 1-(4-nitrophenyl) 3-(3-nitrophenyl)-1,3-propanedione (2) ,-1,3-bis(3-nitrophenyl)-1,3-propanedione (3) 1,3-bis(4-amimophenyl)-1,3-propanedione (4) , 1-(4-amimophenyl)-3-(3-amimophenyl)-1,3-propanedione (5) and 1,3-bis(3-amimophenyl)-1,3-propanedione (6) were synthesized. Their structures were characterized by IR, UV Vis, fluorescence and NMRspectroscopy. The percentage of keto tautomer, enol keto equilibrium constant and enol tautomer ratio of them were also determined. The percentage of keto tautomer is increased in the order from compound 1 to 3 and decreased in the order from compound 4 to 6, which show the effect of substituent on the tautomer. The results of enol tautomer ratio of compounds 2 and 5 indicated that b-form of enol is slightly more favorable than its a form.

Key words: β-Diketone, Tautomerism, Synthesis

CLC Number:

O657

TrendMD:

CHU Qing-Hui, GAO Lian-Xun, WANG Dong-Mei, QI Ying-Hua, DING Meng-Xian  . Spectroscopy of Several β-Diketone Compounds and Their Tautomers[J]. Chem. J. Chinese Universities, 2000, 21(3): 439.

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Spectroscopy of Several β-Diketone Compounds and Their Tautomers

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