Department of Chemical Organic Technology and Petrochemistry, Silesian University of Technology, Krzywoustego 4, 44-100 Gliwice, Poland.
Spectrochim Acta A Mol Biomol Spectrosc. 2010 Feb;75(2):925-9. doi: 10.1016/j.saa.2009.12.040. Epub 2009 Dec 16.
UV absorption spectra of 1,3-diphenylpropane-1,3-dione (1), its three methoxy derivatives (2-4) and its six dimethoxy derivatives (5-10) in various solvents dissolved were collected. The keto-enol tautomerism equilibrium constant was calculated with (1)H NMR. The position of the methoxy group in 1,3-diphenylpropane-1,3-dione was shown to have an influence on the molecule's UV absorption spectrum and the keto-enol tautomerism equilibrium constant. The methoxy group in the para position increases the absorption of radiation in the UV-A range. A shift to the keto form in the keto-enol tautomerism equilibrium is experienced by compounds with methoxy groups in ortho position. When two methoxy groups are present, the influence of their position is cumulative.
收集了 1,3-二苯基丙二酮(1)及其三个甲氧基衍生物(2-4)和六个二甲氧基衍生物(5-10)在不同溶剂中的紫外吸收光谱。用(1)H NMR 计算酮-烯醇互变异构平衡常数。1,3-二苯基丙二酮中甲氧基的位置对分子的紫外吸收光谱和酮-烯醇互变异构平衡常数有影响。对位的甲氧基增加了化合物在 UV-A 范围内的辐射吸收。邻位有甲氧基的化合物在酮-烯醇互变异构平衡中向酮式转变。当有两个甲氧基时,它们位置的影响是累积的。