丁酮烯醇钠分子结构性质及合成的理论研究

Theoretical study on molecular structural properties and synthesis of sodium formyl acetone

丁酮烯醇钠是合成4,4-二甲氧基-2-丁酮的中间体。本文采用密度泛函方法(DFT)在B3LYP/6-31G水平上给该化合物分子的几何构型全优化计算和振动分析,并在同一计算水平上采用SCRF(PCM)模型比较合成标题化合物过程中的主副反应。结果表明:丁酮烯醇钠接受电子的能力较强,化学反应活性较高,但在甲醇中溶剂化效应减弱了羰基上碳原子的亲电性。气相计算的红外光谱与实验结果基本吻合。根据理论计算推测影响合成反应的主要因素与实验结果一致。

Sodium formyl acetone is the key intermediate of 4,4-dimethoxy-2-butanone. In this paper, the molecule of the title compound were fully optimized calculated and analysis the frequency by using density functional theory （DFT） at the B3LYP/6-31G level. In addition, theoretical calculation study on the main and side reactions of synthesizing Sodium formyl acetone were also investigated using SCRF（PCM） model. The calculation results show that Sodium formyl acetone have strong electron -accepting ability and chemical reaction activity. But electrophilicity of the carbonyl carbon is reduced by solvent effect in methanol solution. The gaseous calculation of IR frequencies and intensities were listed. The main factors effecting reaction were predicted by theoretical calculation and compared with the experimental results. It shows that the experimental results are in agreement with the computation results.