Department of Organic Chemistry and Technology, Cracow University of Technology, Warszawska 24, 31-155 Cracow, Poland.
Institute of Inorganic Chemistry and Technology, Cracow University of Technology, Warszawska 24, 31-155 Cracow, Poland.
Molecules. 2021 Mar 4;26(5):1364. doi: 10.3390/molecules26051364.
The present paper is a continuation of comprehensive study regarding to synthesis and properties of pyrazoles and their derivatives. In its framework an experimental and theoretical studies of thermal decomposition of the 3,3-diphenyl-4-(trichloromethyl)-5-nitropyrazoline were performed. It was found, that the decompositions of the mentioned pyrazoline system in the solution and at the melted state proceed via completely different molecular mechanisms. These mechanisms have been explained in the framework of the Molecular Electron Density Theory (MEDT) with the computational level of B3LYP/6-31G(d). A Bonding Evolution Theory (BET) examination of dehydrochlorination of the 3,3-diphenyl-4-(trichloromethyl)-5-nitropyrazoline permits elucidation of the molecular mechanism. It was found, that on the contrary for most known HCl extrusion processes in solution, this reaction is realised via single-step mechanism.
本文是对吡唑及其衍生物的合成与性质进行综合研究的延续。在该框架内，对 3,3-二苯基-4-(三氯甲基)-5-硝基吡唑啉的热分解进行了实验和理论研究。结果表明，所研究的吡唑啉体系在溶液中和熔融状态下的分解通过完全不同的分子机制进行。这些机制是在分子电子密度理论（MEDT）的框架内，用 B3LYP/6-31G(d)计算水平解释的。对 3,3-二苯基-4-(三氯甲基)-5-硝基吡唑啉脱氯化氢的键合演化理论（BET）检验，阐明了分子机制。结果发现，与大多数已知的在溶液中脱 HCl 的过程相反，该反应是通过单步机制进行的。
