Acta Phys. -Chim. Sin. ›› 2002, Vol. 18 ›› Issue (06): 522-526.doi: 10.3866/PKU.WHXB20020610

• ARTICLE • Previous Articles     Next Articles

Research on the Rotation Rearrangement of C=C Double Bond of 3-Hydroxy Acrolein by Density Function Theory

Pu Min;Wang Hai-Xia;Feng Xiao;Wu Dong;Sun Yu-Han   

  1. Department of Applied Chemistry;Department of Chemical Engineering, Xi’an Jiaotong University, Xi’an 710049;State Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan 030001
  • Received:2001-12-07 Revised:2002-01-23 Published:2002-06-15
  • Contact: Wang Hai-Xia E-mail:hxwang@mail.xjtu.edu.cn

Abstract: The geometries of reactants, products and transition states of the rotation rearrangement of 3-hydroxy acrolein molecule have been optimized by density functional theory(DFT) using B3LYP method at 6-31G** and 6-311++G** level. The zero point energy corrections were obtained by vibration analysis, and the transition states were verified by the only virtual frequency. A 4-member ring intermediate was found on the reaction path. The intrinsic reaction coordinates (IRC) were obtained. The results show that the rearrangement of ground state molecule proceeds in two steps. The barrier of the first step is 240.745 kJ•mol-1(B3LYP/6-31G**), 232.858 kJ•mol-1 (B3LYP/6-311++G**), and the second step barrier is 40.412 kJ•mol-1 (B3LYP/6-31G**), 37.568 kJ•mol-1 (B3LYP/6-311++G**). The calculation results show that the rearrangement of ground state 3-hydroxy acrolein molecule is possible.

Key words: 3-hydroxy acrolein, Rearrangement, Transition state, Density functional theory