The transition state conformational effect on the activation energy of ethyl acetate neutral hydrolysis

Heliyon

Faozan Ahmad¹  Ira Puspitasari²  Nufida D. Aisyah³  Hermawan K. Dipojono⁴  Rizka N. Fadilla⁵  Febdian Rusydi⁶  Andrivo Rusydi⁷  Mudasir⁷ 

[1] Corresponding author at: Department of Physics, Faculty of Science and Technology, Universitas Airlangga, Jl. Mulyorejo, Surabaya 60115, Indonesia.;Department of Engineering Physics, Faculty of Industrial Engineering, Institut Teknologi Bandung, Bandung 40132, Indonesia;Research Center for Quantum Engineering Design, Faculty of Science and Technology, Universitas Airlangga, Jl. Mulyorejo, Surabaya 60115, Indonesia;Technology and Applied Physics, Graduate School of Engineering, Osaka University, Suita 565-0871, Japan;;Visiting Researcher at Precision Sciences &Department of Physics, Faculty of Science and Technology, Universitas Airlangga, Jl. Mulyorejo, Surabaya 60115, Indonesia;Research Center for Quantum Engineering Design, Faculty of Science and Technology, Universitas Airlangga, Jl. Mulyorejo, Surabaya 60115, Indonesia;

关键词: Organic chemistry;    Physical chemistry;    Theoretical chemistry;    Long-range correction;    First-principles calculations;    Neutral hydrolysis;   

DOI  :  

来源: DOAJ

【 摘 要 】

We report a first-principles study on ethyl acetate neutral hydrolysis in which we focus on the activation energy variation resulting from the conformational effect in the transition state. We use the conformers of ethyl formate, ethyl acetate, ethyl fluoroacetate, and ethyl chloroacetate as the ester models and one water molecule with a one-step reaction mechanism. We also consider the long-range interaction and the surrounding water in the form of PCM. Our results show that the various conformers yield a significant range of activation energy. Moreover, the gauche conformer has lower activation energy than the trans conformer. The activation energy in its own right is lowered by the halogen atoms. Finally, we remark that the long-range correction and PCM stabilize the transition state geometry but raise the activation energy.

【 授权许可】

Unknown