Theoretical study on the mechanism for the reaction of F with CH 2CHCH 2Cl

• Published in: Computational and theoretical chemistry Vol. 981; pp. 7 - 13
• Main Authors: Zhang, Yunju, Sun, Jingyu, Chao, Kai, Wang, Fang, Tang, ShuWei, Pan, Xiumei, Zhang, Jingping, Sun, Hao, Wang, Rongshun
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 01.02.2012
• Subjects: CCSD(T); CH 2CHCH 2Cl; MP2; Reaction mechanism; Reaction mechanism; CH 2CHCH 2Cl; CCSD(T); F; MP2
• ISSN: 2210-271X
• DOI: 10.1016/j.comptc.2011.11.010

[Display omitted] ► The mechanism of the title reaction has been carried out at MP2 and CCSD(T) levels. ► Two kinds of hydrogen abstraction and addition/elimination channels were considered. ► The results are in good agreement with available experimental value. The complex potential energy surfaces for the reaction of atomic radical F with CH 2CHCH 2Cl (3-chloropropene) are explored at the CCSD(T)/cc-pVTZ//MP2(full)/6-311++G(d,p) level. There are various possible reaction pathways including the addition–elimination and H-abstraction reaction. Among them, the most feasible pathway should be to produce P1 (CH 2CHCH 2F + Cl), which is in good agreement with the experiment. Among the H-abstraction reactions, the most competitive pathway is the atomic radical F abstracting hydrogen atom from allylic group. Because all of the transition states and intermediates involved in the title reaction lie below the reactants, the F + CH 2CHCH 2Cl reaction is expected to be rapid. The present results could lead us to deeply understand the mechanism of the title reaction and may provide some useful information for future experimental investigation of the title reaction.