Theoretical Chemistry Accounts

, Volume 122, Issue 1–2, pp 67–76 | Cite as

Theoretical study on the reaction mechanism of CH2SH + NO2

  • Yi-Zhen Tang
  • Ya-Ru Pan
  • Bing He
  • Jing-Yu Sun
  • Xiu-Juan Jia
  • Hao Sun
  • Rong-Shun Wang
Regular Article
  • 95 Downloads

Abstract

The mechanisms of CH2SH with NO2 reaction were investigated on the singlet and triplet potential energy surfaces (PES) at the BMC-CCSD//B3LYP/6-311 + G(d,p) level. The result shows that the title reaction is more favourable on the singlet PES thermodynamically, and it is less competitive on the triplet PES. On the singlet PES, the initial addition of CH2SH with NO2 leads to HSCH2NO2 (IM2) without any transition state, followed by a concerted step involving C–N fission and shift of H atom from S to O giving out CH2S + trans-HONO, which is the major products of the title reaction. With higher barrier height, the minor products are CH2S + HNO2, formed by a similar concerted step from the initial adduct HSCH2ONO (IM1). The direct abstraction route of H atom in SH group abstracted by O atom might be of some importance. It starts from the addition of the reactants to form a weak interaction molecular complex (MC3), subsequently, surmounts a low barrier height leading to another complex (MC2), which gives out CH2S + trans-HONO finally. Other direct hydrogen abstraction channels could be negligible with higher barrier heights and less stable products.

Keywords

CH2SH NO2 Transition state Mechanism 

Notes

Acknowledgments

This work was supported by the National Natural Science Foundation of China (No. 20773021) and the Science Foundation for Young Teachers of Northeast Normal University (No. 20070315). We are greatly thankful for the referees’ helpful comments.

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Copyright information

© Springer-Verlag 2008

Authors and Affiliations

  • Yi-Zhen Tang
    • 1
  • Ya-Ru Pan
    • 1
  • Bing He
    • 2
  • Jing-Yu Sun
    • 1
  • Xiu-Juan Jia
    • 1
  • Hao Sun
    • 1
  • Rong-Shun Wang
    • 1
  1. 1.Institute of Functional Material Chemistry, Faculty of ChemistryNortheast Normal UniversityJilinPeople’s Republic of China
  2. 2.The Department of ChemistrySichuan College of EducationChengduPeople’s Republic of China

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