We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Naphthalene formation pathways from phenyl radical via vinyl radical (C<sub>2</sub>H<sub>3</sub>) and vinylacetylene (C<sub>4</sub>H<sub>4</sub>): computational studies on reaction mechanisms and kinetics.
- Authors
Wei, Mingrui; Zhang, Tingting; Li, Shunxi; Guo, Guanlun; Zhang, Dongju
- Abstract
The reaction mechanisms of PAH formation from phenyl radical (C6H5) to naphthalene via C2H3 ( C2H3-Path) and C4H4 ( C4H4-Path) were investigated by the G3(MP2, CC) method. The hydrogen abstraction, ring closure, cis- trans isomerization, and disproportionation reactions were considered, as well as their occurred sequence. The results showed that H-abstraction reactions occurred more easily than H-dissociation reactions. The cis- trans conversion reactions in sub-routes of C2H3-Path and C4H4-Path provided the largest barriers of 51, 53, and 36 kcal/mol along their routes, which illustrated that the cis- trans isomerization was energetically costly in the PAH formation process. The entrance barriers of C2H2-Path, C2H3-Path, and C4H4-Path are 6, 8, and 3 kcal/mol, respectively, which indicates that it is easier to add C4H4 to C6H5 compared with adding C2H2 to C2H3. C2H3 additions were highly exothermic with reaction energies greater than 110 kcal/mol, and compared with C2H2 additions, C2H3 additions were irreversible. However, C2H2-Path, C2H3-Path and C4H4-Path involved energy barriers of 20, 32, and 36 kcal/mol, respectively. Considering the high temperature in combustion and the approximate concentrations of C2H3 and C4H4, all three of these pathways could lead to naphthalene in some combustion flames.
- Subjects
NAPHTHALENE synthesis; ACETYLENE; PHENYL compounds; VINYLATION; COMBUSTION; CHEMICAL kinetics
- Publication
Canadian Journal of Chemistry, 2017, Vol 95, Issue 8, p816
- ISSN
0008-4042
- Publication type
Article
- DOI
10.1139/cjc-2017-0090