A combined experimental and computational study on the reaction dynamics of the 1-propynyl radical (CH3CC; X2A1) with ethylene (H2CCH2; X1A1g) and the formation of 1-penten-3-yne (CH2CHCCCH3; X1 A')

He, Chao; Zhao, Long; Thomas, Aaron M.; Galimova, Galiya R.; Mebel, Alexander M.; Kaiser, Ralf I.

doi:10.1039/c9cp04073k

Title: A combined experimental and computational study on the reaction dynamics of the 1-propynyl radical (CH₃CC; X²A₁) with ethylene (H₂CCH₂; X¹A_1g) and the formation of 1-penten-3-yne (CH₂CHCCCH₃; X¹ A')

Journal Article · 26 September 2019 · Physical Chemistry Chemical Physics. PCCP

DOI: https://doi.org/10.1039/c9cp04073k · OSTI ID:1603228

He, Chao ^[1]; Zhao, Long ^[1];

^[2]; Galimova, Galiya R. ^[3];

^[3];

^[1]

Univ. of Hawaii at Manoa, Honolulu, HI (United States). Dept. of Chemistry
Department of Chemistry; University of Hawai’i at Manoa; Honolulu; USA
Florida International Univ., Miami, FL (United States). Dept. of Chemistry and Biochemistry; Samara National Research Univ. (Russia)

The crossed molecular beam reactions of the 1-propynyl radical (CH₃CC; X²A₁) with ethylene (H₂CCH₂; X¹A_1g) and ethylene-d4 (D₂CCD₂; X¹A_1g) were performed at collision energies of 31 kJ mol^₋1 under single collision conditions. Combining our laboratory data with ab initio electronic structure and statistical Rice–Ramsperger–Kassel–Marcus (RRKM) calculations, we reveal in this work that the reaction is initiated by the barrierless addition of the 1-propynyl radical to the π-electron density of the unsaturated hydrocarbon of ethylene leading to a doublet C₅H₇ intermediate(s) with a life time(s) longer than the rotation period(s). The reaction eventually produces 1-penten-3-yne (p1) plus a hydrogen atom with an overall reaction exoergicity of 111 ± 16 kJ mol^₋1. About 35% of p1 originates from the initial collision complex followed by C–H bond rupture via a tight exit transition state located 22 kJ mol^₋1 above the separated products. The collision complex (i1) can also undergo a [1,2] hydrogen atom shift to the CH₃CHCCCH₃ intermediate (i2) prior to a hydrogen atom release; RRKM calculations suggest that this pathway contributes to about 65% of p1. In higher density environments such as in combustion flames and circumstellar envelopes of carbon stars close to the central star, 1-penten-3-yne (p1) may eventually form the cyclopentadiene (c-C₅H₆) isomer via hydrogen atom assisted isomerization followed by hydrogen abstraction to the cyclopentadienyl radical (c-C₅H₅) as an important pathway to key precursors to polycyclic aromatic hydrocarbons (PAHs) and to carbonaceous nanoparticles.

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Research Organization:: Florida International Univ. (FIU), Miami, FL (United States); Univ. of Hawaii, Honolulu, HI (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES); Russian Ministry of Science and Higher Education

Grant/Contract Number:: FG02-04ER15570; FG02-03ER15411

OSTI ID:: 1603228

Alternate ID(s):: OSTI ID: 1568934

Journal Information:: Physical Chemistry Chemical Physics. PCCP, Vol. 21, Issue 40; ISSN 1463-9076

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 6 works

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Title: A combined experimental and computational study on the reaction dynamics of the 1-propynyl radical (CH₃CC; X²A₁) with ethylene (H₂CCH₂; X¹A_1g) and the formation of 1-penten-3-yne (CH₂CHCCCH₃; X¹ A')