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Elucidating the chemical dynamics of the elementary reactions of the 1-propynyl radical (CH3CC; X2A1) with 2-methylpropene ((CH3)2CCH2; X1A1)
Abstract
Exploiting the crossed molecular beam technique, we studied the reaction of the 1-propynyl radical (CH3CC; X2A1) with 2-methylpropene (isobutylene; (CH3)2CCH2; X1A1) at a collision energy of 38 ± 3 kJ mol–1. The experimental results along with ab initio and statistical calculations revealed that the reaction has no entrance barrier and proceeds via indirect scattering dynamics involving C7H11 intermediates with lifetimes longer than their rotation period(s). The reaction is initiated by the addition of the 1-propynyl radical with its radical center to the π-electron density at the C1 and/or C2 position in 2-methylpropene. Further, the C7H11 intermediate formed from the C1 addition either emits atomic hydrogen or undergoes isomerization via [1,2-H] shift from the CH3 or CH2 group prior to atomic hydrogen loss preferentially leading to 1,2,4-trimethylvinylacetylene (2-methylhex-2-en-4-yne) as the dominant product. The molecular structures of the collisional complexes promote hydrogen atom loss channels. RRKM results show that hydrogen elimination channels dominate in this reaction, with a branching ratio exceeding 70%. Since the reaction of the 1-propynyl radical with 2-methylpropene has no entrance barrier, is exoergic, and all transition states involved are located below the energy of the separated reactants, bimolecular collisions are feasible to form trimethylsubstituted 1,3-enyne (p1) via amore »
- Authors:
-
- University of Hawaii at Manoa, Honolulu, HI (United States)
- Samara National Research University (Russia)
- Florida International University, Miami, FL (United States)
- Publication Date:
- Research Org.:
- Univ. of Hawaii at Manoa, Honolulu, HI (United States); Florida International Univ. (FIU), Miami, FL (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 2332871
- Alternate Identifier(s):
- OSTI ID: 2287718
- Grant/Contract Number:
- FG02-03ER15411; FG02-04ER15570
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Physical Chemistry Chemical Physics. PCCP
- Additional Journal Information:
- Journal Volume: 26; Journal Issue: 7; Related Information: https://pubs.rsc.org/en/content/articlelanding/2024/cp/d3cp05872g/unauth; Journal ID: ISSN 1463-9076
- Publisher:
- Royal Society of Chemistry
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Medvedkov, Iakov A., Nikolayev, Anatoliy A., Yang, Zhenghai, Goettl, Shane J., Mebel, Alexander M., and Kaiser, Ralf I. Elucidating the chemical dynamics of the elementary reactions of the 1-propynyl radical (CH3CC; X2A1) with 2-methylpropene ((CH3)2CCH2; X1A1). United States: N. p., 2024.
Web. doi:10.1039/d3cp05872g.
Medvedkov, Iakov A., Nikolayev, Anatoliy A., Yang, Zhenghai, Goettl, Shane J., Mebel, Alexander M., & Kaiser, Ralf I. Elucidating the chemical dynamics of the elementary reactions of the 1-propynyl radical (CH3CC; X2A1) with 2-methylpropene ((CH3)2CCH2; X1A1). United States. https://doi.org/10.1039/d3cp05872g
Medvedkov, Iakov A., Nikolayev, Anatoliy A., Yang, Zhenghai, Goettl, Shane J., Mebel, Alexander M., and Kaiser, Ralf I. Wed .
"Elucidating the chemical dynamics of the elementary reactions of the 1-propynyl radical (CH3CC; X2A1) with 2-methylpropene ((CH3)2CCH2; X1A1)". United States. https://doi.org/10.1039/d3cp05872g.
@article{osti_2332871,
title = {Elucidating the chemical dynamics of the elementary reactions of the 1-propynyl radical (CH3CC; X2A1) with 2-methylpropene ((CH3)2CCH2; X1A1)},
author = {Medvedkov, Iakov A. and Nikolayev, Anatoliy A. and Yang, Zhenghai and Goettl, Shane J. and Mebel, Alexander M. and Kaiser, Ralf I.},
abstractNote = {Exploiting the crossed molecular beam technique, we studied the reaction of the 1-propynyl radical (CH3CC; X2A1) with 2-methylpropene (isobutylene; (CH3)2CCH2; X1A1) at a collision energy of 38 ± 3 kJ mol–1. The experimental results along with ab initio and statistical calculations revealed that the reaction has no entrance barrier and proceeds via indirect scattering dynamics involving C7H11 intermediates with lifetimes longer than their rotation period(s). The reaction is initiated by the addition of the 1-propynyl radical with its radical center to the π-electron density at the C1 and/or C2 position in 2-methylpropene. Further, the C7H11 intermediate formed from the C1 addition either emits atomic hydrogen or undergoes isomerization via [1,2-H] shift from the CH3 or CH2 group prior to atomic hydrogen loss preferentially leading to 1,2,4-trimethylvinylacetylene (2-methylhex-2-en-4-yne) as the dominant product. The molecular structures of the collisional complexes promote hydrogen atom loss channels. RRKM results show that hydrogen elimination channels dominate in this reaction, with a branching ratio exceeding 70%. Since the reaction of the 1-propynyl radical with 2-methylpropene has no entrance barrier, is exoergic, and all transition states involved are located below the energy of the separated reactants, bimolecular collisions are feasible to form trimethylsubstituted 1,3-enyne (p1) via a single collision event even at temperatures as low as 10 K prevailing in cold molecular clouds such as G+0.693. As a result, the formation of trimethylsubstituted vinylacetylene could serve as the starting point of fundamental molecular mass growth processes leading to di- and trimethylsubstituted naphthalenes via the HAVA mechanism.},
doi = {10.1039/d3cp05872g},
journal = {Physical Chemistry Chemical Physics. PCCP},
number = 7,
volume = 26,
place = {United States},
year = {Wed Jan 31 00:00:00 EST 2024},
month = {Wed Jan 31 00:00:00 EST 2024}
}
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