Gas phase formation mechanism of the interstellar molecule 1-cyano-1,3-butadiene

doi:10.3969/j.issn.1000-5641.2024.04.006

Abstract

Abstract:

In this study, a combination of synchrotron vacuum ultraviolet photoionization experiments and quantum chemical calculations was employed to investigate the reaction mechanism between cyanomethyl radicals (·CH₂CN) and propyne (C₃H₄) in high-temperature interstellar environments. The aim was to gain further insights into the formation mechanism of interstellar organic nitriles. By analyzing the photoionization mass spectra and photoionization efficiency curves, it was determined that the reaction may predominantly yield the open-chain isomers of 1-cyano-1,3-butadiene. Additionally, the reaction potential energy surface was explored at the B3LYP/cc-pVTZ level, revealing a barrierless addition of the cyanomethyl radical to acetylene. This addition mainly leads to the formation of gauche-E-1-cyano-1,3-butadiene and/or E-1-cyano-1,3-butadiene. Conversely, the more thermodynamically stable product, pyridine, exhibits a lower likelihood of formation.

Key words: reaction dynamics, 1-cyano-1,3-butadiene, interstellar molecules

CLC Number:

O561

Huimin ZHENG, Xilin BAI, Qi’ang GONG, Tao YANG. Gas phase formation mechanism of the interstellar molecule 1-cyano-1,3-butadiene[J]. Journal of East China Normal University(Natural Science), 2024, 2024(4): 57-64.

Figures/Tables 8

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References 26

1	MCGUIRE B A.. 2018 Census of interstellar, circumstellar, extragalactic, protoplanetary disk, and exoplanetary molecules. The Astrophysical Journal Supplement Series, 2018, 239 (2): 17.
2	CESARONI R, SÁNCHEZ-MONGE Á, BELTRÁN M, et al.. Chasing discs around O-type (proto) stars: Evidence from ALMA observations. Astronomy & Astrophysics, 2017, 602, A59.
3	BANERJEE A, GANGULY G, TRIPATHI R, et al.. Unearthing the mechanism of prebiotic nitrile bond reduction in hydrogen cyanide through a curious association of two molecular radical anions. Chemistry–A European Journal, 2014, 20 (21): 6348- 6357.
4	STEVENSON J, LUNINE J, CLANCY P.. Membrane alternatives in worlds without oxygen: Creation of an azotosome. Science Advances, 2015, 1 (1): e1400067.
5	SEPHTON M A.. Organic compounds in carbonaceous meteorites. Natural Product Reports, 2002, 19 (3): 292- 311.
6	MCGUIRE B A, LOOMIS R A, BURKHARDT A M, et al.. Detection of two interstellar polycyclic aromatic hydrocarbons via spectral matched filtering. Science, 2021, 371 (6535): 1265- 1269.
7	LI K, LI A, XIANG F.. Probing the missing link between the diffuse interstellar bands and the total-to-selective extinction ratio I. Extinction versus reddening. Monthly Notices of the Royal Astronomical Society, 2019, 489 (1): 708- 713.
8	TIELENS A.. The molecular universe. Reviews of Modern Physics, 2013, 85 (3): 1021- 1081.
9	RICCA A, BAUSCHLICHER JR C W, BAKES E.. A computational study of the mechanisms for the incorporation of a nitrogen atom into polycyclic aromatic hydrocarbons in the Titan haze. Icarus, 2001, 154 (2): 516.
10	MCMURTRY B M, TURNER A M, SAITO S E, et al.. On the formation of niacin (vitamin B3) and pyridine carboxylic acids in interstellar model ices. Chemical Physics, 2016, 472, 173- 184.
11	DORMAN P M, ESSELMAN B J, CHANGALA P B, et al.. Rotational spectrum of anti-and gauche-4-cyano-1-butyne (C₅H₅N)–An open-chain isomer of pyridine. Journal of Molecular Spectroscopy, 2022, 385, 111604.
12	ENDRES C P, SCHLEMMER S, SCHILKE P, et al.. The cologne database for molecular spectroscopy, CDMS, in the virtual atomic and molecular data centre, VAMDC. Journal of Molecular Spectroscopy, 2016, 327, 95.
13	BETTENS R, LEE H H, HERBST E.. The importance of classes of neutral-neutral reactions in the production of complex interstellar molecules. The Astrophysical Journal, 1995, 443, 664- 674.
14	PARKER D S, KAISER R I, KOSTKO O, et al.. On the formation of pyridine in the interstellar medium. Physical Chemistry Chemical Physics, 2015, 17 (47): 32000- 32008.
15	SOORKIA S, TAATJES C A, OSBORN D L, et al.. Direct detection of pyridine formation by the reaction of CH (CD) with pyrrole: A ring expansion reaction. Physical Chemistry Chemical Physics, 2010, 12 (31): 8750- 8758.
16	ETIM E E, ADELAGUN R O A, ANDREW C, et al.. Optimizing the searches for interstellar heterocycles. Advances in Space Research, 2021, 68 (8): 3508- 3520.
17	WUYTS S, SCHREIBER N M F, VAN DER WEL A, et al.. Galaxy structure and mode of star formation in the sfr-mass plane from z~2.5 to z~0.1. The Astrophysical Journal, 2011, 742 (2): 96.
18	SUN B, HUANG C, CHEN S, et al.. The oretical study on reaction mechanism of ground-state cyano radical with 1,3-butadiene: Prospect of pyridine formation. The Journal of Physical Chemistry A, 2014, 118 (36): 7715- 7724.
19	TAATJES C A, HANSEN N, MCILROY A, et al.. Enols are common intermediates in hydrocarbon oxidation. Science, 2005, 308 (5730): 1887- 1889.
20	YANG J. Photonionization cross section database (version 2.0) [EB/OL]. (2017-01-15)[2022-10-13]. http://flame.nsrl.ustc.edu.cn/database.
21	HARDY R A, KARAYILAN A M, METHA G F.. Using photoionization efficiency spectroscopy and density functional theory to investigate charge transfer interactions in AuCe₃O_n clusters. The Journal of Physical Chemistry A, 2020, 124 (28): 5812- 5823.
22	DUSCHINSKY F.. The importance of the electron spectrum in multi atomic molecules. Concerning the Franck-Condon principle. Acta Physicochim URSS, 1937, (7): 551- 566.
23	FRISCH M J, TRUCKS G W, SCHLEGEL H B, et al. Gaussian 16 Rev. C. 01 [EB/OL]. (2019-10-14)[2022-10-13]. http://gaussian.com/relnotes.
24	GOZEM S, KRYLOV A I. The ezSpectra suite: An easy-to-use toolkit for spectroscopy modeling [J]. Wiley Interdisciplinary Reviews: Computational Molecular Science, 2022, 12(2): e1546.
25	ZHAO L, LU W, AHMED M, et al.. Gas-phase synthesis of benzene via the propargyl radical self-reaction. Science Advances, 2021, 7 (21): eabf0360.
26	CANTA A, TEAGUE R, LE GAL R, et al.. The first detection of CH₂CN in a protoplanetary disk. The Astrophysical Journal, 2021, 922 (1): 62.

命名	相对能量 /(kJ/mol)	电离能/eV	命名	相对能量 /(kJ/mol)	电离能/eV
E-1-氰基-1,3-丁二烯	106.57	9.65	Z-1-氰基-1,3-丁二烯	107.65	9.65
4-氰基-1,2-丁二烯	176.98	10.00	4-氰基-1-丁炔	174.43	10.90
2-氰基-1,3-丁二烯	111.50	9.79	(氰基亚甲基) 环丙烷	188.57	10.22
1-氰基环丁烯	150.83	10.12	吡啶	0	9.35

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