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Quantum chemical study on the formation of isopropyl cyanide and its linear isomer in the interstellar medium

Published online by Cambridge University Press:  24 November 2020

Keshav Kumar Singh ,
Poonam Tandon Open the ORCID record for Poonam Tandon [Opens in a new window] ,
Alka Misra Open the ORCID record for Alka Misra [Opens in a new window] ,
Shivani ,
Manisha Yadav  and
Aftab Ahmad
Keshav Kumar Singh
Affiliation:
Department of Physics, University of Lucknow, Lucknow, India
Poonam Tandon*
Affiliation:
Department of Physics, University of Lucknow, Lucknow, India
Alka Misra
Affiliation:
Department of Mathematics & Astronomy, University of Lucknow, Lucknow, India
Shivani
Affiliation:
Department of Mathematics & Astronomy, University of Lucknow, Lucknow, India
Manisha Yadav
Affiliation:
Department of Physics, University of Lucknow, Lucknow, India Department of Mathematics & Astronomy, University of Lucknow, Lucknow, India
Aftab Ahmad
Affiliation:
Department of Physics, University of Lucknow, Lucknow, India Department of Mathematics & Astronomy, University of Lucknow, Lucknow, India
*
Author for correspondence: Poonam Tandon, E-mail: [email protected]
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Abstract

The formation mechanism of linear and isopropyl cyanide (hereafter n-PrCN and i-PrCN, respectively) in the interstellar medium (ISM) has been proposed from the reaction between some previously detected small cyanides/cyanide radicals and hydrocarbons/hydrocarbon radicals. n-PrCN and i-PrCN are nitriles therefore, they can be precursors of amino acids via Strecker synthesis. The chemistry of i-PrCN is especially important since it is the first and only branched molecule in ISM, hence, it could be a precursor of branched amino acids such as leucine, isoleucine, etc. Therefore, both n-PrCN and i-PrCN have significant astrobiological importance. To study the formation of n-PrCN and i-PrCN in ISM, quantum chemical calculations have been performed using density functional theory at the MP2/6-311++G(2d,p)//M062X/6-311+G(2d,p) level. All the proposed reactions have been studied in the gas phase and the interstellar water ice. It is found that reactions of small cyanide with hydrocarbon radicals result in the formation of either large cyanide radicals or ethyl and vinyl cyanide, both of which are very important prebiotic interstellar species. They subsequently react with the radicals CH2 and CH3 to yield n-PrCN and i-PrCN. The proposed reactions are efficient in the hot cores of SgrB2 (N) (where both n-PrCN and i-PrCN were detected) due to either being barrierless or due to the presence of a permeable entrance barrier. However, the formation of n-PrCN and i-PrCN from the ethyl and vinyl cyanide always has an entrance barrier impermeable in the dark cloud; therefore, our proposed pathways are inefficient in the deep regions of molecular clouds. It is also observed that ethyl and vinyl cyanide serve as direct precursors to n-PrCN and i-PrCN and their abundance in ISM is directly related to the abundance of both isomers of propyl cyanide in ISM. In all the cases, reactions in the ice have smaller barriers compared to their gas-phase counterparts.

Keywords

Astrobiologyastrochemistryinterstellar mediumprebiotic chemistry
Type
Research Article
Information
International Journal of Astrobiology , Volume 20 , Issue 1 , February 2021 , pp. 62 - 72
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Copyright
Copyright © The Author(s) 2020. Published by Cambridge University Press

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References

Abramov, O and Mojzsis, SJ (2009) Microbial habitability of the Hadean earth during the late heavy bombardment. Nature 459, 419–422. DOI: 10.1038/nature08015.CrossRefGoogle ScholarPubMed
Agúndez, M, Fonfría, JP, Cernicharo, J, Pardo, JR and Guélin, M (2008) Detection of circumstellar CH2CHCN, CH2CN, CH3CCH, and H2CS. Astronomy and Astrophysics 479, 493–501. DOI: 10.1051/0004-6361:20078956.CrossRefGoogle Scholar
Andersen, AC and Haack, H (2005) Carbonaceous chondrites: tracers of the prebiotic chemical evolution of the Solar System. International Journal of Astrobiology 4, 13–17. DOI: 10.1017/S1473550405002491.CrossRefGoogle Scholar
Balucani, N, Asvany, O, Huang, LC, Lee, YT, Kaiser, RI, Osamura, Y and Bettinger, HF (2000) Formation of nitriles in the interstellar medium via reactions of cyano radicals, CN(X2Σ+), with unsaturated hydrocarbons. Astrophysical Journal 545, 892–906. DOI: 10.1086/317848.CrossRefGoogle Scholar
Basiuk, V (2001) Formation of amino acid precursors in the interstellar medium. A DFT study of some gas-phase reactions starting with methylenimine. The Journal of Physical Chemistry A 105, 4252–4258. DOI: 10.1021/jp004116t.CrossRefGoogle Scholar
Belloche, A, Garrod, RT, Müller, HSP, Menten, KM, Comito, C and Schilke, P (2009) Increased complexity in interstellar chemistry: detection and chemical modeling of ethyl formate and n-propyl cyanide in Sagittarius B2 (N). Astronomy and Astrophysics 499, 215–232.CrossRefGoogle Scholar
Belloche, A, Garrod, RT, Müller, HSP and Menten, KM (2014) Detection of a branched alkyl molecule in the interstellar medium: iso-propyl cyanide. Science 345, 1584–1587.CrossRefGoogle ScholarPubMed
Bennett, CJ, Jamieson, CS, Osamura, Y and Kaiser, RI (2006) Laboratory studies on the irradiation of methane in interstellar, cometary, and Solar System ices. Astrophysical Journal 653, 792–811. DOI: 10.1086/508561.CrossRefGoogle Scholar
Bera, PP, Lee, TJ and Schaefer, HF (2009) Are isomers of the vinyl cyanide ion missing links for interstellar pyrimidine formation? Journal of Chemical Physics 131, 074303. DOI: 10.1063/1.3206298.CrossRefGoogle ScholarPubMed
Betz, AL (1981) Ethylene in IRC+10216. Astrophysical Journal 244, L103–L105.CrossRefGoogle Scholar
Cecchi-Pestellini, C, Scappini, F, Saija, R, Iatì, MA, Giusto, A, Aiello, S, Borghese, F and Denti, P (2004) On the formation and survival of complex prebiotic molecules in interstellar grain aggregates. International Journal of Astrobiology 3, 287–293. DOI: 10.1017/S1473550404001971.CrossRefGoogle Scholar
Cernicharo, J, Guélin, M and Pardo, JR (2004) Detection of the linear radical HC4N in IRC+10216. The Astrophysical Journal Letters 615, L145.CrossRefGoogle Scholar
Chakrabarti, SK, Majumdar, L, Das, A and Chakrabarti, S (2015) Search for interstellar adenine. Astrophysics and Space Science 357, 90. DOI: 10.1007/s10509-015-2239-1.CrossRefGoogle Scholar
Chiaramello, JM, Talbi, D, Berthier, G and Ellinger, Y (2005) Theoretical study of prebiotic precursors: the peptide bond and its silicon, sulphur and phosphorous analogues. International Journal of Astrobiology, 4, 125–133. doi: 10.1017/S1473550405002636.CrossRefGoogle Scholar
Daly, AM, Bermúdez, C, López, A, Tercero, B, Pearson, JC, Marcelino, N, Alonso, JL and Cernicharo, J (2013) Laboratory characterization and astrophysical detection of vibrationally excited states of ethyl cyanide. Astrophysical Journal 768, 1–39. DOI: 10.1088/0004-637X/768/1/81.CrossRefGoogle Scholar
Feuchtgruber, H (2000) Detection of interstellar CH3. Astrophysical Journal 535, L111–L114. DOI: 10.1086/312711.CrossRefGoogle ScholarPubMed
Frisch, MJ, Head-Gordon, M and Pople, JA (1990) A direct MP2 gradient method. Chemical Physics Letters 166, 275–280.CrossRefGoogle Scholar
Frisch, M, Trucks, GW, Schlegel, HB, Scuseria GE, Robb MA, Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson A and Nakatsuji H , Scuseria, GE, Robb, MA, Cheeseman, JR, Scalmani, G, Barone, V, Mennucci, B, Petersson, A and Nakatsuji, H (2009) Gaussian 09, revision a. 02, Gaussian.Google Scholar
Gannon, KL, Glowacki, DR, Blitz, MA, Hughes, KJ, Pilling, MJ and Seakins, PW (2007) H atom yields from the reactions of CN radical with C2H2, C2H4, C3H6, trans-2-C4H8, and iso-C4H8. Journal of Physical Chemistry A 111, 6679–6692.CrossRefGoogle Scholar
Garrod, RT (2008) A new modified-rate approach for gas-grain chemical simulations. Astronomy and Astrophysics 491, 239–251. DOI: 10.1051/0004-6361:200810518.CrossRefGoogle Scholar
Garrod, RT (2013) A three-phase chemical model of hot cores: the formation of glycine. Astrophysical Journal 765, 60.CrossRefGoogle Scholar
Garrod, RT, Belloche, A, Müller, HSP and Menten, KM (2017) Exploring molecular complexity with ALMA (EMoCA): simulations of branched carbon-chain chemistry in Sgr B2(N). Astronomy and Astrophysics 601, A48. DOI: 10.1051/0004-6361/201630254.CrossRefGoogle Scholar
Gonzalez, C and Schlegel, HB (1989) An improved algorithm for reaction path following. Journal of Chemical Physics 90, 2154–2161.CrossRefGoogle Scholar
Guélin, M and Cernicharo, J (1991) Astronomical detection of the HCCN radical – toward a new family of carbon-chain molecules? Astronomy and Astrophysics 244, L21–L24.Google Scholar
Gupta, VP, Tandon, P, Rawat, P, Singh, RN and Singh, A (2011) Quantum chemical study of a new reaction pathway for the adenine formation in the interstellar space. Astronomy and Astrophysics 528, A129.CrossRefGoogle Scholar
Hebrard, E, Dobrijevic, M, Pernot, P, Carrasco, N, Bergeat, A, Hickson, KM, Canosa, A, Le Picard, SD and Sims, IR (2009) How measurements of rate coefficients at low temperature increase the predictivity of photochemical models of Titan's atmosphere. Journal of Physical Chemistry A 113, 11227–11237. DOI: 10.1021/jp905524e.CrossRefGoogle ScholarPubMed
Highberger, JL, Savage, C, Bieging, JH and Ziurys, LM (2001) Heavy-metal chemistry in proto-planetary nebulae: detection of MgNC, NaCN, and AlF toward CRL 2688. Astrophysical Journal 562, 790.CrossRefGoogle Scholar
Hollis, JM, Jewell, PR and Lovas, FJ (1995) Confirmation of interstellar methylene. Astrophysical Journal 438, 259–264.CrossRefGoogle Scholar
Jefferts, KB, Penzias, AA and Wilson, RW (1970) Observation of the CN radical. Astrophysical Journal 161, L87–L89.CrossRefGoogle Scholar
Koch, DM, Toubin, C, Peslherbe, GH and Hynes, JT (2000) A theoretical study of the formation of the aminoacetonitrile precursor of glycine on icy grain mantles in the interstellar medium. Journal of Physical Chemistry C 112, 2972–2980. DOI: 10.1021/jp076221+.CrossRefGoogle Scholar
Lattelais, M, Ellinger, Y and Zanda, B (2007) Theoretical study of prebiotic precursors-2: about glycine, its N-carboxyanhydride and their protonated ions. International Journal of Astrobiology 6, 37–49. DOI: 10.1017/S1473550406003521.CrossRefGoogle Scholar
Lawless, JG (1973) Amino acids in the Murchison meteorite. Geochimica et Cosmochimica Acta 37, 2207–2212. DOI: 10.1016/0016-7037(73)90017-3.CrossRefGoogle Scholar
Majumdar, L, Das, A, Chakrabarti, SK and Chakrabarti, S (2013) Study of the chemical evolution and spectral signatures of some interstellar precursor molecules of adenine, glycine & alanine. New Astronomy 20, 15–23.CrossRefGoogle Scholar
Margulès, L, Motiyenko, R, Demyk, K, Tercero, B, Cernicharo, J, Sheng, M, Weidmann, M, Gripp, J, Mäder, H and Demaison, J (2009) Rotational spectrum of deuterated and 15 N ethyl cyanides: CH3CHDCN and CH2DCH2CN and of CH3CH2C15N. Astronomy and Astrophysics 493, 565–569. DOI: 10.1051/0004-6361:200810889.CrossRefGoogle Scholar
Miller, SL (1953) A production of amino acids under possible primitive earth conditions. Science 117, 528–529.CrossRefGoogle ScholarPubMed
Mita, H, Nomoto, S, Terasaki, M, Shimoyama, A and Yamamoto, Y (2005) Prebiotic formation of polyamino acids in molten urea. International Journal of Astrobiology 4, 145–154. DOI: 10.1017/S1473550405002545.CrossRefGoogle Scholar
Müller, HS, Belloche, A, Menten, KM, Comito, C and Schilke, P (2008) Rotational spectroscopy of isotopic vinyl cyanide, H2CCHCN, in the laboratory and in space. Journal of Molecular Spectroscopy 251, 319–325.CrossRefGoogle Scholar
Ordu, MH, Müller, HSP, Walters, A, Nuñez, M, Lewen, F, Belloche, A, Menten, KM and Schlemmer, S (2012) The quest for complex molecules in space: laboratory spectroscopy of n-butyl cyanide, n-C4H9CN, in the millimeter wave region and its astronomical search in Sagittarius B2 (N). Astronomy and Astrophysics 541, A121.CrossRefGoogle Scholar
Pizzarello, S and Shock, E (2010) The organic composition of carbonaceous meteorites: the evolutionary story ahead of biochemistry. Cold Spring Harbor Perspectives in Biology 2, 1–20. DOI: 10.1101/cshperspect.a002105.CrossRefGoogle ScholarPubMed
Polehampton, ET, Menten, KM, Brünken, S, Winnewisser, G and Baluteau, JP (2005) Far-infrared detection of methylene. Astronomy and Astrophysics 431, 203–213.CrossRefGoogle Scholar
Schmiedeke, A, Schilke, P, Möller, T, Sánchez-Monge, Á, Bergin, E, Comito, C, Csengeri, T, Lis, DC, Molinari, S, Qin, SL and Rolffs, R (2016) The physical and chemical structure of Sagittarius B2. Astronomy and Astrophysics 588, A143. DOI: 10.1051/0004-6361/201527311.CrossRefGoogle Scholar
Schwartz, AW, Joosten, H and Voet, AB (1982) Prebiotic adenine synthesis via HCN oligomerization in ice. BioSystems 15, 191–193. DOI: 10.1016/0303-2647(82)90003-X.CrossRefGoogle ScholarPubMed
Sephton, MA (2000) Organic compounds in carbonaceous meteorites. Natural Product Reports 19, 292–311. DOI: 10.1039/b103775g.CrossRefGoogle Scholar
Shivani, Misra A and Tandon, P (2014) Reaction between CH2 and HCCN: a theoretical approach to acrylonitrile formation in the interstellar medium. Origins of Life and Evolution of the Biosphere: The Journal of the International Society for the Study of the Origin of Life 44, 143–157. DOI: 10.1007/s11084-014-9373-6.CrossRefGoogle ScholarPubMed
Shivani, , Misra, A and Tandon, P (2017) Formation of E-cyanomethamine in a nitrile rich environment. Research in Astronomy and Astrophysics 17, 1.CrossRefGoogle Scholar
Singh, KK, Shivani, , Tandon, P and Misra, A (2018) A quantum chemical study on the formation of ethanimine (CH3CHNH) in the interstellar ice. Astrophysics and Space Science 363, 213. DOI: 10.1007/s10509-018-3399-6.CrossRefGoogle Scholar
Snyder, LE and Buhl, D (1971) Observations of radio emission from interstellar hydrogen cyanide. Astrophysical Journal 163, L47. DOI: 10.1086/180664.CrossRefGoogle Scholar
Solomon, P and Jefferts, K (1971) Detection of millimeter emission lines from interstellar methyl cyanide. Astrophysical Journal 168, 107. DOI: 10.1086/180794.CrossRefGoogle Scholar
Wickramasinghe, C (2011) Bacterial morphologies supporting cometary panspermia: a reappraisal. International Journal of Astrobiology 10, 25–30. DOI: 10.1017/S1473550410000157.CrossRefGoogle Scholar
Woon, DE (2001) Ab initio quantum chemical studies of reactions in astrophysical ices 3. Reactions of HOCH2NH2 formed in H2CO/NH3/H2O ices. Journal of Physical Chemistry A 105, 9478–9481. DOI: 10.1021/jp011830h.CrossRefGoogle Scholar
Woon, DE (2002) Pathways to glycine and other amino acids in ultraviolet-irradiated astrophysical ices determined via quantum chemical modeling. Astrophysical Journal 571, L177–L180. DOI: 10.1086/341227.CrossRefGoogle Scholar
Woon, DE and Herbst, E (1997) The rate of the reaction between CN and C2H2 at interstellar temperatures. The Astrophysical Journal 477, 204.CrossRefGoogle ScholarPubMed
Zhao, Y and Truhlar, DG (2011) Applications and validations of the Minnesota density functionals. Chemical Physics Letters 502, 1–13.CrossRefGoogle Scholar