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The possibility of the preparation of free 1,1-dinitroethene was examined experimentally on the basis of procedures described earlier for other examples of 1-R-1-nitroethenes. It was found, that these types of protocols are non-usable for the preparation of the title compound due to its high reactivity and tendency to decomposition and oligomerization.
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Tom
Strony
9--13
Opis fizyczny
Bibliogr. 12 poz., 1 il. kolor., 1 rys.
Twórcy
autor
- Department of Organic Chemistry and Technology,Cracow University of Technology, Warszawska 24, 31-155 Cracow (Poland)
autor
- Department of Organic Chemistry and Technology,Cracow University of Technology, Warszawska 24, 31-155 Cracow (Poland)
autor
- PharmD, Faculty of Pharmacy, Libyan International Medical University, Benghazi, Libya
autor
- Department of Organic Chemistry and Technology,Cracow University of Technology, Warszawska 24, 31-155 Cracow (Poland)
Bibliografia
- [1] Halimehjani, A.Z.; Namboothiri, I.N.N.; Hooshmand, S.E.; Nitroalkenes in the synthesis of heterocyclic compounds. RSC Adv. 2014, 4, 48022-48084. DOI: 10.1039/c4ra08828j
- [2] Siadati, S.A.; Kula, K.; Babanezhad, E.; The possibility of a two-step oxidation of the surface of C20 fullerene by a single molecule of nitric (V) acid, initiate by a rare [2+3] cycloaddition. Chem. Rev. Lett. 2019, 2, 2-6. DOI: 10.22034/CRL.2019.85535
- [3] Zawadzińska, K.; Gaurav, G. K.; Jasiński, R.; Preparation of conjugated nitroalkenes: short review. Sci. Rad. 2022, 1, 69-83. DOI: 10.58332/v22i1a05
- [4] Jasiński, R.; Competition between the one-step and two-step, zwitterionic mechanisms in the [2+3] cycloaddition of gem-dinitroethene with (Z)-C,N-diphenylnitrone: a DFT computational study. Tetrahedron 2013, 69, 927-932. DOI: 10.1016/j.tet.2012.10.095
- [5] Prokop, J.; Lazar, J.; Crapitto, G.; Smith, D.C.; Worthey, E.A.; Jacob, H.J.; Molecular modeling in the age of clinical genomics, the enterprise of the next generation. J. Mol Model., 2017, 23, 75, 1-14. DOI: 10.1007/s00894-017-3258-3
- [6] Gold, M.H.; Hamel, E.E.; Klager, K.; Preparation and characterization of 2,2-dinitro-ethanol. J. Org. Chem. 1957, 22, 12, 1665-1667. DOI: 10.1021/jo01363a035
- [7] Фридман, А.; Л., Габитов Ф. А.; Сурков В. Д.; ЖОрХ. 1972, 8, 2457.
- [8] Buckley, G.D.; Scaife, C.W.; Aliphatic Nitro-compounds. Part I. Preparation of nitro-olefins by dehydration of 2-nitro-alcohols. J. Chem. Soc. 1947, 1471-1472. DOI: 10.1039/JR9470001471
- [9] Jasiński, R.; Dresler, E.; Mikulska, M.; Polewski, D.; [3+2] Cycloadditions of 1-halo-1-nitroethenes with (Z)-C-(3,4,5-trimethoxyphenyl)-N-methyl-nitrone as regio- and stereocontrolled source of novel bioactive compounds: preliminary studies. Curr. Chem. Lett. 2016, 5, 123-128. DOI: 10.5267/j.ccl.2016.2.001
- [10] Sadowski, M.; Synkiewicz-Musialska, B.; Kula, K.; (1E,3E)-1,4-Dinitro-1,3-butadiene - synthesis, spectral characteristics and computational study based on MEDT, ADME and PASS simulation. Molecules 2024, 29 (2), 542. DOI: 10.3390/molecules29020542
- [11] Noland, W.E.; 2-nitroethanol. Org. Synth. 1961, 41, 67. DOI: 10.15227/orgsyn.041.0067
- [12] Sopova, A.S.; Perekalin, V.V.; Lebednova, V.M.; Yurchenko, O.I.; Zh. Obshch. Khim. 1964, 34, 1185.
Uwagi
Opracowanie rekordu ze środków MNiSW, umowa nr SONP/SP/546092/2022 w ramach programu "Społeczna odpowiedzialność nauki" - moduł: Popularyzacja nauki i promocja sportu (2024).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-e98d0cc5-3100-4d4e-abab-7bb17cb59872