Mendeleev Communications
RUS  ENG    JOURNALS   PEOPLE   ORGANISATIONS   CONFERENCES   SEMINARS   VIDEO LIBRARY   PACKAGE AMSBIB  
General information
Latest issue
Archive

Search papers
Search references

RSS
Latest issue
Current issues
Archive issues
What is RSS



Mendeleev Commun.:
Year:
Volume:
Issue:
Page:
Find






Personal entry:
Login:
Password:
Save password
Enter
Forgotten password?
Register


Mendeleev Communications, 2017, Volume 27, Issue 1, Pages 31–34
DOI: https://doi.org/10.1016/j.mencom.2017.01.009
(Mi mendc1886)
 

This article is cited in 13 scientific papers (total in 13 papers)

Communications

Trifluoroacetyl nitrate

V. P. Zelenova, S. S. Bukalovb, L. A. Leitesb, R. R. Aysinb, A. N. Subbotina, M. I. Struchkovaa, I. V. Fedyaninb

a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
b A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
Abstract: Individual trifluoroacetyl nitrate (TFAN) was synthesized by the reaction of N2O5 with trifluoroacetic anhydride (TFAA) and was characterized by 13C, 14N, 15N, and 19F NMR and Raman spectroscopy. In the gas phase TFAN partially decomposes into N2O5 and TFAA, and in solutions the equilibrium is shifted to TFAN. Mono nitration of [2.2]paracyclophane with TFAN proceeds in good yields.
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (1.0 Mb)


Citation: V. P. Zelenov, S. S. Bukalov, L. A. Leites, R. R. Aysin, A. N. Subbotin, M. I. Struchkova, I. V. Fedyanin, “Trifluoroacetyl nitrate”, Mendeleev Commun., 27:1 (2017), 31–34
Linking options:
  • https://www.mathnet.ru/eng/mendc1886
  • https://www.mathnet.ru/eng/mendc/v27/i1/p31
  • This publication is cited in the following 13 articles:
    1. Dawod Yousif, Luca Vaghi, Constantin G. Daniliuc, Riccardo Po, Antonio Papagni, Fabio Rizzo, “Regioselectivity Control in Spirobifluorene Nitration under Mild Conditions: Explaining the Crivello's Reagent Mechanism”, J. Org. Chem., 88:9 (2023), 5285  crossref
    2. Subrata Patra, Ivan Mosiagin, Rahul Giri, Dmitry Katayev, “Organic Nitrating Reagents”, Synthesis, 54:15 (2022), 3432  crossref
    3. V. P. Zelenov, M. E. Minyaev, “Efficient methods for the synthesis of 1,2,3,4-tetrazine 1,3-dioxides annulated with five-membered polynitrogen heterocycles”, Russ Chem Bull, 70:2 (2021), 369  crossref
    4. Matthew Burns, Dave Perkins, Lai C. Chan, Michael J. Pilling, Anna Jawor-Baczynska, Alexander K. Mullen, Alan Steven, Chris Wimsey, Ahmed Elmekawy, Alex Lamacraft, Benjamin C. Dobson, Angus E. McMillan, David R. J. Hose, Phillip A. Inglesby, Steven A. Raw, Martin F. Jones, “Route Design to Manufacture: Synthesis of the Heterocyclic Fragment of AZD5718 Using a Non-cryogenic Lithiation-Alkoxycarbonylation Reaction”, Org. Process Res. Dev., 25:4 (2021), 858  crossref
    5. Victor P. Zelenov, Evgeny Yu. Gorshkov, Mikhail V. Zavaruev, Artem O. Dmitrienko, Ivan A. Troyan, Alla N. Pivkina, Dmitry V. Khakimov, Alexander V. Pavlikov, “Synthesis and mutual transformations of nitronium tetrakis(nitrooxy)- and tetrakis(2,2,2-trifluoroacetoxy)borates”, New J. Chem., 44:33 (2020), 13944  crossref
    6. Matthew C. Davis, Gregory H. Imler, “Nitrolysis of syn,syn-2,4,6-tris-(n-propyl)-hexahydro-1,3,5-tripropionyl-s-triazine”, Tetrahedron Letters, 61:51 (2020), 152665  crossref
    7. Victor P. Zelenov, Dmitry V. Khakimov, Ivan V. Fedyanin, Ivan A. Troyan, “Reactions of nitronium sulfates: Hunting for dinitro sulfate”, J Raman Spectroscopy, 50:11 (2019), 1753  crossref
    8. Peter A. Wade, Nicholas Paparoidamis, C. Jared Miller, Stephanie A. Costa, “Nitration reactions of conjugated compounds employing lithium nitrate and trifluoroacetic anhydride”, Can. J. Chem., 97:8 (2019), 591  crossref
    9. Tao Guo, Zijun Wang, Wang Tang, Wei Wang, Fuqiang Bi, Bozhou Wang, Zhiming Zhou, Zihui Meng, Zhongxue Ge, “A good balance between the energy density and sensitivity from assembly of bis(dinitromethyl) and bis(fluorodinitromethyl) with a single furazan ring”, Journal of Analytical and Applied Pyrolysis, 134 (2018), 218  crossref
    10. A. G. Ogienko, E. G. Bogdanova, A. S. Stoporev, A. A. Ogienko, M. P. Shinkorenko, A. S. Yunoshev, A. Yu. Manakov, “Preparation of fine powders by clathrate-forming freeze-drying: a case study of ammonium nitrate”, Mendeleev Commun., 28:2 (2018), 211–213  mathnet  crossref
    11. V. P. Zelenov, D. V. Khakimov, I. A. Troyan, E. N. Khodot, I. R. Subbotina, “Electron-withdrawing effect of α-substituents in acyl nitrates on the polarization of the O-NO2 bond”, Mendeleev Commun., 28:6 (2018), 641–643  mathnet  crossref
    12. Victor P. Zelenov, Sergey S. Bukalov, Larissa A. Leites, Ivan S. Bushmarinov, Marina I. Struchkova, Artem O. Dmitrienko, Vladimir A. Tartakovsky, “Syntheses of Nitronium Salts: A New Strategy towards Solid Nitronium Monosulfates”, ChemistrySelect, 2:35 (2017), 11886  crossref
    13. V. P. Zelenov, S. S. Bukalov, A. N. Subbotin, “A new type of the dinitrogen pentoxide–acid interaction”, Mendeleev Commun., 27:4 (2017), 355–356  mathnet  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
    Mendeleev Communications
    Statistics & downloads:
    Abstract page:56
    Full-text PDF :21
     
      Contact us:
     Terms of Use  Registration to the website  Logotypes © Steklov Mathematical Institute RAS, 2025