Chemistry of 2,4,6-trinitrobenzonitrile 1. Nitro group substitution in 2,4,6-trinitrobenzonitrile under the action of anionic nucleophiles. Factors favoring substitution of the ortho-nitro group

Russian Chemical Bulletin

Volumn 50, Issue 12, 2001, Pages 2401-2405

  Dalinger, I L ^a   Cherkasova, T I ^a   Vorob'ev, S S ^a   Aleksandrov, A V ^a   Popova, G P ^a   Shevelev, S A ^a  

^a N D ZELINSKY INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

2,4,6 trinitrobenzonitrile; Anionic nucleophiles; Benzo b thiophenes; Intramolecular cyclization; Nucleophilic substitution of nitro groups

Indexed keywords

EID: 0035542398     PISSN: 10665285     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1015043815242     Document Type: Article

References (11)

1. V. A. Tartakovsky, S. A. Shevelev, M. D. Dutov, A. Kh. Shakhnes, A. L. Rusanov, L. G. Komarova, and A. M. Andrievsky, Problems of Trotyl (TNT) Processing into Condensation Monomers, Polymers and Dyes, in Conversion Concepts for Commercial Applications and Disposal Technologies of Energetic Systems, Ed. H. Krause, Kluwer Academic Publishers, Dordrecht, 1997, 137.
2. F. Terrier, Nucleophilic Aromatic Displacement: The Influence of the Nitro Group, VCH, Weinheim - New York, 1991.
3. M. E. Sitzman and J. C. Dacons, J. Org. Chem., 1973, 38, 4363.
4. G. Bartoli and P. E. Todesco, Acc. Chem. Res., 1977, 10, 125.
5. I. L. Dalinger, T. I. Cherkasova, V. M. Khutoretskii, and S. A. Shevelev, Mendeleev Commun., 2000, 72.
6. J. R. Beck, J. Org. Chem., 1972, 37, 3224.
7. M. M. Kreevoy, E. T. Harper, R. E. Duvall, H. S. Wilgus, and L. T. Ditsch, J. Am. Chem. Soc., 1960, 82, 4899.
8. J. P. Danehy and C. J. Noel, J. Am. Chem. Soc., 1960, 82, 2511.
9. F. G. Bordwell, Acc. Chem. Res., 1988, 21, 456.
10. A. J. Parker, Quart. Rev., 1962, 16, 1631; Adv. Phys. Org. Chem., 1967, 5, 173.
11. A. J. Parker, Quart. Rev., 1962, 16, 1631; Adv. Phys. Org. Chem., 1967, 5, 173.