Pentanitroaniline

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Structural formula
Structure of pentanitroaniline
General
Surname Pentanitroaniline
Molecular formula C 6 H 2 N 6 O 10
External identifiers / databases
CAS number 21985-87-5
PubChem 11023554
Wikidata Q6138838
properties
Molar mass 318.11 g mol −1
Physical state

firmly

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Pentanitroaniline is an explosive . It consists of a benzene ring with one amino group  (–NH 2 ) and five nitro groups  (–NO 2 ) as substituents.

The nitration of 3,5-dinitroaniline with anhydrous nitrating acid leads to pentanitroaniline in 52% yield. The oxidation of pentanitroaniline with peroxodisulfuric acid produces hexanitrobenzene .

Individual evidence

  1. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. ^ Jai Prakash Agrawal, Robert Hodgson: Organic Chemistry of Explosives , John Wiley & Sons, 2006, ISBN 978-0-470-02967-1 , p. 379 ( limited preview in Google book search).
  3. ^ Arnold T. Nielsen, Ronald L. Atkins, William P. Norris: "Oxidation of poly (nitro) anilines to poly (nitro) benzenes. Synthesis of hexanitrobenzene and pentanitrobenzene ", J. Org. Chem. , 1979 , 44  (7), pp. 1181-1182 ( doi : 10.1021 / jo01321a041 ).
  4. Ronald L. Atkins, Richard A. Hollins, William S. Wilson: "Synthesis of polynitro compounds. Hexasubstituted benzenes ", J. Org. Chem. , 1986 , 51  (17), pp. 3261-3266 ( doi : 10.1021 / jo00367a003 ).