Dipicryloxide

Structural formula
General
Surname	Dipicryloxide
other names	Hexanitrodiphenyl oxide; 2,4,6,2 ', 4', 6'-hexanitrodiphenyl oxide; Hexanitrodiphenyl ether; 2,4,6,2 ', 4', 6'-hexanitrodiphenyl ether;
Molecular formula	C 12 H 4 N 6 O 13
Brief description	pale yellow crystals
External identifiers / databases
EC number	264-146-9
ECHA InfoCard	100.058.297
PubChem	6454606
Wikidata	Q17539519
properties
Molar mass	440.196 g mol −1
Physical state	firmly
density	1.7 g cm −3
Melting point	269 ° C
solubility	almost insoluble in water; slightly soluble in ethanol and diethyl ether;
safety instructions
GHS hazard labeling ; no classification available
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 .

Dipicryloxide ( 2,4,6,2 ', 4', 6'-hexanitrodiphenyloxide ) is an explosive organic nitro compound that is derived from picric acid.

Presentation and extraction

The compound can be obtained by nitration of diphenyl ether via intermediate stages of the di-, tri-, tetra- and pentanitro substitution products. Another possibility is the formation of ethers from 2,4,6-trinitrophenol and 2,4,6-trinitrochlorobenzene in the presence of sodium hydroxide solution.

properties

Dipicryloxide is a crystalline solid. The connection is particularly explosive when dry due to impact, friction, heat and other ignition sources and is subject to the Explosives Act .

Table with important explosion-relevant properties:
Oxygen balance	−47.3%
Nitrogen content	19.09%
Lead block bulge	37.3 cm ³ g ⁻¹
Detonation velocity	7180 m · s ⁻¹
Sensitivity to impact	8 Nm

use

The compound is a very stable explosive, which compared to picric acid is less sensitive to impact, but more explosive.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Köhler, J .; Meyer, R .; Homburg, A .: Explosivstoffe , tenth, completely revised edition, Wiley-VCH, Weinheim 2008, p. 163, ISBN 978-3-527-32009-7 .
↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ Patent DE635185 (Chem. Fabr v. Heyden., 1934).
↑ Bandgar, BP; Dhakne, VD; Nigal, JN: Rapid synthesis of nitro substituted diaryl ethers under mild conditions in Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry 38 (1999) 111-113.
↑ Roth, L .; Weller, U .: Hazardous Chemical Reactions , 65th supplement, ecomed-Verlag 2011.
↑ Explosives Act, Appendix I, List of Explosive Substances ( BGBl. 1975 I p. 853 ), to which the law is to be applied in full.
↑ Sorbe: Security characteristics , edition 07/2014, ecomed Sicherheit, Hüthig Jehle Rehm GmbH publishing group.

[Explosivstoffe-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Köhler, J .; Meyer, R .; Homburg, A .: Explosivstoffe , tenth, completely revised edition, Wiley-VCH, Weinheim 2008, p. 163, ISBN 978-3-527-32009-7 .

[NV-2] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[3] Patent DE635185 (Chem. Fabr v. Heyden., 1934).

[4] Bandgar, BP; Dhakne, VD; Nigal, JN: Rapid synthesis of nitro substituted diaryl ethers under mild conditions in Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry 38 (1999) 111-113.

[Roth-Weller-5] Roth, L .; Weller, U .: Hazardous Chemical Reactions , 65th supplement, ecomed-Verlag 2011.

[SprengG-6] Explosives Act, Appendix I, List of Explosive Substances ( BGBl. 1975 I p. 853 ), to which the law is to be applied in full.

[SORBE-7] Sorbe: Security characteristics , edition 07/2014, ecomed Sicherheit, Hüthig Jehle Rehm GmbH publishing group.