Trinitroanisole

Structural formula
General
Surname	Trinitroanisole
other names	2,4,6-trinitroanisole; Trisol; Trinol; Nitrolite; Picric acid methyl ester;
Molecular formula	C 7 H 5 N 3 O 7
Brief description	white to light yellow crystals
External identifiers / databases
EC number	620-419-8
ECHA InfoCard	100.149.212
PubChem	11817
ChemSpider	15546303
Wikidata	Q409818
properties
Molar mass	243.13 g mol −1
Physical state	firmly
density	1.61 g cm −3 (20 ° C)
Melting point	68 ° C
solubility	insoluble in water, soluble in diethyl ether and hot ethanol
safety instructions
H and P phrases	H: 201-332-312-302-411
	P: ?
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

The trinitroanisole ( 2,4,6-trinitroanisole ) forms white to light yellow crystals with a melting point of 68 ° C. It is derived from both anisole (methoxybenzene) and nitrobenzene . The structure consists of a benzene ring with an attached methoxy group (-OCH ₃ ) and three nitro groups (-NO ₂ ) as substituents . It's an explosive .

presentation

It is prepared from 2,4-dinitrochlorobenzene by reaction with methanol in the presence of sodium hydroxide and further nitration of the intermediate, or directly from trinitrochlorobenzene likewise by reaction with methanol in the presence of sodium hydroxide.

properties

Trinitroanisole 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	−62.5%
Nitrogen content	17.29%
Normal gas volume	1001 l kg ⁻¹
Explosion heat	3715 kJ kg ⁻¹ (H ₂ O (l)) 3601 kJ kg ⁻¹ (H ₂ O (g))
Specific energy	968 kJ kg ⁻¹ (98.7 mt / kg)
Lead block bulge	29.5 cm ³ g ⁻¹
Detonation velocity	6800 m s ⁻¹
Deflagration point	285 ° C
Steel sleeve test	Limit diameter 12 mm
Sensitivity to impact	20 Nm
Rubbing sensitivity	no reaction up to 353 N pin load

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o J. Köhler, R. Meyer, A. Homburg: Explosivstoffe. 10th, completely revised edition. Wiley-VCH, Weinheim 2008, ISBN 978-3-527-32009-7 , p. 328.
↑ ^a ^b ^c Explosives. Wasag-Chemie, Essen 1961, p. 164.
↑ ^a ^b ^c Entry for CAS no. 606-35-9 in the GESTIS substance database of the IFA , accessed on October 12, 2012(JavaScript required) .
↑ Entry on 2,4,6-trinitroanisole in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ US Government data sheet .
↑ L. Roth, U. Weller: Hazardous chemical reactions. 65. Supplementary delivery. 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.

[Explosivstoffe-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o J. Köhler, R. Meyer, A. Homburg: Explosivstoffe. 10th, completely revised edition. Wiley-VCH, Weinheim 2008, ISBN 978-3-527-32009-7 , p. 328.

[Explosivstoffe2-2] Explosives. Wasag-Chemie, Essen 1961, p. 164.

[GESTIS-3] Entry for CAS no. 606-35-9 in the GESTIS substance database of the IFA , accessed on October 12, 2012(JavaScript required) .

[CLP_100.149.212-4] Entry on 2,4,6-trinitroanisole in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[5] US Government data sheet .

[Roth-Weller-6] L. Roth, U. Weller: Hazardous chemical reactions. 65. Supplementary delivery. ecomed-Verlag, 2011.

[SprengG-7] Explosives Act, Appendix I, List of Explosive Substances ( BGBl. 1975 I p. 853 ), to which the law is to be applied in full.