Trinitrophloroglucinol
| Names | |
|---|---|
| IUPAC name
2,4,6-Trinitrobenzene-1,3,5-triol
| |
| Other names
1,3,5-Trihydroxy-2,4,6-trinitrobenzene
2,4,6-Trinitro-1,3,5-benzenetriol 2,4,6-Trinitro-1,3,5-trihydroxybenzene 2,4,6-Trinitro-1,3,5-trihydroxy-benzol TNPG Trinitro-phloroglucinol | |
| Properties | |
| C6H3N3O9 | |
| Molar mass | 261.105 g/mol |
| Appearance | Yellowish solid |
| Odor | Odorless |
| Density | 1.89 g/cm3[1] |
| Melting point | 167–168 °C (333–334 °F; 440–441 K) [2] |
| Boiling point | Decomposes |
| Soluble | |
| Solubility | Soluble in dimethylformamide, ethanol |
| Vapor pressure | ~0 mmHg |
| Hazards | |
| Safety data sheet | None |
| Related compounds | |
| Related compounds
|
Picric acid Styphnic acid |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Trinitrophloroglucinol (TNPG) or 2,4,6-trinitro-1,3,5-benzenetriol is a nitrated aromatic phenol, used as high explosive. It has the chemical formula C6H3N3O9.
Contents
Properties
Chemical
Addition of trinitrophloroglucinol to an aq. solution of ferric chloride gives a blue-violet product.
Potassium bicarbonate mixed with TNPG gives its tripotassium salt.
Physical
Trinitrophloroglucinol is a yellowish or yellow-orange solid. It is soluble in water and organic solvents.
Explosive
There is little available data about TNGU's explosive properties. Some sources indicate that it's somewhat sensitive.
Potassium salts of TNPG have been found to be more stable than its parent compound.[3]
Availability
TNPG is not available to the public and when available it's more expensive than similar explosive compounds.
Preparation
Trinitrophloroglucinol can be prepared via complete nitration of phloroglucinol. The reaction temperature is maintained between 5-10 °C. Yield is given as 91%.[4][5]
Refluxing hexanitrobenzene with hydrofluoric acid at 90 °C for 2 hours will produce TNPG, with an yield of 40%.[6]
Projects
- Make blasting caps
- Make colored compounds
Handling
Safety
Trinitrophloroglucinol is toxic and a powerful explosive. Handle it with care.
Storage
In closed containers.
Disposal
Should be carefully incinerated or neutralized with an oxidizing solution.
References
- ↑ Wolff; Gredel; Irngartinger; Dreier; Acta Crystallographica, Section C: Crystal Structure Communications; vol. 52; nb. pt 12; (1996); p. 3225 - 3227
- ↑ Cantillo, David; Damm, Markus; Dallinger, Doris; Bauser, Marcus; Berger, Markus; Kappe, C. Oliver; Organic Process Research and Development; vol. 18; nb. 11; (2014); p. 1360 - 1366
- ↑ https://www.sciencedirect.com/science/article/abs/pii/S0304389407001161?via%3Dihub
- ↑ Straessler, Nicholas A.; Synthetic Communications; vol. 40; nb. 17; (2010); p. 2513 - 2519
- ↑ https://patents.google.com/patent/US7737308B1/en
- ↑ Nielsen, Arnold T.; Chafin, Andrew P.; Christian, Stephen L.; Journal of Organic Chemistry; vol. 49; nb. 24; (1984); p. 4575 - 4580
