Names | |
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Preferred IUPAC name
1,3,5-Trinitrobenzene | |
Other names
sym-Trinitrobenzene
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Identifiers | |
3D model (
JSmol)
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ChemSpider | |
ECHA InfoCard | 100.002.502 |
PubChem
CID
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UNII | |
UN number | 0388 |
CompTox Dashboard (
EPA)
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Properties | |
C6H3N3O6 | |
Molar mass | 213.105 g·mol−1 |
Density | 1.76 g/cm3 |
Melting point | 123.2 °C (253.8 °F; 396.3 K) |
Boiling point | 315 °C (599 °F; 588 K) |
330 mg/L | |
-74.55·10−6 cm3/mol | |
Hazards | |
NFPA 704 (fire diamond) | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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1,3,5-Trinitrobenzene is one of three isomers of trinitrobenzene with the formula C6H3(NO2)3. A pale yellow solid, the compound is highly explosive. [2]
1,3,5-Trinitrobenzene is produced by decarboxylation of 2,4,6-trinitrobenzoic acid. [2] [3]
1,3,5-Trinitrobenzene forms charge-transfer complexes with electron-rich arenes.
Reduction of 1,3,5-trinitrobenzene gives 1,3,5-triaminobenzene, a precursor to phloroglucinol. [4]
Trinitrobenzene is more explosive than TNT, but more expensive. [2] It is primarily used as a high explosive compound for commercial mining and military applications. It has also been used as a narrow-range pH indicator, an agent to vulcanize natural rubber, and a mediating agent to mediate the synthesis of other explosive compounds. [5]