Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and 1,3,5-Trinitrobenzene: Difference between pages
(Difference between pages)
Content deleted Content added
Saving copy of the {{chembox}} taken from revid 469904945 of page 1,3,5-Trinitrobenzene for the Chem/Drugbox validation project (updated: ''). |
Michael7604 (talk | contribs) it is an isomer of trinitrobenzene |
||
| Line 1: | Line 1: | ||
{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid [{{fullurl:1,3,5-Trinitrobenzene|oldid=469904945}} 469904945] of page [[1,3,5-Trinitrobenzene]] with values updated to verified values.}} |
|||
{{Chembox |
{{Chembox |
||
| Watchedfields = changed |
|||
| verifiedrevid = |
| verifiedrevid = 477204777 |
||
| Reference = <ref>{{GESTIS|ZVG=38290|Name=1,3,5-Trinitrobenzene}}</ref> |
| Reference = <ref>{{GESTIS|ZVG=38290|Name=1,3,5-Trinitrobenzene}}</ref> |
||
| ImageFile = Trinitrobenzene.svg |
| ImageFile = Trinitrobenzene.svg |
||
| Line 9: | Line 9: | ||
| ImageSize1 = 160px |
| ImageSize1 = 160px |
||
| ImageName1 = Ball-and-stick model |
| ImageName1 = Ball-and-stick model |
||
| |
| PIN = 1,3,5-Trinitrobenzene |
||
| OtherNames = ''sym''-Trinitrobenzene |
| OtherNames = ''sym''-Trinitrobenzene |
||
| |
|Section1={{Chembox Identifiers |
||
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
||
| ChemSpiderID = 7156 |
| ChemSpiderID = 7156 |
||
| CASNo_Ref = {{cascite|correct|CAS}} |
| CASNo_Ref = {{cascite|correct|CAS}} |
||
| CASNo = 99-35-4 |
| CASNo = 99-35-4 |
||
| UNII_Ref = {{fdacite|correct|FDA}} |
|||
| UNII = 2H75703R1X |
|||
| PubChem = 7434 |
| PubChem = 7434 |
||
| UNNumber = 0388 |
| UNNumber = 0388 |
||
| SMILES = C1=C(C=C(C=C1[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-] |
| SMILES = C1=C(C=C(C=C1[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-] |
||
}} |
}} |
||
| |
|Section2={{Chembox Properties |
||
| C=6|H=3|N=3|O=6 |
| C=6 | H=3 | N=3 | O=6 |
||
| Appearance = |
| Appearance = |
||
| Density = 1.76 g/cm |
| Density = 1.76 g/cm{{sup|3}} |
||
| MeltingPtC = 123.2 |
| MeltingPtC = 123.2 |
||
| BoilingPtC = 315 |
| BoilingPtC = 315 |
||
| Solubility = 330 mg/L |
| Solubility = 330 mg/L |
||
| MagSus = -74.55·10{{sup|−6}} cm{{sup|3}}/mol |
|||
}} |
}} |
||
| |
|Section3={{Chembox Hazards |
||
| NFPA-F = |
| NFPA-F = 3 | NFPA-H = 2 | NFPA-R = 4 | NFPA-S = |
||
| MainHazards = |
| MainHazards = |
||
| FlashPt = |
| FlashPt = |
||
| |
| AutoignitionPt = }} |
||
}} |
}} |
||
'''1,3,5-Trinitrobenzene''' is one of three isomers of [[trinitrobenzene]] with the formula C<sub>6</sub>H<sub>3</sub>(NO<sub>2</sub>)<sub>3</sub>. A pale yellow solid, the compound is highly explosive.<ref name=Ullmann>{{Ullmann |doi=10.1002/14356007.a17_411|title=Nitro Compounds, Aromatic|year=2005|last1=Booth|first1=Gerald}}</ref> |
|||
==Synthesis and reactions== |
|||
1,3,5-Trinitrobenzene is produced by [[decarboxylation]] of [[2,4,6-Trinitrobenzoic acid|2,4,6-trinitrobenzoic acid]].<ref name=Ullmann/><ref>{{cite journal |doi=10.15227/orgsyn.002.0093|title=1,3,5-Trinitrobenzene|journal=Organic Syntheses|year=1922|volume=2|page=93|first1=H. T.|last1=Clarke|first2=W. W.|last2=Hartman}}</ref> |
|||
1,3,5-Trinitrobenzene forms [[charge-transfer complex]]es with electron-rich arenes. |
|||
Reduction of 1,3,5-trinitrobenzene gives 1,3,5-triaminobenzene, a precursor to [[phloroglucinol]].<ref>{{cite journal |doi=10.15227/orgsyn.009.0074|title=Phloroglucinol|journal=Organic Syntheses|year=1929|volume=9|page=74|first1=H. T.|last1=Clarke|first2=W. W.|last2=Hartman}}</ref> |
|||
==Uses and applications== |
|||
Trinitrobenzene is more explosive than [[TNT]], but more expensive.<ref name=Ullmann/> 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.<ref>{{cite web|author=John Pike |url=https://www.globalsecurity.org/military/systems/munitions/explosives-nitroaromatics.htm |title=Explosives – Nitroaromatics |publisher=Globalsecurity.org |date=1997-05-21 |accessdate=2013-10-28}}</ref> |
|||
==See also== |
|||
* [[1,2,3-Trinitrobenzene]] |
|||
* [[TNT equivalent]] |
|||
* [[RE factor]] |
|||
==References== |
|||
{{reflist}} |
|||
{{DEFAULTSORT:Trinitrobenzene, 1, 3, 5-}} |
|||
[[Category:Nitrobenzenes]] |
|||
[[Category:Explosive chemicals]] |
|||