https://www.sciencemadness.org/smwiki/index.php?title=Styphnic_acid&feed=atom&action=history
Styphnic acid - Revision history
2024-03-28T14:33:36Z
Revision history for this page on the wiki
MediaWiki 1.25.1
https://www.sciencemadness.org/smwiki/index.php?title=Styphnic_acid&diff=14976&oldid=prev
Mabus: /* Preparation */
2023-05-16T19:33:43Z
<p><span dir="auto"><span class="autocomment">Preparation</span></span></p>
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<td colspan='2' style="background-color: white; color:black; text-align: center;">Revision as of 19:33, 16 May 2023</td>
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<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>==Preparation==</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>==Preparation==</div></td></tr>
<tr><td class='diff-marker'>−</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>It may be prepared by the nitration of [[resorcinol]] with a [[nitrating mixture|mixture]] of conc. [[nitric acid|nitric]] and [[sulfuric acid]].<ref><del class="diffchange diffchange-inline">http</del>://<del class="diffchange diffchange-inline">www</del>.<del class="diffchange diffchange-inline">powerlabs.org</del>/chemlabs/styphnic.<del class="diffchange diffchange-inline">htm</del></ref></div></td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>It may be prepared by the nitration of [[resorcinol]] with a [[nitrating mixture|mixture]] of conc. [[nitric acid|nitric]] and [[sulfuric acid]].<ref><ins class="diffchange diffchange-inline">https</ins>://<ins class="diffchange diffchange-inline">power-labs</ins>.<ins class="diffchange diffchange-inline">com</ins>/chemlabs/styphnic<ins class="diffchange diffchange-inline">/</ref><ref>https://www</ins>.<ins class="diffchange diffchange-inline">youtube.com/watch?v=5tL6MUGkC1U</ins></ref></div></td></tr>
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Mabus
https://www.sciencemadness.org/smwiki/index.php?title=Styphnic_acid&diff=14623&oldid=prev
Mabus at 21:01, 15 September 2022
2022-09-15T21:01:20Z
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Mabus
https://www.sciencemadness.org/smwiki/index.php?title=Styphnic_acid&diff=13016&oldid=prev
Mabus: Created page with "{{Chembox | Name = Styphnic acid | Reference = | IUPACName = 2,4,6-Trinitrobenzene-1,3-diol | PIN = | SystematicName = | OtherNames = 2,4-Dihydroxy-1,3,5-trinitrobenzene<br>2,..."
2020-06-01T15:20:00Z
<p>Created page with "{{Chembox | Name = Styphnic acid | Reference = | IUPACName = 2,4,6-Trinitrobenzene-1,3-diol | PIN = | SystematicName = | OtherNames = 2,4-Dihydroxy-1,3,5-trinitrobenzene<br>2,..."</p>
<p><b>New page</b></p><div>{{Chembox<br />
| Name = Styphnic acid<br />
| Reference =<br />
| IUPACName = 2,4,6-Trinitrobenzene-1,3-diol<br />
| PIN =<br />
| SystematicName =<br />
| OtherNames = 2,4-Dihydroxy-1,3,5-trinitrobenzene<br>2,4,6-Trinitro-1,3-benzenediol<br>2,4,6-Trinitroresorcinol<br />
<!-- Images --><br />
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<!-- Sections --><br />
| Section1 = {{Chembox Identifiers<br />
| 3DMet = <br />
| Abbreviations = <br />
| SMILES = <br />
}}<br />
| Section2 = {{Chembox Properties<br />
| AtmosphericOHRateConstant = <br />
| Appearance = Yellow solid<br />
| BoilingPt = <br />
| BoilingPtC = <br />
| BoilingPt_ref = <br />
| BoilingPt_notes = Decomposes<br />
| Density = 1.829 g/cm<sup>3</sup> (20 °C)<br />
| Formula = C<sub>6</sub>H<sub>3</sub>N<sub>3</sub>O<sub>8</sub><br />
| HenryConstant = <br />
| LogP = 4.318<br />
| MolarMass = 245.11 g/mol<br />
| MeltingPt = <br />
| MeltingPtC = 180<br />
| MeltingPt_ref = <br />
| MeltingPt_notes = <br />
| Odor = Odorless<br />
| pKa = <br />
| pKb = <br />
| Solubility = 0.54 g/100 ml (25 °C)<br>1.15 g/100 ml (62 °C)<br>3.326 g/100 ml (96 °C)<ref>Yalkowsky S.H., Yan H. Handbook of aqueous solubility data. - CRC Press, 2003</ref><br />
| SolubleOther = Reacts with bases<br>Soluble in [[nitric acid]]<ref>https://link.springer.com/chapter/10.1007%2F978-1-4899-0330-3_28</ref><br />
| Solubility1 = 13 g/100 ml (20 °C)<ref>Taylor; Rinkenbach; Journal of the American Chemical Society; vol. 48; (1926); p. 1309</ref><br />
| Solvent1 = 1,2-Diacetoxy ethane<br />
| Solubility2 = 31.3 g/100 ml (17 °C)<br />
| Solvent2 = acetone<br />
| Solubility3 = 47 g/100 ml (68 °C)<br>86 g/100 ml (80 °C)<ref>[http://www.airsoft-bit.ru/pervichnye-pokazateli-opasnosti/345-himia-tehnologia-brizantnih-vzrivchatih-veshestv-orlova Орлова Е.Ю. Химия и технология бризантных взрывчатых веществ. - М., 1960 pp. 205]</ref><br />
| Solvent3 = benzene<br />
| Solubility4 = 0.5 g/100 ml<ref>Srinivasan; Mitra; Science and Culture; vol. 12; (1947); p. 502</ref><br />
| Solvent4 = carbon tetrachloride<br />
| Solubility5 = 5.1 g/100 ml (0 °C)<br>6.22 g/100 ml (17 °C)<br>14.65 g/100 ml (68 °C)<ref>[http://www.airsoft-bit.ru/pervichnye-pokazateli-opasnosti/345-himia-tehnologia-brizantnih-vzrivchatih-veshestv-orlova Орлова Е.Ю. Химия и технология бризантных взрывчатых веществ. - М., 1960 pp. 205]</ref><br />
| Solvent5 = ethanol<br />
| Solubility6 = 5.1 g/100 ml (10 °C)<br />
| Solvent6 = toluene<br />
| VaporPressure = <br />
}}<br />
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| Section7 = {{Chembox Related<br />
| OtherAnions = <br />
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| OtherCompounds = [[Picric acid]]<br>[[Lead styphnate]]<br>[[Trinitrophloroglucinol]]<br />
}}<br />
}}<br />
'''Styphnic acid''' or '''2,4,6-trinitro-1,3-benzenediol''' ('''C<sub>6</sub>H<sub>3</sub>N<sub>3</sub>O<sub>8</sub>'''), is a yellow astringent acid (from Greek stryphnos "astringent") that forms hexagonal crystals.<br />
<br />
==Properties==<br />
===Chemical===<br />
Like [[picric acid]], it is a moderately strong acid, capable of displacing carbon dioxide from solutions of [[sodium carbonate]], for example.<br />
<br />
It can also react with weakly basic oxides, such as those of lead and silver, to form the corresponding salts. <br />
<br />
===Physical===<br />
Trinitroresorcinol is a yellowish, crystalline solid, insoluble in water but more soluble in organic solvents.<br />
<br />
===Explosive===<br />
Styphnic acid is itself a low sensitivity explosive, similar to picric acid, but explodes upon rapid heating.<br />
<br />
==Availability==<br />
Styphnic acid is not sold by suppliers and has to be made.<br />
<br />
==Preparation==<br />
It may be prepared by the nitration of [[resorcinol]] with a [[nitrating mixture|mixture]] of conc. [[nitric acid|nitric]] and [[sulfuric acid]].<ref>http://www.powerlabs.org/chemlabs/styphnic.htm</ref><br />
<br />
==Projects==<br />
*Make [[lead styphnate]]<br />
*Yellow dye<br />
<br />
==Handling==<br />
===Safety===<br />
Styphnic acid is explosive and may explode if ignited. Like all nitroaromatics, it is toxic and will absorb through skin, staining it yellow.<br />
<br />
===Storage===<br />
Do not store it for long.<br />
<br />
===Disposal===<br />
Unlike other aromatic energetic compounds, styphnic acid cannot be safely burned as it may explode.<br />
<br />
To safely neutralize it, it must first be diluted then chemically neutralized to less harmful products. One patent indicates that bubbling [[chlorine]] in an acidified dil. solution containing styphnic acid will destroy the compound.<ref>http://www.freepatentsonline.com/2487627.html</ref><br />
<br />
==References==<br />
<references/><br />
===Relevant Sciencemadness threads===<br />
*[http://www.sciencemadness.org/talk/viewthread.php?tid=2827 Styphnic acid and lead styphnate]<br />
*[http://www.sciencemadness.org/talk/viewthread.php?tid=21124 Styphnic acid/ Lead Styphnate troubles]<br />
*[http://www.sciencemadness.org/talk/viewthread.php?tid=61732 Old styphnic acid prep]<br />
*[http://www.sciencemadness.org/talk/viewthread.php?tid=2387 STYPHNIC ACID]<br />
*[http://www.sciencemadness.org/talk/viewthread.php?tid=2637 Picric Acid And Styphnic acid Problems]<br />
<br />
[[Category:Chemical compounds]]<br />
[[Category:Organic compounds]]<br />
[[Category:Aromatic compounds]]<br />
[[Category:Nitro compounds]]<br />
[[Category:Nitroaromatics]]<br />
[[Category:Acids]]<br />
[[Category:Phenols]]<br />
[[Category:Materials unstable in basic solution]]<br />
[[Category:Energetic materials]]<br />
[[Category:High explosives]]<br />
[[Category:Secondary explosives]]<br />
[[Category:Dyes]]</div>
Mabus