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class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/1-diazidocarbamoil-5-azidotetrazol" title="1-diazidocarbamoil-5-azidotetrazol – Spanish" lang="es" hreflang="es" data-title="1-diazidocarbamoil-5-azidotetrazol" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/5-%E3%82%A2%E3%82%B8%E3%83%89-1-(%E3%82%B8%E3%82%A2%E3%82%B8%E3%83%89%E3%83%A1%E3%83%81%E3%83%AC%E3%83%B3%E3%82%A2%E3%83%9F%E3%83%8E)-1H-%E3%83%86%E3%83%88%E3%83%A9%E3%82%BE%E3%83%BC%E3%83%AB" title="5-アジド-1-(ジアジドメチレンアミノ)-1H-テトラゾール – Japanese" lang="ja" hreflang="ja" data-title="5-アジド-1-(ジアジドメチレンアミノ)-1H-テトラゾール" data-language-autonym="日本語" data-language-local-name="Japanese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/1-Diazydokarbamoilo-5-azydotetrazol" title="1-Diazydokarbamoilo-5-azydotetrazol – Polish" lang="pl" hreflang="pl" data-title="1-Diazydokarbamoilo-5-azydotetrazol" data-language-autonym="Polski" data-language-local-name="Polish" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/1-%D0%B4%D0%B8%D0%B0%D0%B7%D0%B8%D0%B4%D0%BE%D0%BA%D0%B0%D1%80%D0%B1%D0%B0%D0%BC%D0%BE%D0%B8%D0%BB-5-%D0%B0%D0%B7%D0%B8%D0%B4%D0%BE%D1%82%D0%B5%D1%82%D1%80%D0%B0%D0%B7%D0%BE%D0%BB" title="1-диазидокарбамоил-5-азидотетразол – Russian" lang="ru" hreflang="ru" data-title="1-диазидокарбамоил-5-азидотетразол" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/1-Diazidokarbamoil-5-azidotetrazol" 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id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><style data-mw-deduplicate="TemplateStyles:r1268415487">.mw-parser-output .ib-chembox{border-collapse:collapse;text-align:left}.mw-parser-output .ib-chembox td,.mw-parser-output .ib-chembox th{border:1px solid #a2a9b1;width:40%}.mw-parser-output .ib-chembox td+td{width:60%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .ib-chembox figure:not(.skin-invert-image):not(.skin-invert):not(.bg-transparent){background:var(--background-color-inverted,#f8f9fa)}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .ib-chembox figure:not(.skin-invert-image):not(.skin-invert):not(.bg-transparent){background:var(--background-color-inverted,#f8f9fa)}}</style> <table class="infobox ib-chembox"> <caption>1-Diazidocarbamoyl-5-azidotetrazole </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:1-Diazidocarbamoyl-5-azidotetrazole.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d9/1-Diazidocarbamoyl-5-azidotetrazole.png/220px-1-Diazidocarbamoyl-5-azidotetrazole.png" decoding="async" width="220" height="195" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d9/1-Diazidocarbamoyl-5-azidotetrazole.png/330px-1-Diazidocarbamoyl-5-azidotetrazole.png 1.5x, //upload.wikimedia.org/wikipedia/commons/d/d9/1-Diazidocarbamoyl-5-azidotetrazole.png 2x" data-file-width="351" data-file-height="311" /></a><figcaption></figcaption></figure> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Preferred_IUPAC_name" title="Preferred IUPAC name">Preferred IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0; max-width:22em;"><i>N</i>-(5-Azido-1<i>H</i>-tetrazol-1-yl)carbonimidoyl diazide</div></div> </td></tr> <tr> <td colspan="2" style="text-align:left;">Other names <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li>1-Diazidocarbamoyl-5-azidotetrazole</li><li>5-Azido-1-diazidocarbamoyltetrazole</li><li><i>N</i>-(5-Azido-1<i>H</i>-tetrazol-1-yl)carbonimidic diazide</li></ul></div></div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Identifiers </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=1306278-47-6">1306278-47-6</a></span><sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup> <span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=N%28%3D%5BN%2B%5D%3D%5BN-%5D%29C1%3DNN%3DNN1N%3DC%28N%3D%5BN%2B%5D%3D%5BN-%5D%29N%3D%5BN%2B%5D%3D%5BN-%5D">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td>Abbreviations </td> <td>AA </td></tr> <tr> <td><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.30649737.html">30649737</a></span></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/PubChem" title="PubChem">PubChem</a> <abbr title="Compound ID">CID</abbr></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/101796054">101796054</a></span></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CompTox_Chemicals_Dashboard" title="CompTox Chemicals Dashboard">CompTox Dashboard</a> <span style="font-weight:normal">(<abbr title="U.S. Environmental Protection Agency">EPA</abbr>)</span></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="comptox.epa.gov"><a rel="nofollow" class="external text" href="https://comptox.epa.gov/dashboard/chemical/details/DTXSID901336271">DTXSID901336271</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q55443345#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1S/C2N14/c3-11-6-1(7-12-4)10-16-2(8-13-5)9-14-15-16</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: ROKXTJDNIZBVDB-UHFFFAOYSA-N</div></div></li></ul> </div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.6em; word-wrap:break-word; text-indent:-1.5em; text-align:left; font-size:97%; line-height:120%;">N(=[N+]=[N-])C1=NN=NN1N=C(N=[N+]=[N-])N=[N+]=[N-]</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Properties </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Chemical_formula" title="Chemical formula">Chemical formula</a></div> </td> <td><span title="Carbon">C</span><sub>2</sub><span title="Nitrogen">N</span><sub>14</sub> </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td><span class="nowrap"><span data-sort-value="7002220120000000000♠"></span>220.120</span> g·mol<sup>−1</sup>   </td></tr> <tr> <td><a href="/wiki/Density" title="Density">Density</a> </td> <td>1.723 g·cm<sup>−3</sup><sup id="cite_ref-martin_2-0" class="reference"><a href="#cite_note-martin-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Melting_point" title="Melting point">Melting point</a> </td> <td>78 °C (172 °F; 351 K) </td></tr> <tr> <td><a href="/wiki/Boiling_point" title="Boiling point">Boiling point</a> </td> <td>Violent explosion at 110 °C </td></tr> <tr> <td><a href="/wiki/Solubility" title="Solubility">Solubility</a> </td> <td>Soluble in <a href="/wiki/Diethyl_ether" title="Diethyl ether">diethyl ether</a>, <a href="/wiki/Acetone" title="Acetone">acetone</a>, hydrocarbons, chlorinated hydrocarbons<sup id="cite_ref-patent_3-0" class="reference"><a href="#cite_note-patent-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Structure<sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Crystal_structure" title="Crystal structure">Crystal structure</a></div> </td> <td>orthorhombic </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Space_group" title="Space group">Space group</a></div> </td> <td><i>Pbcn</i> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Lattice_constant" title="Lattice constant">Lattice constant</a></div> </td> <td><div><i>a</i> = 18.1289, <i>b</i> = 8.2128, <i>c</i> = 11.4021</div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Lattice_constant#Volume" title="Lattice constant">Lattice volume</a> (<i>V</i>)</div> </td> <td>1697.6 </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Formula_unit" title="Formula unit">Formula units</a> (<i>Z</i>)</div> </td> <td>8 </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Thermochemistry </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Standard_enthalpy_change_of_formation" class="mw-redirect" title="Standard enthalpy change of formation">Std enthalpy of<br />formation</a> <span style="font-size:112%;">(Δ<sub>f</sub><i>H</i><sup>⦵</sup><sub>298</sub>)</span></div> </td> <td>357 kcal·mol<sup>−1</sup><sup id="cite_ref-boom-town_5-0" class="reference"><a href="#cite_note-boom-town-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> (1495 kJ·mol<sup>−1</sup>)<sup id="cite_ref-martin_2-1" class="reference"><a href="#cite_note-martin-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Explosive data </th></tr> <tr> <td><a href="/wiki/Shock_sensitivity" title="Shock sensitivity">Shock sensitivity</a> </td> <td><0.25 J </td></tr> <tr> <td><a href="/wiki/Friction_sensitivity" title="Friction sensitivity">Friction sensitivity</a> </td> <td><1 N </td></tr> <tr> <td><a href="/wiki/Detonation_velocity" title="Detonation velocity">Detonation velocity</a> </td> <td>8960 m·s<sup>−1</sup> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Hazards </th></tr> <tr> <td colspan="2" style="text-align:left; background-color:#eaeaea;color:inherit;"><b><a href="/wiki/Occupational_safety_and_health" title="Occupational safety and health">Occupational safety and health</a></b> (OHS/OSH): </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Main hazards</div> </td> <td>will unpredictably and violently detonate – part of the nitrogen highly energetic compounds family. </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; color:inherit; border:1px solid #a2a9b1;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Except where otherwise noted, data are given for materials in their <a href="/wiki/Standard_state" title="Standard state">standard state</a> (at 25 °C [77 °F], 100 kPa).</div> <div style="margin-top: 0.3em;"></div> <div style="margin-top: 0.3em; text-align: center;"><a href="/wiki/Wikipedia:Chemical_infobox#References" title="Wikipedia:Chemical infobox">Infobox references</a></div> </td></tr> </tbody></table><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <p><b>1-Diazidocarbamoyl-5-azidotetrazole</b>, often jokingly referred to as <b>azidoazide azide</b>,<sup id="cite_ref-boom-town_5-1" class="reference"><a href="#cite_note-boom-town-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> is a <a href="/wiki/Heterocyclic_compound" title="Heterocyclic compound">heterocyclic</a> <a href="/wiki/Inorganic_compound" title="Inorganic compound">inorganic</a> compound with the formula C<sub>2</sub>N<sub>14</sub>.<sup id="cite_ref-Klapötke_2011_6-0" class="reference"><a href="#cite_note-Klapötke_2011-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> It is a highly reactive and <a href="/wiki/Contact_explosive" title="Contact explosive">extremely sensitive</a> <a href="/wiki/Explosive" title="Explosive">explosive</a>. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Synthesis">Synthesis</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=1-Diazidocarbamoyl-5-azidotetrazole&action=edit&section=1" title="Edit section: Synthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>1-Diazidocarbamoyl-5-azidotetrazole was produced by <a href="/wiki/Diazonium_compound" title="Diazonium compound">diazotizing</a> triaminoguanidinium chloride with <a href="/wiki/Sodium_nitrite" title="Sodium nitrite">sodium nitrite</a> in ultra-purified <a href="/wiki/Water" title="Water">water</a>.<sup id="cite_ref-Klapötke_2011_6-1" class="reference"><a href="#cite_note-Klapötke_2011-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> Another synthesis uses a <a href="/wiki/Salt_metathesis_reaction" title="Salt metathesis reaction">metathesis</a> reaction between <a href="/w/index.php?title=Isocyanogen_tetrabromide&action=edit&redlink=1" class="new" title="Isocyanogen tetrabromide (page does not exist)">isocyanogen tetrabromide</a> in <a href="/wiki/Acetone" title="Acetone">acetone</a> and aqueous <a href="/wiki/Sodium_azide" title="Sodium azide">sodium azide</a>.<sup id="cite_ref-patent_3-1" class="reference"><a href="#cite_note-patent-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> This first forms isocyanogen tetraazide, the "open" isomer of C<sub>2</sub>N<sub>14</sub>, which at room temperature quickly undergoes an irreversible cyclization reaction to form a <a href="/wiki/Tetrazole" title="Tetrazole">tetrazole</a> ring.<sup id="cite_ref-Banert_7-0" class="reference"><a href="#cite_note-Banert-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><span typeof="mw:File"><a href="/wiki/File:Isocyanogen_tetraazide_closure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/1f/Isocyanogen_tetraazide_closure.png/300px-Isocyanogen_tetraazide_closure.png" decoding="async" width="300" height="102" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/1f/Isocyanogen_tetraazide_closure.png/450px-Isocyanogen_tetraazide_closure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/1f/Isocyanogen_tetraazide_closure.png/600px-Isocyanogen_tetraazide_closure.png 2x" data-file-width="1922" data-file-height="652" /></a></span></dd></dl> <div class="mw-heading mw-heading2"><h2 id="Properties">Properties</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=1-Diazidocarbamoyl-5-azidotetrazole&action=edit&section=2" title="Edit section: Properties"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The C<sub>2</sub>N<sub>14</sub> molecule is a monocyclic tetrazole with three <a href="/wiki/Azide" title="Azide">azide</a> groups. This ring form is in <a href="/wiki/Chemical_equilibrium" title="Chemical equilibrium">equilibrium</a> with isocyanogen tetraazide, an <a href="/wiki/Isomer" title="Isomer">isomeric</a> acyclic structure that has long been known to cyclize quickly to the tetrazole.<sup id="cite_ref-Banert_7-1" class="reference"><a href="#cite_note-Banert-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> </p><p>It is one of a family of high energy nitrogen compounds in which the nitrogen atoms do not have strong triple bonds. This instability makes many such compounds liable to explosive decomposition, releasing <a href="/wiki/Nitrogen" title="Nitrogen">nitrogen</a> gas. </p><p>This tetrazole explosive has a decomposition temperature of 124 °C. It is very sensitive, with an impact sensitivity lower than 0.25 joules. It is, however, less sensitive than <a href="/wiki/Nitrogen_triiodide" title="Nitrogen triiodide">nitrogen triiodide</a>. Decomposition can be initiated by only using contact or using a laser beam.<sup id="cite_ref-8" class="reference"><a href="#cite_note-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> For these reasons, it is often erroneously claimed to be the world's most sensitive compound.<sup id="cite_ref-9" class="reference"><a href="#cite_note-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-boom-town_5-2" class="reference"><a href="#cite_note-boom-town-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=1-Diazidocarbamoyl-5-azidotetrazole&action=edit&section=3" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><span class="noviewer" typeof="mw:File"><a href="/wiki/File:Wiktionary-logo-en-v2.svg" class="mw-file-description"><img alt="" src="//upload.wikimedia.org/wikipedia/commons/thumb/9/99/Wiktionary-logo-en-v2.svg/16px-Wiktionary-logo-en-v2.svg.png" decoding="async" width="16" height="16" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/99/Wiktionary-logo-en-v2.svg/24px-Wiktionary-logo-en-v2.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/99/Wiktionary-logo-en-v2.svg/32px-Wiktionary-logo-en-v2.svg.png 2x" data-file-width="512" data-file-height="512" /></a></span> The dictionary definition of <a href="https://en.wiktionary.org/wiki/azidoazide_azide" class="extiw" title="wiktionary:azidoazide azide"><i>azidoazide azide</i></a> at Wiktionary</li></ul> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=1-Diazidocarbamoyl-5-azidotetrazole&action=edit&section=4" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-1">^</a></b></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output 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Retrieved <span class="nowrap">2022-04-05</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Discovery&rft.atitle=Beware+Of+Azidoazide+Azide%2C+The+World%27s+Most+Explosive+Chemical&rft_id=https%3A%2F%2Fwww.discovery.com%2Fscience%2FAzidoazide-Azide-Most-Explosive-Chemical&rfr_id=info%3Asid%2Fen.wikipedia.org%3A1-Diazidocarbamoyl-5-azidotetrazole" class="Z3988"></span></span> </li> </ol></div></div> <div class="mw-heading mw-heading2"><h2 id="External_links">External links</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=1-Diazidocarbamoyl-5-azidotetrazole&action=edit&section=5" title="Edit section: External links"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a rel="nofollow" class="external text" href="https://www.youtube.com/watch?v=uNhVK-2mh6w"><span class="plainlinks">Synthesis video</span></a> on <a href="/wiki/YouTube_video_(identifier)" class="mw-redirect" title="YouTube video (identifier)">YouTube</a></li> <li><a rel="nofollow" class="external text" href="https://www.youtube.com/watch?v=E3Usu6SPVSg"><span class="plainlinks">Discussion between discoverer and hobby chemists about the synthesis video</span></a> on <a href="/wiki/YouTube_video_(identifier)" class="mw-redirect" title="YouTube video (identifier)">YouTube</a></li></ul>    </div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?useformat=desktop&type=1x1&usesul3=0" alt="" width="1" height="1" style="border: none; position: absolute;"></noscript> <div class="printfooter" data-nosnippet="">Retrieved from "<a dir="ltr" href="https://en.wikipedia.org/w/index.php?title=1-Diazidocarbamoyl-5-azidotetrazole&oldid=1277397217">https://en.wikipedia.org/w/index.php?title=1-Diazidocarbamoyl-5-azidotetrazole&oldid=1277397217</a>"</div></div> <div id="catlinks" class="catlinks" data-mw="interface"><div id="mw-normal-catlinks" class="mw-normal-catlinks"><a href="/wiki/Help:Category" title="Help:Category">Categories</a>: <ul><li><a href="/wiki/Category:Tetrazoles" title="Category:Tetrazoles">Tetrazoles</a></li><li><a href="/wiki/Category:Organoazides" title="Category:Organoazides">Organoazides</a></li><li><a href="/wiki/Category:Explosive_chemicals" title="Category:Explosive chemicals">Explosive chemicals</a></li><li><a href="/wiki/Category:Inorganic_carbon_compounds" title="Category:Inorganic carbon compounds">Inorganic carbon compounds</a></li><li><a href="/wiki/Category:Azines_(hydrazine_derivatives)" title="Category:Azines (hydrazine derivatives)">Azines (hydrazine derivatives)</a></li></ul></div><div id="mw-hidden-catlinks" class="mw-hidden-catlinks mw-hidden-cats-hidden">Hidden categories: <ul><li><a href="/wiki/Category:Articles_without_InChI_source" title="Category:Articles without InChI source">Articles without InChI source</a></li><li><a href="/wiki/Category:Articles_without_EBI_source" title="Category:Articles without EBI source">Articles without EBI source</a></li><li><a href="/wiki/Category:Articles_without_KEGG_source" title="Category:Articles without KEGG source">Articles without KEGG source</a></li><li><a href="/wiki/Category:Articles_without_UNII_source" title="Category:Articles without UNII source">Articles without UNII source</a></li><li><a href="/wiki/Category:Articles_with_changed_CASNo_identifier" title="Category:Articles with changed CASNo identifier">Articles with changed CASNo identifier</a></li><li><a href="/wiki/Category:Articles_containing_unverified_chemical_infoboxes" title="Category:Articles containing unverified chemical infoboxes">Articles containing unverified chemical infoboxes</a></li><li><a href="/wiki/Category:Articles_with_short_description" title="Category:Articles with short description">Articles with short description</a></li><li><a href="/wiki/Category:Short_description_is_different_from_Wikidata" title="Category:Short description is different from Wikidata">Short description is different from Wikidata</a></li></ul></div></div> </div> </main> </div> <div class="mw-footer-container"> <footer id="footer" class="mw-footer" > <ul id="footer-info"> <li id="footer-info-lastmod"> This page was last edited on 24 February 2025, at 12:21<span class="anonymous-show"> (UTC)</span>.</li> <li id="footer-info-copyright">Text is available under the <a href="/wiki/Wikipedia:Text_of_the_Creative_Commons_Attribution-ShareAlike_4.0_International_License" title="Wikipedia:Text of the Creative Commons Attribution-ShareAlike 4.0 International License">Creative Commons Attribution-ShareAlike 4.0 License</a>; additional terms may apply. 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