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Solvent Black 3 - Wikipedia
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</div> </div> </nav> <h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Solvent Black 3</span></h1> <div id="p-lang-btn" class="vector-dropdown mw-portlet mw-portlet-lang" > <input type="checkbox" id="p-lang-btn-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-p-lang-btn" class="vector-dropdown-checkbox mw-interlanguage-selector" aria-label="Go to an article in another language. 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interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Sudanschwarz_B" title="Sudanschwarz B – German" lang="de" hreflang="de" data-title="Sudanschwarz B" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%B3%D9%88%D8%AF%D8%A7%D9%86_%D8%B3%DB%8C%D8%A7%D9%87_%D8%A8" title="سودان سیاه ب – Persian" lang="fa" hreflang="fa" data-title="سودان سیاه ب" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Sudan_Crno_B" title="Sudan Crno B – Serbian" lang="sr" hreflang="sr" data-title="Sudan Crno B" data-language-autonym="Српски / srpski" data-language-local-name="Serbian" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Sudan_Crno_B" title="Sudan Crno B – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Sudan Crno B" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E8%98%87%E4%B8%B9%E9%BB%91B" title="蘇丹黑B – Chinese" lang="zh" hreflang="zh" data-title="蘇丹黑B" data-language-autonym="中文" data-language-local-name="Chinese" class="interlanguage-link-target"><span>中文</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q10861380#sitelinks-wikipedia" title="Edit interlanguage links" class="wbc-editpage">Edit links</a></span></div> </div> 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data-unpinned-container-id="vector-appearance-unpinned-container" > <div class="vector-pinnable-header-label">Appearance</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">hide</button> </div> </div> </div> </nav> </div> </div> <div id="bodyContent" class="vector-body" aria-labelledby="firstHeading" data-mw-ve-target-container> <div class="vector-body-before-content"> <div class="mw-indicators"> </div> <div id="siteSub" class="noprint">From Wikipedia, the free encyclopedia</div> </div> <div id="contentSub"><div id="mw-content-subtitle"><span class="mw-redirectedfrom">(Redirected from <a href="/w/index.php?title=Sudan_Black_B&redirect=no" class="mw-redirect" title="Sudan Black B">Sudan Black B</a>)</span></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:r1084375498">.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%}</style> <table class="infobox ib-chembox"> <caption>Solvent Black 3 </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Sudan_Black_B.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f6/Sudan_Black_B.svg/250px-Sudan_Black_B.svg.png" decoding="async" width="250" height="78" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f6/Sudan_Black_B.svg/375px-Sudan_Black_B.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f6/Sudan_Black_B.svg/500px-Sudan_Black_B.svg.png 2x" data-file-width="800" data-file-height="250" /></a></span> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature" title="Chemical nomenclature">IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;">(2,2-dimethyl-1,3-dihydroperimidin-6-yl)-(4-phenylazo-1-naphthyl)diazene</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;">Sudan Black; Fat Black HB; Solvent Black 3; C.I. 26150</div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; 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><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><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=4197-25-5">4197-25-5</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</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%3DN%2Fc5c1c%28cccc1%29c%28%2FN%3DN%2Fc4c2cccc3NC%28Nc%28c23%29cc4%29%28C%29C%29cc5%29%5Cc6ccccc6">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=88216">CHEBI:88216</a></span><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><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.55272.html">55272</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a> </td> <td><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.021.898">100.021.898</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q10861380#P2566" 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> </td></tr> <tr> <td><a href="/wiki/Medical_Subject_Headings" title="Medical Subject Headings">MeSH</a> </td> <td><span title="www.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://www.nlm.nih.gov/cgi/mesh/2014/MB_cgi?mode=&term=Sudan+Black+B">Sudan+Black+B</a></span> </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/61336">61336</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/9YDL1Q990E">9YDL1Q990E</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></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/DTXSID0052091">DTXSID0052091</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q10861380#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; background:transparent;"><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/C29H24N6/c1-29(2)30-26-14-8-13-22-25(17-18-27(31-29)28(22)26)35-34-24-16-15-23(20-11-6-7-12-21(20)24)33-32-19-9-4-3-5-10-19/h3-18,30-31H,1-2H3/b33-32+,35-34+<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: YCUVUDODLRLVIC-VPHDGDOJSA-N<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div></div></li><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=1/C29H24N6/c1-29(2)30-26-14-8-13-22-25(17-18-27(31-29)28(22)26)35-34-24-16-15-23(20-11-6-7-12-21(20)24)33-32-19-9-4-3-5-10-19/h3-18,30-31H,1-2H3/b33-32+,35-34+</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: YCUVUDODLRLVIC-VPHDGDOJBF</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; background:transparent;"><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/c5c1c(cccc1)c(/N=N/c4c2cccc3NC(Nc(c23)cc4)(C)C)cc5)\c6ccccc6</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; 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>C<sub>29</sub>H<sub>24</sub>N<sub>6</sub>  </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td>456.54 g/mol    </td></tr> <tr> <td><a href="/wiki/Melting_point" title="Melting point">Melting point</a> </td> <td>120 to 124 °C (248 to 255 °F; 393 to 397 K) </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; 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 style="text-align:center;"><span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/12px-X_mark.svg.png" decoding="async" width="12" height="14" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/18px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/24px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span> <span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&rev1=470483133&page2=Solvent+Black+3">verify</a></span> (<a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">what is</a> <sup><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span><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> ?) </div></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>Solvent Black 3</b> is an <a href="/wiki/Azo_dye" title="Azo dye">azo dye</a>.<sup id="cite_ref-Ullmann_1-0" class="reference"><a href="#cite_note-Ullmann-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> It is a non-fluorescent, relatively thermostable <a href="/wiki/Lysochrome" title="Lysochrome">lysochrome</a> (fat-soluble dye) <a href="/wiki/Diazo_dye" class="mw-redirect" title="Diazo dye">diazo dye</a> used for <a href="/wiki/Staining_(biology)" class="mw-redirect" title="Staining (biology)">staining</a> of neutral <a href="/wiki/Triglycerides" class="mw-redirect" title="Triglycerides">triglycerides</a> and <a href="/wiki/Lipid" title="Lipid">lipids</a> on frozen sections and some <a href="/wiki/Lipoproteins" class="mw-redirect" title="Lipoproteins">lipoproteins</a> on paraffin sections. It has the appearance of a dark brown to black powder with maximum absorption at 596–605 nm and melting point 120–124 °C. It stains blue-black. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Applications">Applications</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Solvent_Black_3&action=edit&section=1" title="Edit section: Applications"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Solvent Black 3 is used for a wide variety of commercial applications. </p><p>In the laboratory, Solvent Black 3 is used for <a href="/wiki/Sudan_stain" title="Sudan stain">Sudan staining</a>. Similar dyes include <a href="/wiki/Oil_Red_O" title="Oil Red O">Oil Red O</a>, <a href="/wiki/Sudan_III" title="Sudan III">Sudan III</a>, and <a href="/wiki/Sudan_IV" title="Sudan IV">Sudan IV</a>. It can be used to stain some other materials than the other Sudan dyes, as it is not so specific to lipids. It is used in fingerprint enhancement. It is useful for detecting fats that are contaminated with oil and grease. In differentiating <a href="/wiki/Hematological_malignancy" class="mw-redirect" title="Hematological malignancy">haematological</a> disorders, it will stain <a href="/wiki/Acute_Myeloid_Leukaemia" class="mw-redirect" title="Acute Myeloid Leukaemia">myeloblasts</a> but not <a href="/wiki/Acute_Lymphoblastic_Leukemia" class="mw-redirect" title="Acute Lymphoblastic Leukemia">lymphoblasts</a>. </p><p>It was introduced by Lison and Dagnelie in 1935. </p> <div class="mw-heading mw-heading2"><h2 id="Production_and_composition">Production and composition</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Solvent_Black_3&action=edit&section=2" title="Edit section: Production and composition"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Sudan Black is formed by coupling of diazotized 4-phenylazo-1-naphthylamine with 2,3-dihydro-2,2-dimethyl-1<i>H</i>-perimidine.<sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> Therefore, the main product expected was 2,3-dihydro-2,2dimethyl-6-[(4-phenylazo-1-naphthalenyl)-azo]-1<i>H</i>-perimidine. However the dye resulting from the above reaction product actually contains many, up to 42 colored and colorless by-products that can be fractionated. The two major products were blue in color confirmed by various chromatographic (TLC and column etc.) separation and spectroscopic (IR, NMR, Mass) identification were named SBB-I & SBB-II (Rf values of 0.49 and 0.19 (chloroform/benzene 1:1, SiO2) in thin Layer Chromatography).<sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> The above described product indeed turned out to be SSB-II which comprises up to 60% of the mixture, and the SBB-I was 2,3-dihydro-2,2-dimethyl-4-[(4-phenylazo-1-naphthalenyl)-azo]-1<i>H</i>-perimidine. </p> <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=Solvent_Black_3&action=edit&section=3" 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-Ullmann-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-Ullmann_1-0">^</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 .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFHungerMischkeRieperRaue2005" class="citation encyclopaedia cs1">Hunger, Klaus; Mischke, Peter; Rieper, Wolfgang; et al. (2005). "Azo Dyes". <i><a href="/wiki/Ullmann%27s_Encyclopedia_of_Industrial_Chemistry" title="Ullmann's Encyclopedia of Industrial Chemistry">Ullmann's Encyclopedia of Industrial Chemistry</a></i>. Weinheim: Wiley-VCH. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2F14356007.a03_245">10.1002/14356007.a03_245</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3527306732" title="Special:BookSources/978-3527306732"><bdi>978-3527306732</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Azo+Dyes&rft.btitle=Ullmann%27s+Encyclopedia+of+Industrial+Chemistry&rft.place=Weinheim&rft.pub=Wiley-VCH&rft.date=2005&rft_id=info%3Adoi%2F10.1002%2F14356007.a03_245&rft.isbn=978-3527306732&rft.aulast=Hunger&rft.aufirst=Klaus&rft.au=Mischke%2C+Peter&rft.au=Rieper%2C+Wolfgang&rft.au=Raue%2C+Roderich&rft.au=Kunde%2C+Klaus&rft.au=Engel%2C+Aloys&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASolvent+Black+3" class="Z3988"></span></span> </li> <li id="cite_note-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-2">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFPfüllerFranzPreiss1977" class="citation journal cs1">Pfüller, U.; Franz, H.; Preiss, A. 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Pfüller U, Franz H, Preiss A". <i>Histochemistry</i>. <b>54</b> (3): 237–250. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2FBF00492246">10.1007/BF00492246</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/75201">75201</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:2839405">2839405</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Histochemistry&rft.atitle=Histochemistry.+1977+Dec+7%3B54%283%29%3A237-50.+Sudan+Black+B%3A+chemical+structure+and+histochemistry+of+the+blue+main+components.+Pf%C3%BCller+U%2C+Franz+H%2C+Preiss+A&rft.volume=54&rft.issue=3&rft.pages=237-250&rft.date=1977&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A2839405%23id-name%3DS2CID&rft_id=info%3Apmid%2F75201&rft_id=info%3Adoi%2F10.1007%2FBF00492246&rft.aulast=Pf%C3%BCller&rft.aufirst=U.&rft.au=Franz%2C+H.&rft.au=Preiss%2C+A.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASolvent+Black+3" class="Z3988"></span></span> </li> <li id="cite_note-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-3">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLansink1968" class="citation journal cs1">Lansink, A. G. W. (1968). <a rel="nofollow" class="external text" href="https://doi.org/10.1007%2FBF00306212">"Thin layer chrornatography and histochemistry of Sudan Black B"</a>. <i>Histochemie</i>. <b>16</b> (1): 68–84. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2FBF00306212">10.1007/BF00306212</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/5717700">5717700</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:41983162">41983162</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Histochemie&rft.atitle=Thin+layer+chrornatography+and+histochemistry+of+Sudan+Black+B&rft.volume=16&rft.issue=1&rft.pages=68-84&rft.date=1968&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A41983162%23id-name%3DS2CID&rft_id=info%3Apmid%2F5717700&rft_id=info%3Adoi%2F10.1007%2FBF00306212&rft.aulast=Lansink&rft.aufirst=A.+G.+W.&rft_id=https%3A%2F%2Fdoi.org%2F10.1007%252FBF00306212&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASolvent+Black+3" 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=Solvent_Black_3&action=edit&section=4" 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" 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class="navbox-group" style="width:1%"><a href="/wiki/Iron" title="Iron">Iron</a>/<a href="/wiki/Hemosiderin" title="Hemosiderin">hemosiderin</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Perls_Prussian_blue" title="Perls Prussian blue">Perls Prussian blue</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Lipid" title="Lipid">Lipids</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Sudan_stain" title="Sudan stain">Sudan stain</a> <ul><li><a href="/wiki/Sudan_II" title="Sudan II">Sudan II</a></li> <li><a href="/wiki/Sudan_III" title="Sudan III">Sudan III</a></li> <li><a href="/wiki/Sudan_IV" title="Sudan IV">Sudan IV</a></li> <li><a href="/wiki/Oil_Red_O" title="Oil Red O">Oil Red O</a></li> <li><a href="/wiki/Sudan_Black_B" class="mw-redirect" title="Sudan Black B">Sudan Black B</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Carbohydrate" title="Carbohydrate">Carbohydrates</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Alcian_blue_stain" title="Alcian blue stain">Alcian blue</a></li> <li><a href="/wiki/Mucicarmine_stain" title="Mucicarmine stain">Mucicarmine</a></li> <li><a href="/wiki/Periodic_acid%E2%80%93Schiff_stain" title="Periodic acid–Schiff stain">Periodic acid–Schiff stain</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Amyloid" title="Amyloid">Amyloid</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Congo_red" title="Congo red">Congo red</a></li> <li><a href="/wiki/Thioflavin" title="Thioflavin">Thioflavin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Bacteria" title="Bacteria">Bacteria</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Gram_stain" title="Gram stain">Gram stain</a> <ul><li><a href="/wiki/Methyl_violet" title="Methyl violet">Methyl violet</a>/<a href="/wiki/Crystal_violet" title="Crystal violet">Gentian violet</a></li> <li><a href="/wiki/Safranin" title="Safranin">Safranin</a></li></ul></li> <li><a href="/wiki/Acid-fastness" title="Acid-fastness">Acid-fast</a> <ul><li><a href="/wiki/Ziehl%E2%80%93Neelsen_stain" title="Ziehl–Neelsen stain">Ziehl–Neelsen stain</a>/<a href="/wiki/Kinyoun_stain" title="Kinyoun stain">Kinyoun stain</a> <ul><li><a href="/wiki/Carbol_fuchsin" title="Carbol fuchsin">Carbol fuchsin</a>/<a href="/wiki/Fuchsine" title="Fuchsine">Fuchsine</a></li> <li><a href="/wiki/Methylene_blue" title="Methylene blue">Methylene blue</a></li></ul></li> <li><a href="/wiki/Auramine%E2%80%93rhodamine_stain" title="Auramine–rhodamine stain">Auramine–rhodamine stain</a> <ul><li><a href="/wiki/Auramine_O" title="Auramine O">Auramine O</a></li> <li><a href="/wiki/Rhodamine_B" title="Rhodamine B">Rhodamine B</a></li></ul></li> <li><a href="/wiki/Auramine_phenol_stain" title="Auramine phenol stain">Auramine phenol stain</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Connective_tissue" title="Connective tissue">Connective tissue</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Trichrome_stain" class="mw-redirect" title="Trichrome stain">trichrome stain</a>: <a href="/wiki/Masson%27s_trichrome_stain" title="Masson's trichrome stain">Masson's trichrome stain</a>/<a href="/wiki/Lillie%27s_trichrome" title="Lillie's trichrome">Lillie's trichrome</a> <ul><li><a href="/wiki/Light_Green_SF_yellowish" class="mw-redirect" title="Light Green SF yellowish">Light Green SF yellowish</a></li> <li><a href="/wiki/Biebrich_scarlet" title="Biebrich scarlet">Biebrich scarlet</a></li> <li><a href="/wiki/Phosphomolybdic_acid" title="Phosphomolybdic acid">Phosphomolybdic acid</a></li> <li><a href="/wiki/Fast_Green_FCF" title="Fast Green FCF">Fast Green FCF</a></li> <li><a href="/wiki/Sirius_Red" title="Sirius Red">Sirius Red</a></li></ul></li></ul> <ul><li><a href="/wiki/Van_Gieson%27s_stain" title="Van Gieson's stain">Van Gieson's stain</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Other</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Cresyl_violet" title="Cresyl violet">Cresyl violet</a></li> <li><a href="/wiki/Cyanine" title="Cyanine">Cyanine</a></li> <li><a href="/wiki/Jaswant_Singh%E2%80%93Bhattacharji_(JSB)_stain" class="mw-redirect" title="Jaswant Singh–Bhattacharji (JSB) stain">Jaswant Singh–Bhattacharji (JSB) stain</a></li> <li><a href="/wiki/H%26E_stain" title="H&E stain">H&E stain</a> <ul><li><a href="/wiki/Haematoxylin" title="Haematoxylin">Haematoxylin</a></li> <li><a href="/wiki/Eosin_Y" title="Eosin Y">Eosin Y</a></li></ul></li> <li><a href="/wiki/Janus_Green_B" title="Janus Green B">Janus Green B</a></li> <li><a href="/wiki/Giemsa_stain" title="Giemsa stain">Giemsa stain</a></li> <li><a href="/wiki/G%C3%B6m%C3%B6ri_trichrome_stain" title="Gömöri trichrome stain">Gömöri trichrome stain</a></li> <li><a href="/wiki/Luxol_fast_blue_stain" title="Luxol fast blue stain">Luxol fast blue stain</a></li> <li><a href="/wiki/Methyl_blue" title="Methyl blue">Methyl blue</a></li> <li><a href="/wiki/Moeller_stain" title="Moeller stain">Moeller stain</a></li> <li><a href="/wiki/Movat%27s_stain" title="Movat's stain">Movat's stain</a></li> <li><a href="/wiki/Neutral_red" title="Neutral red">Neutral red</a></li> <li><a href="/wiki/Schaeffer%E2%80%93Fulton_stain" title="Schaeffer–Fulton stain">Schaeffer–Fulton stain</a></li> <li><a href="/wiki/Silver_stain" class="mw-redirect" title="Silver stain">Silver stain</a> <ul><li><a href="/wiki/Bielschowsky_stain" title="Bielschowsky stain">Bielschowsky stain</a></li> <li><a href="/wiki/Grocott%27s_methenamine_silver_stain" title="Grocott's methenamine silver stain">Grocott's methenamine silver stain</a></li> <li><a href="/wiki/Warthin%E2%80%93Starry_stain" title="Warthin–Starry stain">Warthin–Starry stain</a></li></ul></li> <li><a href="/wiki/Wright%27s_stain" title="Wright's stain">Wright's stain</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Tissue stainability</th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acidophile_(histology)" title="Acidophile (histology)">Acidophilic</a></li> <li><a href="/wiki/Basophilic" title="Basophilic">Basophilic</a></li> <li><a href="/wiki/Chromophobe" class="mw-redirect" title="Chromophobe">Chromophobic</a></li></ul> </div></td></tr></tbody></table></div> <!-- NewPP limit report Parsed by mw‐web.codfw.canary‐757b8f897d‐9phnm Cached time: 20241203073554 Cache expiry: 2592000 Reduced expiry: false Complications: [vary‐revision‐sha1, show‐toc] CPU time usage: 0.511 seconds Real time usage: 0.623 seconds Preprocessor visited node count: 5157/1000000 Post‐expand include size: 87416/2097152 bytes Template argument size: 22628/2097152 bytes Highest expansion depth: 25/100 Expensive parser function count: 2/500 Unstrip recursion depth: 1/20 Unstrip post‐expand size: 23311/5000000 bytes Lua time usage: 0.270/10.000 seconds Lua memory usage: 6002902/52428800 bytes Number of Wikibase entities loaded: 1/400 --> <!-- 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