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class="vector-toc-numb">5</span> <span>Preparation</span> </div> </a> <ul id="toc-Preparation-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Uses_and_reactions" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Uses_and_reactions"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>Uses and reactions</span> </div> </a> <ul id="toc-Uses_and_reactions-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-History" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#History"> <div class="vector-toc-text"> <span class="vector-toc-numb">7</span> <span>History</span> </div> </a> <ul id="toc-History-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Inclusion_of_suppliers" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Inclusion_of_suppliers"> <div 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</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"><div class="subpages">< <bdi dir="ltr"><a href="/wiki/Wikipedia:Manual_of_Style" title="Wikipedia:Manual of Style">Wikipedia:Manual of Style</a></bdi> | <bdi dir="ltr"><a href="/wiki/Wikipedia:Manual_of_Style/Chemistry" title="Wikipedia:Manual of Style/Chemistry">Chemistry</a></bdi></div></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:r1238436933">.mw-parser-output .ombox{margin:4px 0;border-collapse:collapse;border:1px solid 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This page is not one of <a href="/wiki/Wikipedia:Policies_and_guidelines" title="Wikipedia:Policies and guidelines">Wikipedia's policies or guidelines</a> as it has not been <a href="/wiki/Wikipedia:Consensus#Levels_of_consensus" title="Wikipedia:Consensus">thoroughly vetted by the community</a>.</div></div></td><td class="mbox-imageright"><style data-mw-deduplicate="TemplateStyles:r1252059228">.mw-parser-output .module-shortcutboxplain{float:right;margin:0 0 0 1em;border:1px solid var(--border-color-base,#a2a9b1);background-color:var(--background-color-base,#fff);padding:0.3em 0.6em 0.2em 0.6em;text-align:center;font-size:85%}.mw-parser-output .module-shortcutboxleft{float:left;margin:0 1em 0 0}.mw-parser-output .module-shortcutlist{display:inline-block;border-bottom:1px solid var(--border-color-base,#a2a9b1);margin-bottom:0.2em}.mw-parser-output .module-shortcutboxplain ul{font-weight:bold}.mw-parser-output .module-shortcutanchordiv{position:relative;top:-3em}.mw-parser-output li 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a{color:var(--color-progressive)!important}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .sidebar:not(.notheme) .sidebar-list-title,html.skin-theme-clientpref-os .mw-parser-output .sidebar:not(.notheme) .sidebar-title-with-pretitle{background:transparent!important}html.skin-theme-clientpref-os .mw-parser-output .sidebar:not(.notheme) .sidebar-title-with-pretitle a{color:var(--color-progressive)!important}}@media print{body.ns-0 .mw-parser-output .sidebar{display:none!important}}</style><table class="sidebar nomobile nowraplinks" style="border:1px solid #a3b1bf;width:auto;background:#f5faff;"><tbody><tr><td class="sidebar-pretitle" style="background:#cee0f2;"><i><a href="/wiki/Wikipedia:Manual_of_Style" title="Wikipedia:Manual of Style">Manual of Style</a></i></td></tr><tr><th class="sidebar-title-with-pretitle" style="background:#cee0f2; display:block;margin-bottom:0.3em;"><a href="/wiki/Wikipedia:Manual_of_Style/Chemistry" title="Wikipedia:Manual of Style/Chemistry">Chemistry</a></th></tr><tr><td class="sidebar-content plainlist" style="font-size:110%;line-height:1.4em;"> <ul><li><a href="/wiki/Wikipedia:Naming_conventions_(chemistry)" title="Wikipedia:Naming conventions (chemistry)">Article titles</a></li> <li><a href="/wiki/Wikipedia:Chemical_infobox" title="Wikipedia:Chemical infobox">Chemboxes</a></li> <li><a class="mw-selflink selflink">Chemicals</a></li> <li><a href="/wiki/Wikipedia:Manual_of_Style/Chemistry/Compound_classes" title="Wikipedia:Manual of Style/Chemistry/Compound classes">Compound classes</a></li> <li><a href="/wiki/Wikipedia:InChI" title="Wikipedia:InChI">InChI</a></li> <li><a href="/wiki/Wikipedia:Naming_conventions_(chemistry)" title="Wikipedia:Naming conventions (chemistry)">Nomenclature</a></li> <li><a href="/wiki/Wikipedia:Manual_of_Style/Chemistry/Structure_drawing" title="Wikipedia:Manual of Style/Chemistry/Structure drawing">Structure drawing</a></li> <li><a href="/wiki/Wikipedia:Manual_of_Style/Chemistry/Safety" title="Wikipedia:Manual of Style/Chemistry/Safety">Safety</a></li> <li><a href="/wiki/Wikipedia:Manual_of_Style/Chemistry/References_and_external_links" title="Wikipedia:Manual of Style/Chemistry/References and external links">References and<br/>external links</a></li></ul></td> </tr><tr><th class="sidebar-heading" style="font-weight:normal;font-style:italic;padding-bottom:0;"> Categories</th></tr><tr><td class="sidebar-content plainlist" style="font-size:110%;line-height:1.4em;"> <ul><li><a href="/wiki/Category:Chemistry_templates" title="Category:Chemistry templates">Templates</a> <span style="font-size:85%;">(<a href="/wiki/Category:Chemistry_citation_templates" title="Category:Chemistry citation templates">citation</a>)</span></li></ul></td> </tr></tbody></table> <meta property="mw:PageProp/toc"/> <div class="mw-heading mw-heading2 ext-discussiontools-init-section"><h2 id="Infobox" data-mw-thread-id="h-Infobox"><span data-mw-comment-start="" id="h-Infobox"></span>Infobox<span data-mw-comment-end="h-Infobox"></span></h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Wikipedia:Manual_of_Style/Chemistry/Chemicals&action=edit&section=1" title="Edit section: Infobox"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span><!--__DTELLIPSISBUTTON__{"threadItem":{"headingLevel":2,"name":"h-","type":"heading","level":0,"id":"h-Infobox","replies":[]}}--></div> <p>The appropriate infobox to use is <span class="nowrap">{{</span><a href="/wiki/Template:Chembox" title="Template:Chembox">Chembox</a><span class="nowrap">}}</span>. It is a modular, expandable infobox. Just use the parameters which you need; empty values will not be displayed. Chemboxes should be used for <b>all</b> chemical compounds, so long as they can exist in that form, even for compounds which are not isolable in pure, solvent-free form (e.g. <a href="/wiki/Hypochlorous_acid" title="Hypochlorous acid">hypochlorous acid</a>). Chemboxes should not be used for ions, polymers, and proteins and enzymes (except simple peptides). </p><p>To include a chembox in an article: </p> <ol><li>Open <span class="nowrap">{{</span><a href="/wiki/Template:Chembox" title="Template:Chembox">Chembox</a><span class="nowrap">}}</span> and copy the relevant (simple, medium, full) box desired, and paste into a <a href="/wiki/Text_editor" title="Text editor">text editor</a></li> <li>Open the relevant reference (e.g. MSDS, Merck Index, CRC Handbook, etc.) and input the data into the template</li> <li>Copy the filled-out template into the relevant Wikipedia article.</li></ol> <p>For formatting reasons, the code for the infobox should be <b><em>at the very beginning</em></b> of the source code. </p> <div class="mw-heading mw-heading2 ext-discussiontools-init-section"><h2 id="Introductory_paragraph" data-mw-thread-id="h-Introductory_paragraph"><span data-mw-comment-start="" id="h-Introductory_paragraph"></span>Introductory paragraph<span data-mw-comment-end="h-Introductory_paragraph"></span></h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Wikipedia:Manual_of_Style/Chemistry/Chemicals&action=edit&section=2" title="Edit section: Introductory paragraph"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span><!--__DTELLIPSISBUTTON__{"threadItem":{"headingLevel":2,"name":"h-","type":"heading","level":0,"id":"h-Introductory_paragraph","replies":[]}}--></div> <style data-mw-deduplicate="TemplateStyles:r1236090951">.mw-parser-output .hatnote{font-style:italic}.mw-parser-output div.hatnote{padding-left:1.6em;margin-bottom:0.5em}.mw-parser-output .hatnote i{font-style:normal}.mw-parser-output .hatnote+link+.hatnote{margin-top:-0.5em}@media print{body.ns-0 .mw-parser-output .hatnote{display:none!important}}</style><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Wikipedia:Lead_section" class="mw-redirect" title="Wikipedia:Lead section">Wikipedia:Lead section</a></div> <p>Introductory paragraph should classify the compound either generally (<a href="/wiki/Organic_compound" title="Organic compound">organic compound</a> vs <a href="/wiki/Inorganic_compound" title="Inorganic compound">inorganic compound</a>) or more specifically (e.g., <a href="/wiki/Organometallic_compound" class="mw-redirect" title="Organometallic compound">organometallic compound</a> or <a href="/wiki/Organoarsenic_compound" class="mw-redirect" title="Organoarsenic compound">organoarsenic compound</a>). A few properties should be described, assuming <a href="/wiki/Standard_conditions_for_temperature_and_pressure" class="mw-redirect" title="Standard conditions for temperature and pressure">STP</a>, and noteworthy features should be mentioned (e.g. extreme toxicity, odor, hygroscopicity). For simpler organic compounds, the main functional group is mentioned, whereas for complex molecules, a parent molecule should be mentioned. Alternative names and routine properties (m.p., density) are ordinarily placed in the Chembox, not in the lead. </p><p>Articles on chemical compounds differ from most other articles in Wikipedia because many names often apply to any given compound. Therefore all but the most prominent names are placed in the "other names" slot on the ChemBox. </p> <div class="mw-heading mw-heading2 ext-discussiontools-init-section"><h2 id="Properties" data-mw-thread-id="h-Properties"><span data-mw-comment-start="" id="h-Properties"></span>Properties<span data-mw-comment-end="h-Properties"></span></h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Wikipedia:Manual_of_Style/Chemistry/Chemicals&action=edit&section=3" title="Edit section: Properties"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span><!--__DTELLIPSISBUTTON__{"threadItem":{"headingLevel":2,"name":"h-","type":"heading","level":0,"id":"h-Properties","replies":[]}}--></div> <p>This section is often not needed. A discussion of properties is more important for chemicals encountered in everyday life and for solids, where "collective" properties (magnetism, hardness, conductivity) are important. The properties of small organic molecules can be surmised from data in the Chembox and generally do not require extended discussion. Often this section is combined with a description of structure, which summarizes the molecular structure or crystal packing (for extended solids). Bond distances are quoted in picometers or <a href="/wiki/Angstrom" title="Angstrom">angstroms</a>. </p> <div class="mw-heading mw-heading2 ext-discussiontools-init-section"><h2 id="Occurrence" data-mw-thread-id="h-Occurrence"><span data-mw-comment-start="" id="h-Occurrence"></span>Occurrence<span data-mw-comment-end="h-Occurrence"></span></h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Wikipedia:Manual_of_Style/Chemistry/Chemicals&action=edit&section=4" title="Edit section: Occurrence"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span><!--__DTELLIPSISBUTTON__{"threadItem":{"headingLevel":2,"name":"h-","type":"heading","level":0,"id":"h-Occurrence","replies":[]}}--></div> <p>If the compound occurs naturally, it can be mentioned here. If natural sources are industrially significant, some discussion should be included. Avoid one-sentence sections — such data can be left in the lead. </p> <div class="mw-heading mw-heading2 ext-discussiontools-init-section"><h2 id="Preparation" data-mw-thread-id="h-Preparation"><span data-mw-comment-start="" id="h-Preparation"></span>Preparation<span data-mw-comment-end="h-Preparation"></span></h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Wikipedia:Manual_of_Style/Chemistry/Chemicals&action=edit&section=5" title="Edit section: Preparation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span><!--__DTELLIPSISBUTTON__{"threadItem":{"headingLevel":2,"name":"h-","type":"heading","level":0,"id":"h-Preparation","replies":[]}}--></div> <p>Articles about <a href="/wiki/Chemical_compound" title="Chemical compound">chemical compounds</a> should include methods of preparation, usually in this order: </p> <ul><li>Industrial production. Production figures give readers a sense of the commercial significance of a compound. Typical sources of such information are trade journals such as Chemical and Engineering News and references sources such as Ullmann's Encyclopedia of Industrial Chemistry.</li> <li>Biosynthesis</li> <li>Laboratory-scale preparation</li></ul> <p>Different methods of synthesis/production may merit full-fledged subheadings. Even articles about compounds that are normally extracted from minerals (e.g. <a href="/wiki/Molybdenum_disulfide" title="Molybdenum disulfide">molybdenum disulfide</a>) should ideally have a laboratory route to the same compound. Mention should be made if a compound is routinely available commercially. </p><p>Where appropriate, the first synthesis/first characterization of each compound is described with a reference to the original article. Apart from that, "foolproof" syntheses such as those listed in <a href="/wiki/Organic_Syntheses" title="Organic Syntheses">Organic Syntheses</a> and <a href="/wiki/Inorganic_Syntheses" title="Inorganic Syntheses">Inorganic Syntheses</a> are preferred. Patented syntheses should be phrased carefully — e.g. "xxx may be synthesized from ... " Patents are usually inferior sources owing to their undependable reliability, accessibility, and clarity. </p><p>When writing about preparations, remember that <a href="/wiki/Wikipedia:NOT#MANUAL" class="mw-redirect" title="Wikipedia:NOT">Wikipedia is not a manual or textbook</a>. In general, preparations should be described in general terms, not as step-by-step instructions giving specific amounts, times, conditions, equipment, and details such as methods of stirring and separation. </p> <div class="mw-heading mw-heading2 ext-discussiontools-init-section"><h2 id="Uses_and_reactions" data-mw-thread-id="h-Uses_and_reactions"><span data-mw-comment-start="" id="h-Uses_and_reactions"></span>Uses and reactions<span data-mw-comment-end="h-Uses_and_reactions"></span></h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Wikipedia:Manual_of_Style/Chemistry/Chemicals&action=edit&section=6" title="Edit section: Uses and reactions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span><!--__DTELLIPSISBUTTON__{"threadItem":{"headingLevel":2,"name":"h-","type":"heading","level":0,"id":"h-Uses_and_reactions","replies":[]}}--></div> <p>The order of presentation and allocation of content should reflect the scale of the individual applications. Large-scale applications should be listed first. Lay editors will naturally tend to enumerate domestic uses. Wikipedia does not aspire to report all niche uses. Avoid lists: try to group the various uses by similarity into a coherent paragraph. If the application stands alone, the application is either significant enough to merit a paragraph to itself, or insignificant enough not to deserve mention. </p><p>If reactions are to be described, emphasize the well established reactions (e.g. those in <a href="/wiki/Organic_Syntheses" title="Organic Syntheses">Organic</a> and <a href="/wiki/Inorganic_Syntheses" title="Inorganic Syntheses">Inorganic Syntheses</a>). Highly specialized reactions that are neither broadly applicable nor illustrative are inappropriate. </p> <div class="mw-heading mw-heading2 ext-discussiontools-init-section"><h2 id="History" data-mw-thread-id="h-History"><span data-mw-comment-start="" id="h-History"></span>History<span data-mw-comment-end="h-History"></span></h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Wikipedia:Manual_of_Style/Chemistry/Chemicals&action=edit&section=7" title="Edit section: History"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span><!--__DTELLIPSISBUTTON__{"threadItem":{"headingLevel":2,"name":"h-","type":"heading","level":0,"id":"h-History","replies":[]}}--></div> <p>This paragraph, which is optional, should include the discovery/first synthesis of this compound. Past industrial processes can be described as well. If the etymology of the compound is complicated, it can be included here as well, instead of in the lede. </p> <div class="mw-heading mw-heading2 ext-discussiontools-init-section"><h2 id="Inclusion_of_suppliers" data-mw-thread-id="h-Inclusion_of_suppliers"><span data-mw-comment-start="" id="h-Inclusion_of_suppliers"></span>Inclusion of suppliers<span data-mw-comment-end="h-Inclusion_of_suppliers"></span></h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Wikipedia:Manual_of_Style/Chemistry/Chemicals&action=edit&section=8" title="Edit section: Inclusion of suppliers"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span><!--__DTELLIPSISBUTTON__{"threadItem":{"headingLevel":2,"name":"h-","type":"heading","level":0,"id":"h-Inclusion_of_suppliers","replies":[]}}--></div> <p>Wikipedia is <a href="/wiki/Wikipedia:NOTCATALOGUE" class="mw-redirect" title="Wikipedia:NOTCATALOGUE">not a buyer's guide</a>. <em>Do not</em> include suppliers' information as they are spam magnets. Such lists are unmaintainable and cause problems. If, however, a particular compound is produced by only one or two suppliers, the suppliers names might be relevant. </p> <div class="mw-heading mw-heading2 ext-discussiontools-init-section"><h2 id="See_also" data-mw-thread-id="h-See_also"><span data-mw-comment-start="" id="h-See_also"></span>See also<span data-mw-comment-end="h-See_also"></span></h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Wikipedia:Manual_of_Style/Chemistry/Chemicals&action=edit&section=9" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span><!--__DTELLIPSISBUTTON__{"threadItem":{"headingLevel":2,"name":"h-","type":"heading","level":0,"id":"h-See_also","replies":[]}}--></div> <p>The "See also" section should include <b>concepts</b> - do not use this section to list similar chemical compounds. Use the <span class="nowrap">{{</span><a href="/wiki/Template:Chembox_Related" title="Template:Chembox Related">Chembox Related</a><span class="nowrap">}}</span> module in <span class="nowrap">{{</span><a href="/wiki/Template:Chembox" title="Template:Chembox">Chembox</a><span class="nowrap">}}</span> for this purpose. </p> <!-- NewPP limit report Parsed by mw‐api‐int.codfw.main‐8677d595b5‐smkp5 Cached time: 20250213024828 Cache expiry: 2592000 Reduced expiry: false Complications: [vary‐revision‐sha1, show‐toc] DiscussionTools time usage: 0.010 seconds CPU time usage: 0.148 seconds Real time usage: 0.227 seconds Preprocessor visited node count: 438/1000000 Post‐expand include size: 12157/2097152 bytes Template argument size: 1089/2097152 bytes Highest expansion depth: 14/100 Expensive parser function count: 3/500 Unstrip recursion depth: 0/20 Unstrip post‐expand size: 6793/5000000 bytes Lua time usage: 0.084/10.000 seconds Lua memory usage: 1530974/52428800 bytes Number of Wikibase entities loaded: 0/400 --> <!-- Transclusion expansion time report (%,ms,calls,template) 100.00% 195.995 1 -total 59.19% 116.015 1 Template:Supplement 33.70% 66.046 1 Template:Ombox 24.30% 47.626 1 Template:Short_description 22.04% 43.204 1 Template:MOSCHEM 21.04% 41.231 1 Template:Sidebar 15.97% 31.294 1 Template:See_also 14.97% 29.345 1 Template:Ombox/shortcut 14.17% 27.777 1 Template:Pagetype 2.69% 5.279 1 Template:Delink --> <!-- Saved in parser cache with key enwiki:pcache:21689493:|#|:idhash:canonical and timestamp 20250213024828 and revision id 1023104386. 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