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Ammonium malate - Wikipedia

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Available in 7 languages" > <label id="p-lang-btn-label" for="p-lang-btn-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive mw-portlet-lang-heading-7" aria-hidden="true" ><span class="vector-icon mw-ui-icon-language-progressive mw-ui-icon-wikimedia-language-progressive"></span> <span class="vector-dropdown-label-text">7 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Ammoniummalat" title="Ammoniummalat – German" lang="de" hreflang="de" data-title="Ammoniummalat" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Malato_de_amonio" title="Malato de amonio – Spanish" lang="es" hreflang="es" data-title="Malato de amonio" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-eo mw-list-item"><a href="https://eo.wikipedia.org/wiki/Amonia_malikato" title="Amonia malikato – Esperanto" lang="eo" hreflang="eo" data-title="Amonia malikato" data-language-autonym="Esperanto" data-language-local-name="Esperanto" class="interlanguage-link-target"><span>Esperanto</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/Malate_d%27ammonium" title="Malate d&#039;ammonium – French" lang="fr" hreflang="fr" data-title="Malate d&#039;ammonium" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Amonijum_malat" title="Amonijum malat – Serbian" lang="sr" hreflang="sr" data-title="Amonijum malat" 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/Amonijum_malat" title="Amonijum malat – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Amonijum malat" 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-ta mw-list-item"><a href="https://ta.wikipedia.org/wiki/%E0%AE%85%E0%AE%AE%E0%AF%8B%E0%AE%A9%E0%AE%BF%E0%AE%AF%E0%AE%AE%E0%AF%8D_%E0%AE%AE%E0%AF%87%E0%AE%B2%E0%AF%87%E0%AE%9F%E0%AF%8D%E0%AE%9F%E0%AF%81" title="அமோனியம் மேலேட்டு – Tamil" lang="ta" 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<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></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>Ammonium malate </caption> <tbody><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;">Diammonium malate</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;">Ammonium hydroxybutanedioate; E349</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=6283-27-8">6283-27-8</a></span><sup>&#160;<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/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.14741352.html">14741352</a></span><sup>&#160;<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/100.025.909">100.025.909</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q4747303#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/European_Community_number" title="European Community number"><span title="European Community number (chemical identifier)">EC Number</span></a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li>228-499-2</li></ul></div> </td></tr> <tr> <td><a href="/wiki/E_number" title="E number"><span title="E number (food additive code)">E number</span></a> </td> <td>E349 <a href="/wiki/E_number#E300–E399" title="E number">(antioxidants, ...)</a> </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/13644148">13644148</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/2P5380J2SK">2P5380J2SK</a></span><sup>&#160;<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/DTXSID90889508">DTXSID90889508</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q4747303#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> <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><span title="Carbon">C</span><sub>4</sub><span title="Hydrogen">H</span><sub>9</sub><span title="Nitrogen">N</span><span title="Oxygen">O</span><sub>5</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="7002151118000000000♠"></span>151.118</span>&#160;g·mol<sup>−1</sup> &#x20; </td></tr> <tr> <td>Appearance </td> <td>white solid </td></tr> <tr> <td><a href="/wiki/Density" title="Density">Density</a> </td> <td>1.498 g/cm<sup>3</sup> (monohydrate) </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&#160;°C [77&#160;°F], 100&#160;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>&#160;<span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&amp;rev1=477366689&amp;page2=Ammonium+malate">verify</a></span>&#160;(<a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">what is</a>&#160;<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>&#160;?) </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>Ammonium malate</b> refers to <a href="/wiki/Organic_compound" title="Organic compound">organic compounds</a> containing malate and ammonium. Two stoichiometries are discussed: NH<sub>4</sub>H(C<sub>2</sub>H<sub>3</sub>OH(CO<sub>2</sub>)<sub>2</sub>) with one ammonium ion per formula unit, and (NH<sub>4</sub>)<sub>2</sub>(C<sub>2</sub>H<sub>3</sub>OH(CO<sub>2</sub>)<sub>2</sub>). Malate, the conjugate base of <a href="/wiki/Malic_acid" title="Malic acid">malic acid</a>, is chiral. Consequently a variety of salts are possible, R vs S vs racemic. The monoammonium salt has been crystallized as the monohydrate.<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">&#91;</span>1<span class="cite-bracket">&#93;</span></a></sup> </p><p>As a <a href="/wiki/Food_additive" title="Food additive">food additive</a>, diammonium malate has been used as <a href="/wiki/Flavoring_agent" class="mw-redirect" title="Flavoring agent">flavoring agent</a> and as an <a href="/wiki/Acidity_regulator" title="Acidity regulator">acidity regulator</a>.<sup id="cite_ref-fao_2-0" class="reference"><a href="#cite_note-fao-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup> It has the <a href="/wiki/E_number" title="E number">E number</a> E349.<sup id="cite_ref-fao_2-1" class="reference"><a href="#cite_note-fao-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup> </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=Ammonium_malate&amp;action=edit&amp;section=1" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <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 .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="CITEREFAnandha_BabuBhagavannarayanaRamasamy2008" class="citation journal cs1">Anandha Babu, G.; Bhagavannarayana, G.; Ramasamy, P. (2008). "Synthesis, crystal growth, structural, optical, thermal and mechanical properties of novel organic NLO material: Ammonium malate". <i>Journal of Crystal Growth</i>. <b>310</b> (6): 1228–1238. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/2008JCrGr.310.1228A">2008JCrGr.310.1228A</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.jcrysgro.2007.12.024">10.1016/j.jcrysgro.2007.12.024</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Journal+of+Crystal+Growth&amp;rft.atitle=Synthesis%2C+crystal+growth%2C+structural%2C+optical%2C+thermal+and+mechanical+properties+of+novel+organic+NLO+material%3A+Ammonium+malate&amp;rft.volume=310&amp;rft.issue=6&amp;rft.pages=1228-1238&amp;rft.date=2008&amp;rft_id=info%3Adoi%2F10.1016%2Fj.jcrysgro.2007.12.024&amp;rft_id=info%3Abibcode%2F2008JCrGr.310.1228A&amp;rft.aulast=Anandha+Babu&amp;rft.aufirst=G.&amp;rft.au=Bhagavannarayana%2C+G.&amp;rft.au=Ramasamy%2C+P.&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AAmmonium+malate" class="Z3988"></span></span> </li> <li id="cite_note-fao-2"><span class="mw-cite-backlink">^ <a href="#cite_ref-fao_2-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-fao_2-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.fao.org/fao-who-codexalimentarius/sh-proxy/en/?lnk=1&amp;url=https%253A%252F%252Fworkspace.fao.org%252Fsites%252Fcodex%252FStandards%252FCXG%2B36-1989%252FCXG_036e.pdf">"Class Names and the International Numbering System for Food Additive"</a> <span class="cs1-format">(PDF)</span>. Food and Agriculture Organization of the United Nations.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=unknown&amp;rft.btitle=Class+Names+and+the+International+Numbering+System+for+Food+Additive&amp;rft.pub=Food+and+Agriculture+Organization+of+the+United+Nations&amp;rft_id=https%3A%2F%2Fwww.fao.org%2Ffao-who-codexalimentarius%2Fsh-proxy%2Fen%2F%3Flnk%3D1%26url%3Dhttps%25253A%25252F%25252Fworkspace.fao.org%25252Fsites%25252Fcodex%25252FStandards%25252FCXG%252B36-1989%25252FCXG_036e.pdf&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AAmmonium+malate" class="Z3988"></span></span> </li> </ol></div> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r1129693374">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist li{margin:0;display:inline}.mw-parser-output .hlist.inline,.mw-parser-output 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title="Monatomic anion">monatomic anions</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Ammonium_fluoride" title="Ammonium fluoride">NH<sub>4</sub>F</a></li> <li><a href="/wiki/Ammonium_hydrosulfide#&quot;Ammonium_sulfide&quot;" title="Ammonium hydrosulfide">(NH<sub>4</sub>)<sub>2</sub>S</a></li> <li><a href="/wiki/Ammonium_chloride" title="Ammonium chloride">NH<sub>4</sub>Cl</a></li> <li><a href="/wiki/Ammonium_selenide" title="Ammonium selenide">(NH<sub>4</sub>)<sub>2</sub>Se</a></li> <li><a href="/wiki/Ammonium_bromide" title="Ammonium bromide">NH<sub>4</sub>Br</a></li> <li><a href="/wiki/Ammonium_iodide" title="Ammonium iodide">NH<sub>4</sub>I</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Oxyanions" class="mw-redirect" title="Oxyanions">oxyanions</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Ammonium_nitrite" title="Ammonium nitrite">NH<sub>4</sub>NO<sub>2</sub></a></li> <li><a href="/wiki/Ammonium_nitrate" title="Ammonium nitrate">NH<sub>4</sub>NO<sub>3</sub></a></li> <li><a href="/wiki/Ammonium_carbonate" title="Ammonium carbonate">(NH<sub>4</sub>)<sub>2</sub>CO<sub>3</sub></a></li> <li><a href="/wiki/Ammonium_uranyl_carbonate" title="Ammonium uranyl carbonate">(NH<sub>4</sub>)<sub>4</sub>UO<sub>2</sub>(CO<sub>3</sub>)<sub>2</sub></a></li> <li><a href="/wiki/Ammonium_bicarbonate" title="Ammonium bicarbonate">(NH<sub>4</sub>)HCO<sub>3</sub></a></li> <li><a href="/wiki/Ammonium_dihydrogen_arsenate" title="Ammonium dihydrogen arsenate"><span class="chemf nowrap">NH<sub class="template-chem2-sub">4</sub>H<sub class="template-chem2-sub">2</sub>AsO<sub class="template-chem2-sub">4</sub></span></a></li> <li><a href="/wiki/Ammonium_cyanate" title="Ammonium cyanate">NH<sub>4</sub>OCN</a></li> <li><a href="/wiki/Ammonium_phosphate" title="Ammonium phosphate">(NH<sub>4</sub>)<sub>3</sub>PO<sub>4</sub></a></li> <li><a href="/wiki/Diammonium_phosphate" title="Diammonium phosphate">(NH<sub>4</sub>)<sub>2</sub>HPO<sub>4</sub></a></li> <li><a href="/wiki/Ammonium_dihydrogen_phosphate" title="Ammonium dihydrogen phosphate">(NH<sub>4</sub>)H<sub>2</sub>PO<sub>4</sub></a></li> <li><a href="/wiki/Ammonium_polyphosphate" title="Ammonium polyphosphate">(NH<sub>4</sub>PO<sub>4</sub>)<sub><i>n</i></sub>(OH)<sub>2</sub></a></li> <li><a href="/wiki/Microcosmic_salt" title="Microcosmic salt">NH<sub>4</sub>NaHPO<sub>4</sub></a></li> <li><a href="/wiki/Ammonium_sulfite" title="Ammonium sulfite">(NH<sub>4</sub>)<sub>2</sub>SO<sub>3</sub></a></li> <li><a href="/wiki/Ammonium_sulfate" title="Ammonium sulfate">(NH<sub>4</sub>)<sub>2</sub>SO<sub>4</sub></a></li> <li><a href="/wiki/Ammonium_alum" title="Ammonium alum">(NH<sub>4</sub>)Al(SO<sub>4</sub>)<sub>2</sub>·12H<sub>2</sub>O</a></li> <li><a href="/wiki/Ammonium_iron(II)_sulfate" title="Ammonium iron(II) sulfate">(NH<sub>4</sub>)<sub>2</sub>Fe(SO<sub>4</sub>)<sub>2</sub>·6H<sub>2</sub>O</a></li> <li><a href="/wiki/Ammonium_iron(III)_sulfate" title="Ammonium iron(III) sulfate">NH<sub>4</sub>Fe(SO<sub>4</sub>)<sub>2</sub>·12H<sub>2</sub>O</a></li> <li><a href="/wiki/Ammonium_sulfamate" title="Ammonium sulfamate">NH<sub>4</sub>SO<sub>3</sub>NH<sub>2</sub></a></li> <li><a href="/wiki/Ammonium_bisulfate" title="Ammonium bisulfate">(NH<sub>4</sub>)HSO<sub>4</sub></a></li> <li><a href="/wiki/Ammonium_persulfate" title="Ammonium persulfate">(NH<sub>4</sub>)<sub>2</sub>S<sub>2</sub>O<sub>8</sub></a></li> <li><a href="/wiki/Ammonium_thiosulfate" title="Ammonium thiosulfate">(NH<sub>4</sub>)<sub>2</sub>S<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Ammonium_chlorate" title="Ammonium chlorate">NH<sub>4</sub>ClO<sub>3</sub></a></li> <li><a href="/wiki/Ammonium_perchlorate" title="Ammonium perchlorate">NH<sub>4</sub>ClO<sub>4</sub></a></li> <li><a href="/wiki/Ammonium_metavanadate" title="Ammonium metavanadate">NH<sub>4</sub>VO<sub>3</sub></a></li> <li><a href="/wiki/Ammonium_chromate" title="Ammonium chromate">(NH<sub>4</sub>)<sub>2</sub>CrO<sub>4</sub></a></li> <li><a href="/wiki/Ammonium_dichromate" title="Ammonium dichromate">(NH<sub>4</sub>)<sub>2</sub>Cr<sub>2</sub>O<sub>7</sub></a></li> <li><a href="/wiki/Ammonium_permanganate" title="Ammonium permanganate">NH<sub>4</sub>MnO<sub>4</sub></a></li> <li><a href="/wiki/Ammonium_arsenate" title="Ammonium arsenate">(NH<sub>4</sub>)<sub>3</sub>AsO<sub>4</sub></a></li> <li><a href="/wiki/Ammonium_perbromate" title="Ammonium perbromate">NH<sub>4</sub>BrO<sub>4</sub></a></li> <li><a href="/wiki/Ammonium_orthomolybdate" title="Ammonium orthomolybdate">(NH<sub>4</sub>)<sub>2</sub>MoO<sub>4</sub></a></li> <li><a href="/wiki/Ammonium_heptamolybdate" title="Ammonium heptamolybdate">(NH<sub>4</sub>)<sub>6</sub>Mo<sub>7</sub>O<sub>24</sub></a></li> <li><a href="/wiki/Ammonium_phosphomolybdate" title="Ammonium phosphomolybdate">(NH<sub>4</sub>)<sub>3</sub>Mo<sub>12</sub>PO<sub>40</sub></a></li> <li><a href="/wiki/Ammonium_iodate" title="Ammonium iodate">NH<sub>4</sub>IO<sub>3</sub></a></li> <li><a href="/wiki/Ceric_ammonium_nitrate" title="Ceric ammonium nitrate">(NH<sub>4</sub>)<sub>2</sub>Ce(NO<sub>3</sub>)<sub>6</sub></a></li> <li><a href="/wiki/Ammonium_cerium(IV)_sulfate" title="Ammonium cerium(IV) sulfate">(NH<sub>4</sub>)<sub>8</sub>Ce<sub>2</sub>(SO<sub>4</sub>)<sub>8</sub>·4H<sub>2</sub>O</a></li> <li><a href="/wiki/Ammonium_paratungstate" title="Ammonium paratungstate">(NH<sub>4</sub>)<sub>10</sub>H<sub>2</sub>W<sub>12</sub>O<sub>42</sub>·4H<sub>2</sub>O</a></li> <li><a href="/wiki/Ammonium_perrhenate" title="Ammonium perrhenate">NH<sub>4</sub>ReO<sub>4</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">other anions</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Ammonium_tetrafluoroborate" title="Ammonium tetrafluoroborate">NH<sub>4</sub>BF<sub>4</sub></a></li> <li><a href="/wiki/Ammonium_azide" title="Ammonium azide">NH<sub>4</sub>N<sub>3</sub></a></li> <li><a href="/wiki/Ammonium_cyanide" title="Ammonium cyanide">NH<sub>4</sub>CN</a></li> <li><a href="/wiki/Ammonium_bifluoride" title="Ammonium bifluoride">(NH<sub>4</sub>)HF<sub>2</sub></a></li> <li><a href="/wiki/Ammonium_hexabromoselenate" class="mw-redirect" title="Ammonium hexabromoselenate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">2</sub>SeBr<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexafluoroaluminate" title="Ammonium hexafluoroaluminate">(NH<sub>4</sub>)<sub>3</sub>AlF<sub>6</sub></a></li> <li><a href="/wiki/Ammonium_hexafluoroantimonate" title="Ammonium hexafluoroantimonate"><span class="chemf nowrap">NH<sub class="template-chem2-sub">4</sub>SbF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexafluoroarsenate" title="Ammonium hexafluoroarsenate"><span class="chemf nowrap">NH<sub class="template-chem2-sub">4</sub>AsF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexafluorochromate" title="Ammonium hexafluorochromate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">3</sub>CrF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexafluoroferrate" title="Ammonium hexafluoroferrate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">3</sub>FeF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexafluorogallate" title="Ammonium hexafluorogallate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">3</sub>GaF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexafluorogermanate" title="Ammonium hexafluorogermanate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">2</sub>GeF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexafluoroindate" title="Ammonium hexafluoroindate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">3</sub>InF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexafluoroniobate" title="Ammonium hexafluoroniobate"><span class="chemf nowrap">NH<sub class="template-chem2-sub">4</sub>NbF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexafluoroplatinate" title="Ammonium hexafluoroplatinate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">2</sub>PtF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexafluororhenate" title="Ammonium hexafluororhenate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">2</sub>ReF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexafluorostannate" title="Ammonium hexafluorostannate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">2</sub>SnF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexafluorotantalate" title="Ammonium hexafluorotantalate"><span class="chemf nowrap">NH<sub class="template-chem2-sub">4</sub>TaF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexafluorouranate" title="Ammonium hexafluorouranate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">2</sub>UF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexafluorovanadate" title="Ammonium hexafluorovanadate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">3</sub>VF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_fluorosilicate" title="Ammonium fluorosilicate">(NH<sub>4</sub>)SiF<sub>6</sub></a></li> <li><a href="/wiki/Ammonium_hydrosulfide" title="Ammonium hydrosulfide">(NH<sub>4</sub>)HS</a></li> <li><a href="/wiki/Ammonium_thiocyanate" title="Ammonium thiocyanate">NH<sub>4</sub>SCN</a></li> <li><a href="/wiki/Zinc_ammonium_chloride" title="Zinc ammonium chloride">(NH<sub>4</sub>)<sub>2</sub>ZnCl<sub>4</sub></a></li> <li><a href="/wiki/Ammonium_tetrathiomolybdate" title="Ammonium tetrathiomolybdate">(NH<sub>4</sub>)<sub>2</sub>MoS<sub>4</sub></a></li> <li><a href="/wiki/Ammonium_triiodide" title="Ammonium triiodide">NH<sub>4</sub>I<sub>3</sub></a></li> <li><a href="/wiki/Ammonium_hexabromoplatinate" title="Ammonium hexabromoplatinate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">2</sub>PtBr<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexabromostannate(IV)" title="Ammonium hexabromostannate(IV)"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">2</sub>SnBr<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexachlorotellurate" title="Ammonium hexachlorotellurate">(NH<sub>4</sub>)<sub>2</sub>TeCl<sub>6</sub></a></li> <li><a href="/wiki/Ammonium_hexachloroiridate(IV)" title="Ammonium hexachloroiridate(IV)">(NH<sub>4</sub>)<sub>2</sub>IrCl<sub>6</sub></a></li> <li><a href="/wiki/Ammonium_hexachloroosmate(IV)" title="Ammonium hexachloroosmate(IV)"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">2</sub>OsCl<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexachloroplatinate" title="Ammonium hexachloroplatinate">(NH<sub>4</sub>)<sub>2</sub>PtCl<sub>6</sub></a></li> <li><a href="/wiki/Ammonium_hexachlororhenate" title="Ammonium hexachlororhenate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">2</sub>ReCl<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexachloropalladate" title="Ammonium hexachloropalladate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">2</sub>PdCl<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexachloroplumbate" title="Ammonium hexachloroplumbate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">2</sub>PbCl<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexachlororhodate(III)" title="Ammonium hexachlororhodate(III)"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">3</sub>RhCl<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexachloroselenate" class="mw-redirect" title="Ammonium hexachloroselenate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">2</sub>SeCl<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexachlorostannate" title="Ammonium hexachlorostannate"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">2</sub>SnCl<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Ammonium_hexacyanoferrate(II)" title="Ammonium hexacyanoferrate(II)"><span class="chemf nowrap">(NH<sub class="template-chem2-sub">4</sub>)<sub class="template-chem2-sub">4</sub>&#91;Fe(CN)<sub class="template-chem2-sub">6</sub>]</span></a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Organic salts</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/Aluminon" title="Aluminon">Aluminon</a></li> <li><a href="/wiki/Ammonium_acetate" title="Ammonium acetate">Ammonium acetate</a></li> <li><a href="/wiki/Ammonium_adipate" title="Ammonium adipate">Ammonium adipate</a></li> <li><a href="/wiki/Ammonium_benzoate" title="Ammonium benzoate">Ammonium benzoate</a></li> <li><a href="/wiki/Ammonium_bituminosulfonate" title="Ammonium bituminosulfonate">Ammonium bituminosulfonate</a></li> <li><a href="/wiki/Ammonium_carbamate" title="Ammonium carbamate">Ammonium carbamate</a></li> <li><a href="/wiki/Triammonium_citrate" title="Triammonium citrate">Ammonium citrate</a></li> <li><a href="/wiki/Ammonium_diethyl_dithiophosphate" title="Ammonium diethyl dithiophosphate">Ammonium diethyl dithiophosphate</a></li> <li><a href="/wiki/Ammonium_ferric_citrate" title="Ammonium ferric citrate">Ammonium ferric citrate</a></li> <li><a href="/wiki/Ammonium_formate" title="Ammonium formate">Ammonium formate</a></li> <li><a href="/wiki/Ammonium_fumarate" title="Ammonium fumarate">Ammonium fumarate</a></li> <li><a href="/wiki/Monoammonium_glutamate" title="Monoammonium glutamate">Ammonium glutamate</a></li> <li><a href="/wiki/Ammonium_lactate" title="Ammonium lactate">Ammonium lactate</a></li> <li><a href="/wiki/Ammonium_lauryl_sulfate" title="Ammonium lauryl sulfate">Ammonium lauryl sulfate</a></li> <li><a class="mw-selflink selflink">Ammonium malate</a></li> <li><a href="/wiki/Ammonium_nonanoate" title="Ammonium nonanoate">Ammonium nonanoate</a></li> <li><a href="/wiki/Ammonium_oxalate" title="Ammonium oxalate">Ammonium oxalate</a></li> <li><a href="/wiki/Dunnite" title="Dunnite">Ammonium picrate</a></li> <li><a href="/wiki/Ammonium_perfluorononanoate" title="Ammonium perfluorononanoate">Ammonium perfluorononanoate</a></li> <li><a href="/wiki/Ammonium_propionate" title="Ammonium propionate">Ammonium propionate</a></li> <li><a href="/wiki/Ammonium_thioglycolate" title="Ammonium thioglycolate">Ammonium thioglycolate</a></li> <li><a href="/wiki/Cupferron" title="Cupferron">Cupferron</a></li> <li><a href="/wiki/Ferric_ammonium_oxalate" title="Ferric ammonium oxalate">Ferric ammonium oxalate</a></li> <li><a href="/wiki/Murexide" title="Murexide">Murexide</a></li></ul> </div></td></tr></tbody></table></div> <p><br /> </p> <style data-mw-deduplicate="TemplateStyles:r1012311289">.mw-parser-output .asbox{position:relative;overflow:hidden}.mw-parser-output .asbox table{background:transparent}.mw-parser-output .asbox p{margin:0}.mw-parser-output .asbox p+p{margin-top:0.25em}.mw-parser-output .asbox-body{font-style:italic}.mw-parser-output .asbox-note{font-size:smaller}.mw-parser-output .asbox .navbar{position:absolute;top:-0.75em;right:1em;display:none}</style><div role="note" class="metadata plainlinks asbox stub"><table role="presentation"><tbody><tr class="noresize"><td><span typeof="mw:File"><a href="/wiki/File:Formamide-3D-vdW.png" class="mw-file-description"><img alt="Stub icon" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Formamide-3D-vdW.png/30px-Formamide-3D-vdW.png" decoding="async" width="30" height="32" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Formamide-3D-vdW.png/45px-Formamide-3D-vdW.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/cf/Formamide-3D-vdW.png/60px-Formamide-3D-vdW.png 2x" data-file-width="1100" data-file-height="1166" /></a></span></td><td><p class="asbox-body">This article about an <a href="/wiki/Organic_compound" title="Organic compound">organic compound</a> is a <a 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