{"id":148534,"date":"2022-03-21T09:21:51","date_gmt":"2022-03-21T03:51:51","guid":{"rendered":"https:\/\/infinitylearn.com\/surge\/pinacol-pinacolone-rearrangement-reaction-mechanism-with-detailed-steps-and-applications\/"},"modified":"2022-03-30T13:08:44","modified_gmt":"2022-03-30T07:38:44","slug":"pinacol-pinacolone-rearrangement-reaction-mechanism-with-detailed-steps-and-applications","status":"publish","type":"post","link":"https:\/\/infinitylearn.com\/surge\/chemistry\/pinacol-pinacolone-rearrangement\/","title":{"rendered":"Pinacol Pinacolone Rearrangement Reaction Mechanism with Detailed Steps and Applications"},"content":{"rendered":"<div id=\"ez-toc-container\" class=\"ez-toc-v2_0_37 counter-hierarchy ez-toc-counter ez-toc-grey ez-toc-container-direction\">\n<div class=\"ez-toc-title-container\">\n<p class=\"ez-toc-title\">Table of Contents<\/p>\n<span class=\"ez-toc-title-toggle\"><a href=\"#\" class=\"ez-toc-pull-right ez-toc-btn ez-toc-btn-xs ez-toc-btn-default ez-toc-toggle\" style=\"display: none;\"><label for=\"item\" aria-label=\"Table of Content\"><span style=\"display: flex;align-items: center;width: 35px;height: 30px;justify-content: center;\"><svg style=\"fill: #999;color:#999\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" class=\"list-377408\" width=\"20px\" height=\"20px\" viewBox=\"0 0 24 24\" fill=\"none\"><path d=\"M6 6H4v2h2V6zm14 0H8v2h12V6zM4 11h2v2H4v-2zm16 0H8v2h12v-2zM4 16h2v2H4v-2zm16 0H8v2h12v-2z\" fill=\"currentColor\"><\/path><\/svg><svg style=\"fill: #999;color:#999\" class=\"arrow-unsorted-368013\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" width=\"10px\" height=\"10px\" viewBox=\"0 0 24 24\" version=\"1.2\" baseProfile=\"tiny\"><path d=\"M18.2 9.3l-6.2-6.3-6.2 6.3c-.2.2-.3.4-.3.7s.1.5.3.7c.2.2.4.3.7.3h11c.3 0 .5-.1.7-.3.2-.2.3-.5.3-.7s-.1-.5-.3-.7zM5.8 14.7l6.2 6.3 6.2-6.3c.2-.2.3-.5.3-.7s-.1-.5-.3-.7c-.2-.2-.4-.3-.7-.3h-11c-.3 0-.5.1-.7.3-.2.2-.3.5-.3.7s.1.5.3.7z\"\/><\/svg><\/span><\/label><input type=\"checkbox\" id=\"item\"><\/a><\/span><\/div>\n<nav><ul class='ez-toc-list ez-toc-list-level-1' style='display:block'><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-1\" href=\"https:\/\/infinitylearn.com\/surge\/chemistry\/pinacol-pinacolone-rearrangement\/#Pinacol_Pinacolone_Rearrangement_Reaction_Mechanism_Step_1_Protonation_of_a_hydroxyl_group_on_the_enol_tautomer_of_pinacol_results_in_the_formation_of_an_enol\" title=\"Pinacol Pinacolone Rearrangement Reaction Mechanism ; Step 1. Protonation of a hydroxyl group on the enol tautomer of pinacol results in the formation of an enol.\">Pinacol Pinacolone Rearrangement Reaction Mechanism ; Step 1. Protonation of a hydroxyl group on the enol tautomer of pinacol results in the formation of an enol.<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-2\" href=\"https:\/\/infinitylearn.com\/surge\/chemistry\/pinacol-pinacolone-rearrangement\/#What_is_Pinacol_and_Pinacolone\" title=\"What is Pinacol and Pinacolone?\">What is Pinacol and Pinacolone?<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-3\" href=\"https:\/\/infinitylearn.com\/surge\/chemistry\/pinacol-pinacolone-rearrangement\/#Pinacol_Pinacolone_Rearrangement_Reaction\" title=\"Pinacol Pinacolone Rearrangement Reaction\">Pinacol Pinacolone Rearrangement Reaction<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-4\" href=\"https:\/\/infinitylearn.com\/surge\/chemistry\/pinacol-pinacolone-rearrangement\/#Pinacol_Pinacolone_Rearrangement_Reaction_Mechanism\" title=\"Pinacol Pinacolone Rearrangement Reaction Mechanism\">Pinacol Pinacolone Rearrangement Reaction Mechanism<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-5\" href=\"https:\/\/infinitylearn.com\/surge\/chemistry\/pinacol-pinacolone-rearrangement\/#Applications_of_Pinacolone_Product_of_Pinacol_Rearrangement\" title=\"Applications of Pinacolone (Product of Pinacol Rearrangement)\">Applications of Pinacolone (Product of Pinacol Rearrangement)<\/a><\/li><\/ul><\/nav><\/div>\n<h2><span class=\"ez-toc-section\" id=\"Pinacol_Pinacolone_Rearrangement_Reaction_Mechanism_Step_1_Protonation_of_a_hydroxyl_group_on_the_enol_tautomer_of_pinacol_results_in_the_formation_of_an_enol\"><\/span>Pinacol Pinacolone Rearrangement Reaction Mechanism ; Step 1. Protonation of a hydroxyl group on the enol tautomer of pinacol results in the formation of an enol.<span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p>: Step 1. Protonation of a hydroxyl group on the enol tautomer of pinacol results in the formation of an enol. Step 2. The enol undergoes a keto-enol tautomerization to form the keto tautomer.<\/p>\n<p>Step 3. The keto tautomer undergoes an aldol condensation with another molecule of ketone to form a \u03b2-hydroxy ketone.<\/p>\n<p>Step 4. The \u03b2-hydroxy ketone is converted to an ester by reaction with an alcohol.<\/p>\n<p>Step 5. Hydrolysis of the ester produces pinacolone.<\/p>\n<p><img loading=\"lazy\" class=\"aligncenter wp-image-148533 size-full\" src=\"https:\/\/infinitylearn.com\/surge\/wp-content\/uploads\/2022\/03\/pinacol-pinacolone-rearrangement-reaction-mechanism-with-detailed-steps-and-applications.jpg\" alt=\"\" width=\"606\" height=\"428\" srcset=\"https:\/\/infinitylearn.com\/surge\/wp-content\/uploads\/2022\/03\/pinacol-pinacolone-rearrangement-reaction-mechanism-with-detailed-steps-and-applications.jpg?v=1647834707 606w, https:\/\/infinitylearn.com\/surge\/wp-content\/uploads\/2022\/03\/pinacol-pinacolone-rearrangement-reaction-mechanism-with-detailed-steps-and-applications-300x212.jpg?v=1647834707 300w\" sizes=\"(max-width: 606px) 100vw, 606px\" \/><\/p>\n<h2><span class=\"ez-toc-section\" id=\"What_is_Pinacol_and_Pinacolone\"><\/span>What is Pinacol and Pinacolone?<span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p>Pinacol is a compound with the formula C6H4(CO)2. It is a colorless liquid with a camphor-like odor. Pinacol is produced by the reaction of an aldehyde with an alcohol in the presence of a base.<\/p>\n<p>Pinacolone is a colorless liquid with a camphor-like odor. It is produced by the reaction of an aldehyde with an alcohol in the presence of a base.<\/p>\n<h2><span class=\"ez-toc-section\" id=\"Pinacol_Pinacolone_Rearrangement_Reaction\"><\/span>Pinacol Pinacolone Rearrangement Reaction<span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p>The pinacol rearrangement reaction is a type of organic reaction that rearranges a carbon-carbon double bond in a molecule. The reaction is commonly used to produce pinacol from a molecule with a carbon-carbon double bond. The reaction is initiated by the removal of a hydrogen atom from one of the carbons in the double bond. This leaves a carbocation intermediate, which rearranges to form the product molecule.<\/p>\n<h2><span class=\"ez-toc-section\" id=\"Pinacol_Pinacolone_Rearrangement_Reaction_Mechanism\"><\/span>Pinacol Pinacolone Rearrangement Reaction Mechanism<span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p>The rearrangement of pinacol to pinacolone is a two-step process. In the first step, the hydrogen on the carbon adjacent to the carbonyl is removed, and in the second step, the hydrogen on the carbon adjacent to the alcohol is removed.<\/p>\n<h2><span class=\"ez-toc-section\" id=\"Applications_of_Pinacolone_Product_of_Pinacol_Rearrangement\"><\/span>Applications of Pinacolone (Product of Pinacol Rearrangement)<span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p>Pinacolone is a versatile molecule that can be used in a variety of applications. Some of the most common applications of pinacolone include:<\/p>\n<p>1. As a precursor to pharmaceuticals.<\/p>\n<p>2. In the production of plastics and other synthetic materials.<\/p>\n<p>3. In the production of fuels and other chemicals.<\/p>\n<p>4. In the production of dyes and other colorants.<\/p>\n<p>5. In the production of fragrances and other aromatics.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Pinacol Pinacolone Rearrangement Reaction Mechanism ; Step 1. Protonation of a hydroxyl group on the enol tautomer of pinacol results [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_yoast_wpseo_focuskw":"Pinacol Pinacolone Rearrangement Reaction Mechanism with Detailed Steps and Applications","_yoast_wpseo_title":"","_yoast_wpseo_metadesc":"Learn about Pinacol Pinacolone Rearrangement topic of Chemistry in details explained by subject experts on infinitylearn.com. 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