{"id":184888,"date":"2025-01-21T18:15:44","date_gmt":"2025-01-21T18:15:44","guid":{"rendered":"https:\/\/learnexams.com\/blog\/?p=184888"},"modified":"2025-01-21T18:15:47","modified_gmt":"2025-01-21T18:15:47","slug":"draw-the-correct-organic-product-for-the-oxidation-reaction","status":"publish","type":"post","link":"https:\/\/www.learnexams.com\/blog\/2025\/01\/21\/draw-the-correct-organic-product-for-the-oxidation-reaction\/","title":{"rendered":"Draw the correct organic product for the oxidation reaction"},"content":{"rendered":"\n<p>Draw the correct organic product for the oxidation reaction: Select Draw Rings More \/\/ C H O Na2Cr207, acetone H2SO4 OH Give the product expected when the following alcohol reacts with pyridinium chlorochromate (PCC). (Assume that PCC is present in excess.) Draw the product OH PCC CH2Cl2 HO H<\/p>\n\n\n\n<p><strong><mark style=\"background-color:rgba(0, 0, 0, 0)\" class=\"has-inline-color has-ast-global-color-6-color\">The correct answer and explanation is:<\/mark><\/strong><\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Correct Answer:<\/h3>\n\n\n\n<p>The oxidation reaction of the alcohol with <strong>pyridinium chlorochromate (PCC)<\/strong> in <strong>CH\u2082Cl\u2082<\/strong> will result in the formation of a <strong>carbonyl compound<\/strong>. The specific product depends on the type of alcohol being oxidized.<\/p>\n\n\n\n<ol class=\"wp-block-list\">\n<li><strong>If the alcohol is primary (R-CH\u2082OH):<\/strong> PCC will oxidize it to an <strong>aldehyde (R-CHO)<\/strong>.<\/li>\n\n\n\n<li><strong>If the alcohol is secondary (R\u2081-CH(OH)-R\u2082):<\/strong> PCC will oxidize it to a <strong>ketone (R\u2081-CO-R\u2082)<\/strong>.<\/li>\n\n\n\n<li><strong>If the alcohol is tertiary (R\u2081R\u2082R\u2083-C-OH):<\/strong> No reaction occurs because tertiary alcohols lack a hydrogen atom on the carbon bonded to the -OH group, which is necessary for oxidation.<\/li>\n<\/ol>\n\n\n\n<h4 class=\"wp-block-heading\">Example:<\/h4>\n\n\n\n<p>For a secondary alcohol like cyclohexanol (C\u2086H\u2081\u2081OH), the oxidation by PCC will yield <strong>cyclohexanone (C\u2086H\u2081\u2080O)<\/strong>.<\/p>\n\n\n\n<p><strong>Reaction:<\/strong> Cyclohexanol \u2192 Cyclohexanone<\/p>\n\n\n\n<h4 class=\"wp-block-heading\">Explanation (300 words):<\/h4>\n\n\n\n<p>PCC (C\u2085H\u2085NH[CrO\u2083Cl]) is a mild oxidizing agent commonly used to selectively oxidize alcohols. It operates under anhydrous conditions (e.g., in CH\u2082Cl\u2082), making it ideal for synthesizing aldehydes and ketones without over-oxidation.<\/p>\n\n\n\n<p><strong>Mechanism:<\/strong><\/p>\n\n\n\n<ol class=\"wp-block-list\">\n<li><strong>Primary Alcohols:<\/strong> PCC oxidizes primary alcohols to aldehydes by removing two hydrogens\u2014one from the hydroxyl group and one from the carbon directly attached to it. This reaction avoids further oxidation to carboxylic acids because PCC lacks water, which is needed to hydrate aldehydes for over-oxidation.<\/li>\n\n\n\n<li><strong>Secondary Alcohols:<\/strong> PCC oxidizes secondary alcohols to ketones by removing the same two hydrogens. Since ketones cannot be oxidized further under these conditions, the reaction stops at the ketone stage.<\/li>\n\n\n\n<li><strong>Tertiary Alcohols:<\/strong> Tertiary alcohols do not react with PCC as they lack a hydrogen atom on the carbon attached to the hydroxyl group.<\/li>\n<\/ol>\n\n\n\n<p>PCC is a preferred reagent because it offers excellent selectivity, works under mild conditions, and avoids unwanted over-oxidation. This makes it valuable for synthesizing sensitive aldehydes and ketones in organic chemistry. Its use in inert solvents like CH\u2082Cl\u2082 ensures minimal side reactions, preserving the integrity of the target molecules.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Draw the correct organic product for the oxidation reaction: Select Draw Rings More \/\/ C H O Na2Cr207, acetone H2SO4 OH Give the product expected when the following alcohol reacts with pyridinium chlorochromate (PCC). (Assume that PCC is present in excess.) Draw the product OH PCC CH2Cl2 HO H The correct answer and explanation is: [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"site-sidebar-layout":"default","site-content-layout":"","ast-site-content-layout":"default","site-content-style":"default","site-sidebar-style":"default","ast-global-header-display":"","ast-banner-title-visibility":"","ast-main-header-display":"","ast-hfb-above-header-display":"","ast-hfb-below-header-display":"","ast-hfb-mobile-header-display":"","site-post-title":"","ast-breadcrumbs-content":"","ast-featured-img":"","footer-sml-layout":"","ast-disable-related-posts":"","theme-transparent-header-meta":"","adv-header-id-meta":"","stick-header-meta":"","header-above-stick-meta":"","header-main-stick-meta":"","header-below-stick-meta":"","astra-migrate-meta-layouts":"default","ast-page-background-enabled":"default","ast-page-background-meta":{"desktop":{"background-color":"","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"tablet":{"background-color":"","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"mobile":{"background-color":"","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""}},"ast-content-background-meta":{"desktop":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"tablet":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"mobile":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""}},"footnotes":""},"categories":[25],"tags":[],"class_list":["post-184888","post","type-post","status-publish","format-standard","hentry","category-exams-certification"],"_links":{"self":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/184888","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/comments?post=184888"}],"version-history":[{"count":0,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/184888\/revisions"}],"wp:attachment":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/media?parent=184888"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/categories?post=184888"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/tags?post=184888"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}