{"id":212676,"date":"2025-05-07T16:23:25","date_gmt":"2025-05-07T16:23:25","guid":{"rendered":"https:\/\/learnexams.com\/blog\/?p=212676"},"modified":"2025-05-08T05:56:05","modified_gmt":"2025-05-08T05:56:05","slug":"draw-the-major-organic-product-of-the-following-friedel-crafts-alkylation-2","status":"publish","type":"post","link":"https:\/\/www.learnexams.com\/blog\/2025\/05\/07\/draw-the-major-organic-product-of-the-following-friedel-crafts-alkylation-2\/","title":{"rendered":"Draw the major organic product of the following Friedel-Crafts alkylation"},"content":{"rendered":"\n

Draw the major organic product of the following Friedel-Crafts alkylation. (An excess of benzene is present.) The drawn product would require the formation of a rather unstable primary carbocation intermediate. The aluminum chloride polarizes the alkyl halide’s chlorine-carbon bond. Consider the possibility of a rearrangement reaction.<\/p>\n\n\n\n

The Correct Answer And Explanation is:<\/mark><\/strong><\/p>\n\n\n\n

To draw the major organic product of a Friedel-Crafts alkylation reaction<\/strong>, we need to consider a few important concepts:<\/p>\n\n\n\n

\n\n\n\n

\ud83d\udd2c Key Concepts to Consider:<\/strong><\/h3>\n\n\n\n
    \n
  1. Friedel-Crafts Alkylation Reaction Basics:<\/strong>\n
      \n
    • This is an electrophilic aromatic substitution reaction.<\/li>\n\n\n\n
    • Benzene<\/strong> reacts with an alkyl halide (R\u2013Cl)<\/strong> in the presence of a Lewis acid catalyst<\/strong> like AlCl\u2083<\/strong>.<\/li>\n<\/ul>\n<\/li>\n\n\n\n
    • Carbocation Formation and Rearrangement:<\/strong>\n
        \n
      • The Lewis acid AlCl\u2083 helps form a carbocation<\/strong> from the alkyl halide.<\/li>\n\n\n\n
      • If a primary carbocation<\/strong> would form (which is unstable<\/strong>), a hydride or methyl shift<\/strong> may occur to generate a more stable secondary or tertiary carbocation<\/strong> before the aromatic ring attacks.<\/li>\n<\/ul>\n<\/li>\n\n\n\n
      • Excess Benzene:<\/strong>\n
          \n
        • Excess benzene ensures monosubstitution<\/strong> rather than polysubstitution.<\/li>\n<\/ul>\n<\/li>\n<\/ol>\n\n\n\n
          \n\n\n\n

          \ud83e\uddea Example Case:<\/h3>\n\n\n\n

          Let\u2019s say the alkyl halide<\/strong> used is 1-chlorobutane (CH\u2083CH\u2082CH\u2082CH\u2082Cl)<\/strong>.<\/p>\n\n\n\n

            \n
          1. AlCl\u2083 polarizes the C\u2013Cl<\/strong> bond \u2192 forms a primary carbocation (CH\u2083CH\u2082CH\u2082CH\u2082\u207a)<\/strong>.<\/li>\n\n\n\n
          2. A 1,2-hydride shift<\/strong> occurs \u2192 forms a more stable secondary carbocation (CH\u2083CH\u2082CH\u207aCH\u2083)<\/strong>.<\/li>\n\n\n\n
          3. Benzene acts as a nucleophile \u2192 attacks the secondary carbocation.<\/li>\n\n\n\n
          4. The major product is sec-butylbenzene (C\u2086H\u2085CH(CH\u2083)CH\u2082CH\u2083)<\/strong>.<\/li>\n<\/ol>\n\n\n\n
            \n\n\n\n

            \ud83e\uddd1\u200d\ud83c\udfa8 Structure of the Product:<\/h3>\n\n\n\n

            Here\u2019s the major product<\/strong> structure based on the above rearrangement:<\/p>\n\n\n\n

                    CHCH3\n         |\nBenzene\u2013CH2CH3\n<\/code><\/pre>\n\n\n\n
            Or in IUPAC naming: sec-butylbenzene<\/strong><\/p>\n\n\n\n
            -chlorobutane.<\/p>\n\n\n\n
            \n","protected":false},"excerpt":{"rendered":"
            Draw the major organic product of the following Friedel-Crafts alkylation. (An excess of benzene is present.) The drawn product would require the formation of a rather unstable primary carbocation intermediate. The aluminum chloride polarizes the alkyl halide’s chlorine-carbon bond. Consider the possibility of a rearrangement reaction. The Correct Answer And Explanation is: To draw the […]<\/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-212676","post","type-post","status-publish","format-standard","hentry","category-exams-certification"],"_links":{"self":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/212676","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=212676"}],"version-history":[{"count":0,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/212676\/revisions"}],"wp:attachment":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/media?parent=212676"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/categories?post=212676"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/tags?post=212676"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}