{"id":236781,"date":"2025-06-16T13:57:21","date_gmt":"2025-06-16T13:57:21","guid":{"rendered":"https:\/\/learnexams.com\/blog\/?p=236781"},"modified":"2025-06-16T13:57:23","modified_gmt":"2025-06-16T13:57:23","slug":"draw-the-major-product-of-this-reaction-3","status":"publish","type":"post","link":"https:\/\/www.learnexams.com\/blog\/2025\/06\/16\/draw-the-major-product-of-this-reaction-3\/","title":{"rendered":"Draw the major product of this reaction."},"content":{"rendered":"\n

Draw the major product of this reaction. Include stereochemistry if applicable. Ignore byproducts. Br (CH3)3COK heat Select to Draw<\/p>\n\n\n\n

\"\"<\/figure>\n\n\n\n

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

Here is the major product of the reaction.<\/p>\n\n\n\n

Now, let’s break down the reasoning behind the product formation. This reaction involves tert-butoxide (CH\u2083)\u2083COK<\/strong>, a strong, bulky base, and heat<\/strong>, suggesting an elimination<\/strong> mechanism rather than a substitution. Given that the substrate contains a bromine (Br) leaving group<\/strong>, it undergoes an E2 (bimolecular elimination) reaction<\/strong>, where elimination occurs in a single step.<\/p>\n\n\n\n

Stepwise Explanation:<\/h3>\n\n\n\n
    \n
  1. Elimination Mechanism Selection:<\/strong>\n
      \n
    • The presence of the strong, sterically hindered tert-butoxide<\/strong> favors E2 elimination<\/strong> over SN2 substitution.<\/li>\n\n\n\n
    • The reaction occurs in one step without a carbocation intermediate.<\/li>\n<\/ul>\n<\/li>\n\n\n\n
    • Formation of the Alkene:<\/strong>\n
        \n
      • The base abstracts a \u03b2-hydrogen<\/strong> (hydrogen on the carbon adjacent to the carbon bearing bromine).<\/li>\n\n\n\n
      • The electrons from the C-H bond<\/strong> shift to form a new \u03c0-bond (double bond)<\/strong> between adjacent carbons.<\/li>\n\n\n\n
      • Bromine leaves<\/strong> as Br\u207b, completing the elimination process.<\/li>\n<\/ul>\n<\/li>\n\n\n\n
      • Regioselectivity\u2014Zaitsev vs. Hofmann:<\/strong>\n
          \n
        • Normally, elimination follows Zaitsev’s rule<\/strong>, forming the most substituted alkene<\/strong>.<\/li>\n\n\n\n
        • However, due to the steric bulk of tert-butoxide, Hofmann elimination dominates<\/strong>, favoring the less substituted alkene<\/strong>.<\/li>\n<\/ul>\n<\/li>\n\n\n\n
        • Stereochemistry:<\/strong>\n
            \n
          • Since E2 requires antiperiplanar (coplanar but opposite) geometry<\/strong>, the specific hydrogen removed must be anti to bromine.<\/li>\n\n\n\n
          • This influences the resulting alkene’s stereochemistry<\/strong>, typically favoring the more stable E-isomer<\/strong>.<\/li>\n<\/ul>\n<\/li>\n<\/ol>\n\n\n\n

            Thus, the major product is the least substituted alkene<\/strong>, as dictated by Hofmann elimination. The reaction proceeds efficiently due to the strong base and heat, ensuring rapid elimination. Let me know if you\u2019d like further clarification!<\/p>\n\n\n\n

            \"Draw<\/figure>\n\n\n\n
            \"\"<\/figure>\n","protected":false},"excerpt":{"rendered":"

            Draw the major product of this reaction. Include stereochemistry if applicable. Ignore byproducts. Br (CH3)3COK heat Select to Draw The Correct Answer and Explanation is: Here is the major product of the reaction. Now, let’s break down the reasoning behind the product formation. This reaction involves tert-butoxide (CH\u2083)\u2083COK, a strong, bulky base, and heat, suggesting […]<\/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-236781","post","type-post","status-publish","format-standard","hentry","category-exams-certification"],"_links":{"self":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/236781","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=236781"}],"version-history":[{"count":0,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/236781\/revisions"}],"wp:attachment":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/media?parent=236781"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/categories?post=236781"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/tags?post=236781"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}