{"id":206457,"date":"2025-03-29T19:19:48","date_gmt":"2025-03-29T19:19:48","guid":{"rendered":"https:\/\/learnexams.com\/blog\/?p=206457"},"modified":"2025-03-29T19:19:50","modified_gmt":"2025-03-29T19:19:50","slug":"provide-the-major-organic-product-in-the-reaction-below-h-h-k-h-h3c-ch3-ch-3-1-bh3-thf-2-naoh-h2o2-h2o","status":"publish","type":"post","link":"https:\/\/www.learnexams.com\/blog\/2025\/03\/29\/provide-the-major-organic-product-in-the-reaction-below-h-h-k-h-h3c-ch3-ch-3-1-bh3-thf-2-naoh-h2o2-h2o\/","title":{"rendered":"Provide the major organic product in the reaction below. H H K H H3C CH3 CH 3 1. BH3\/THF 2. NaOH, H2O2, H2O"},"content":{"rendered":"\n
\"\"<\/figure>\n\n\n\n

The correct answer and explanation is:<\/mark><\/strong><\/p>\n\n\n\n

The reaction involves hydroboration-oxidation<\/strong> of an alkene. Let’s analyze the mechanism and product formation step by step.<\/p>\n\n\n\n

Reaction: Hydroboration-Oxidation of an Alkene<\/strong><\/h3>\n\n\n\n

Reagents Used:<\/strong><\/h4>\n\n\n\n
    \n
  1. BH\u2083\/THF (Borane-Tetrahydrofuran Complex)<\/strong> \u2013 This step leads to the addition of boron and hydrogen across the double bond.<\/li>\n\n\n\n
  2. NaOH, H\u2082O\u2082, H\u2082O (Basic Hydrogen Peroxide Solution)<\/strong> \u2013 This step replaces the boron atom with a hydroxyl (-OH) group.<\/li>\n<\/ol>\n\n\n\n

    Regioselectivity:<\/strong><\/h4>\n\n\n\n
      \n
    • Hydroboration follows anti-Markovnikov addition<\/strong>, meaning the -OH group attaches to the less substituted<\/strong> carbon.<\/li>\n\n\n\n
    • The reaction proceeds syn addition<\/strong>, meaning both the hydrogen and hydroxyl group add to the same side of the molecule.<\/li>\n<\/ul>\n\n\n\n

      Mechanism:<\/strong><\/h3>\n\n\n\n
        \n
      1. Hydroboration (Step 1)<\/strong>\n
          \n
        • The alkene reacts with BH\u2083 (borane) in THF.<\/li>\n\n\n\n
        • Boron attaches to the less substituted carbon, while hydrogen attaches to the more substituted carbon.<\/li>\n\n\n\n
        • This occurs via a concerted syn-addition mechanism.<\/li>\n<\/ul>\n<\/li>\n\n\n\n
        • Oxidation (Step 2)<\/strong>\n
            \n
          • H\u2082O\u2082 and NaOH replace the boron with a hydroxyl (-OH) group.<\/li>\n\n\n\n
          • The resulting product is an anti-Markovnikov alcohol<\/strong>.<\/li>\n<\/ul>\n<\/li>\n<\/ol>\n\n\n\n

            Final Product:<\/strong><\/h3>\n\n\n\n

            The major organic product is a primary alcohol<\/strong> (1\u00b0 alcohol) formed via syn addition. The hydroxyl (-OH) group attaches to the least substituted<\/strong> carbon of the alkene.<\/p>\n\n\n\n

            Conclusion:<\/strong><\/h4>\n\n\n\n

            Hydroboration-oxidation is a useful reaction in organic synthesis for converting alkenes into alcohols with anti-Markovnikov selectivity. Unlike acid-catalyzed hydration, this method avoids carbocation rearrangements and provides a predictable primary alcohol<\/strong> as the major product.<\/p>\n\n\n\n

            Now, I’ll generate an image showing the reactant and product.<\/p>\n\n\n\n

            Here is the reaction diagram illustrating the hydroboration-oxidation of an alkene. The image was generated using DALL\u00b7E, OpenAI’s legacy image generation model. It visually represents the transformation of an alkene into an anti-Markovnikov alcohol using BH\u2083\/THF and NaOH, H\u2082O\u2082, H\u2082O. Let me know if you need any modifications or further explanations!<\/p>\n\n\n\n

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

            The correct answer and explanation is: The reaction involves hydroboration-oxidation of an alkene. Let’s analyze the mechanism and product formation step by step. Reaction: Hydroboration-Oxidation of an Alkene Reagents Used: Regioselectivity: Mechanism: Final Product: The major organic product is a primary alcohol (1\u00b0 alcohol) formed via syn addition. The hydroxyl (-OH) group attaches to 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-206457","post","type-post","status-publish","format-standard","hentry","category-exams-certification"],"_links":{"self":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/206457","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=206457"}],"version-history":[{"count":0,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/206457\/revisions"}],"wp:attachment":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/media?parent=206457"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/categories?post=206457"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/tags?post=206457"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}