{"id":203770,"date":"2025-03-20T15:02:00","date_gmt":"2025-03-20T15:02:00","guid":{"rendered":"https:\/\/learnexams.com\/blog\/?p=203770"},"modified":"2025-03-20T15:02:02","modified_gmt":"2025-03-20T15:02:02","slug":"draw-the-structure-of-an-eight-carbon-alkene-that-would-yield-the-following-compound-and-no-others-after-treatment-with-ozone-followed-by-dimethyl-sulfide-7","status":"publish","type":"post","link":"https:\/\/www.learnexams.com\/blog\/2025\/03\/20\/draw-the-structure-of-an-eight-carbon-alkene-that-would-yield-the-following-compound-and-no-others-after-treatment-with-ozone-followed-by-dimethyl-sulfide-7\/","title":{"rendered":"Draw the structure of an eight-carbon alkene that would yield the following compound (and no others) after treatment with ozone followed by dimethyl sulfide"},"content":{"rendered":"\n

Draw the structure of an eight-carbon alkene that would yield the following compound (and no others) after treatment with ozone followed by dimethyl sulfide.<\/p>\n\n\n\n

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

The eight-carbon alkene that would yield the specified compound after treatment with ozone followed by dimethyl sulfide is 2-octene<\/strong>. The treatment with ozone followed by dimethyl sulfide would lead to the cleavage of the double bond, forming two aldehyde groups.<\/p>\n\n\n\n

Explanation:<\/h3>\n\n\n\n
    \n
  1. Ozonolysis of Alkenes:<\/strong>
    When an alkene undergoes ozonolysis, the ozone molecule adds across the double bond, resulting in the formation of an unstable ozonide. This ozonide is then reduced, typically with a reducing agent such as dimethyl sulfide (DMS), to give two carbonyl compounds, which are generally aldehydes or ketones depending on the substitution pattern of the alkene.<\/li>\n\n\n\n
  2. The Structure of 2-Octene:<\/strong>
    The compound given, which is derived from ozonolysis, has a specific structure: two aldehyde groups at the ends of the molecule. This implies that the starting alkene must have a structure where the double bond is positioned such that cleavage by ozone yields two aldehyde groups.<\/li>\n<\/ol>\n\n\n\n
      \n
    • In 2-octene<\/strong>, the double bond is located between the second and third carbons. This structure can be represented as CH\u2083-CH\u2082-CH=CH-CH\u2082-CH\u2082-CH\u2083 (with the double bond between the second and third carbons).<\/li>\n<\/ul>\n\n\n\n
        \n
      1. Mechanism of the Reaction:<\/strong><\/li>\n<\/ol>\n\n\n\n
          \n
        • When 2-octene<\/strong> undergoes ozonolysis, the double bond is cleaved, and the resulting ozonide intermediate will be reduced by dimethyl sulfide. This results in the formation of two aldehyde groups<\/strong>: one at the terminal carbon (carbon 1) and one at carbon 8 (the other end of the molecule).<\/li>\n\n\n\n
        • The cleavage yields octanal<\/strong> (an aldehyde with 8 carbons, one at each end of the cleaved alkene).<\/li>\n<\/ul>\n\n\n\n
            \n
          1. No Other Products:<\/strong>
            The ozonolysis of 2-octene<\/strong> will exclusively yield octanal and no other products. This is because ozonolysis only cleaves the double bond and produces aldehydes, and the structure of 2-octene ensures that cleavage will yield exactly two octanal molecules.<\/li>\n<\/ol>\n\n\n\n

            Thus, the eight-carbon alkene in question is 2-octene<\/strong>, and ozonolysis followed by dimethyl sulfide would yield two molecules of octanal<\/strong>.<\/p>\n","protected":false},"excerpt":{"rendered":"

            Draw the structure of an eight-carbon alkene that would yield the following compound (and no others) after treatment with ozone followed by dimethyl sulfide. The correct answer and explanation is : The eight-carbon alkene that would yield the specified compound after treatment with ozone followed by dimethyl sulfide is 2-octene. The treatment with ozone followed […]<\/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-203770","post","type-post","status-publish","format-standard","hentry","category-exams-certification"],"_links":{"self":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/203770","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=203770"}],"version-history":[{"count":0,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/203770\/revisions"}],"wp:attachment":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/media?parent=203770"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/categories?post=203770"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/tags?post=203770"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}