{"id":204472,"date":"2025-03-22T06:33:55","date_gmt":"2025-03-22T06:33:55","guid":{"rendered":"https:\/\/learnexams.com\/blog\/?p=204472"},"modified":"2025-03-22T06:33:57","modified_gmt":"2025-03-22T06:33:57","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-8","status":"publish","type":"post","link":"https:\/\/www.learnexams.com\/blog\/2025\/03\/22\/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-8\/","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 structure of an eight-carbon alkene that would yield a single product<\/strong> upon ozonolysis followed by dimethyl sulfide (DMS) must be carefully chosen based on symmetry and cleavage patterns<\/strong>. Ozonolysis of alkenes involves the cleavage of the double bond and formation of carbonyl-containing<\/strong> compounds (aldehydes or ketones).<\/p>\n\n\n\n

Step 1: Understanding Ozonolysis<\/h3>\n\n\n\n

Ozonolysis consists of:<\/p>\n\n\n\n

    \n
  1. Ozone (O\u2083)<\/strong> addition to the alkene, forming an unstable molozonide.<\/li>\n\n\n\n
  2. Rearrangement into a more stable ozonide.<\/li>\n\n\n\n
  3. Reductive workup with dimethyl sulfide (DMS)<\/strong>, breaking the ozonide into aldehydes and\/or ketones<\/strong>.<\/li>\n<\/ol>\n\n\n\n

    Step 2: Identifying the Product<\/h3>\n\n\n\n

    Since the question states that only one compound<\/strong> forms, the alkene must be symmetrical<\/strong> and positioned such that both halves produce identical fragments<\/strong>.<\/p>\n\n\n\n

    Step 3: Choosing the Alkene<\/h3>\n\n\n\n

    The most likely candidate is 4-octene<\/strong>, with a double bond at carbon 4: CH\u2083-CH\u2082-CH=CH-CH\u2082-CH\u2082-CH\u2083\\text{CH\u2083-CH\u2082-CH=CH-CH\u2082-CH\u2082-CH\u2083}<\/p>\n\n\n\n

    Step 4: Predicting the Ozonolysis Product<\/h3>\n\n\n\n

    Splitting 4-octene at C4=C5<\/strong> will give two molecules of butanal (butyraldehyde, CH\u2083CH\u2082CH\u2082CHO)<\/strong>.<\/p>\n\n\n\n

    Step 5: Confirmation<\/h3>\n\n\n\n

    If any other alkene is chosen (such as 3-octene or 2-octene), it would yield two different<\/strong> carbonyl compounds, violating the problem\u2019s requirement of yielding only one product<\/strong>.<\/p>\n\n\n\n

    Conclusion<\/h3>\n\n\n\n

    The correct answer is 4-octene<\/strong>, as it cleaves into only butanal<\/strong> in ozonolysis with DMS.<\/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 structure of an eight-carbon alkene that would yield a single product upon ozonolysis followed by dimethyl sulfide (DMS) must be carefully chosen based […]<\/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-204472","post","type-post","status-publish","format-standard","hentry","category-exams-certification"],"_links":{"self":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/204472","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=204472"}],"version-history":[{"count":0,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/204472\/revisions"}],"wp:attachment":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/media?parent=204472"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/categories?post=204472"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/tags?post=204472"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}