{"id":185678,"date":"2025-01-22T20:12:30","date_gmt":"2025-01-22T20:12:30","guid":{"rendered":"https:\/\/learnexams.com\/blog\/?p=185678"},"modified":"2025-01-22T20:12:32","modified_gmt":"2025-01-22T20:12:32","slug":"select-the-correct-iupac-name-for-the-following-organic-substrate","status":"publish","type":"post","link":"https:\/\/www.learnexams.com\/blog\/2025\/01\/22\/select-the-correct-iupac-name-for-the-following-organic-substrate\/","title":{"rendered":"Select the correct IUPAC name for the following organic substrate"},"content":{"rendered":"\n

19. Select the correct IUPAC name for the following organic substrate, including the R or S designation where appropriate, and draw the major organic product(s) for the SN1 reaction. Include wedge\/dash bonds on a stereocenter.<\/p>\n\n\n\n

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

(R)-3-bromo-2,3-dimethylpentane 3-bromo-2,3-dimethylpentane 3-bromo-3,4-dimethylpentane (S)-3-bromo-3,4-dimethylpentane<\/p>\n\n\n\n

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

The IUPAC name for the compound depicted in the provided image is (R)-3-bromo-2,3-dimethylpentane<\/strong>.<\/p>\n\n\n\n

Explanation:<\/strong><\/p>\n\n\n\n

    \n
  1. Identifying the Parent Chain:<\/strong><\/li>\n<\/ol>\n\n\n\n
      \n
    • The longest continuous chain of carbon atoms contains five carbons, indicating the parent structure is pentane<\/strong>.<\/li>\n<\/ul>\n\n\n\n
        \n
      1. Numbering the Chain:<\/strong><\/li>\n<\/ol>\n\n\n\n
          \n
        • Number the chain from the end nearest the first substituent to assign the lowest possible locants to the substituents.<\/li>\n\n\n\n
        • The substituents are a bromine atom and two methyl groups.<\/li>\n<\/ul>\n\n\n\n
            \n
          1. Assigning Locants and Configurations:<\/strong><\/li>\n<\/ol>\n\n\n\n
              \n
            • The bromine atom is attached to carbon 3.<\/li>\n\n\n\n
            • The two methyl groups are attached to carbons 2 and 3.<\/li>\n\n\n\n
            • The configuration at carbon 3 is R<\/strong>, as determined by the Cahn-Ingold-Prelog priority rules.<\/li>\n<\/ul>\n\n\n\n

              SN1 Reaction Mechanism:<\/strong><\/p>\n\n\n\n

              In an SN1 reaction, the mechanism involves two key steps:<\/p>\n\n\n\n

                \n
              1. Formation of a Carbocation:<\/strong><\/li>\n<\/ol>\n\n\n\n
                  \n
                • The leaving group (bromine) departs, resulting in the formation of a carbocation at the electrophilic carbon.<\/li>\n<\/ul>\n\n\n\n
                    \n
                  1. Nucleophilic Attack:<\/strong><\/li>\n<\/ol>\n\n\n\n
                      \n
                    • The nucleophile (e.g., water or alcohol) attacks the planar carbocation, leading to the formation of a racemic mixture due to the possibility of attack from either side.<\/li>\n<\/ul>\n\n\n\n

                      This results in a mixture of (R)-<\/strong> and (S)-<\/strong> enantiomers of the product.<\/p>\n\n\n\n

                      Stereochemistry:<\/strong><\/p>\n\n\n\n

                      The planar nature of the carbocation intermediate allows the nucleophile to attack from either the front or back face, leading to the formation of both enantiomers.<\/p>\n\n\n\n

                      Therefore, the major organic product of the SN1 reaction is a racemic mixture of (R)-<\/strong> and (S)-<\/strong> enantiomers of 3-bromo-2,3-dimethylpentane.<\/p>\n\n\n\n

                      For a detailed explanation of the SN1 reaction mechanism, refer to the article on the SN1 Reaction Mechanism by Master Organic Chemistry.<\/p>\n\n\n\n

                      For more information on IUPAC nomenclature, consult the IUPAC Nomenclature of Organic Chemistry.<\/p>\n","protected":false},"excerpt":{"rendered":"

                      19. Select the correct IUPAC name for the following organic substrate, including the R or S designation where appropriate, and draw the major organic product(s) for the SN1 reaction. Include wedge\/dash bonds on a stereocenter. (R)-3-bromo-2,3-dimethylpentane 3-bromo-2,3-dimethylpentane 3-bromo-3,4-dimethylpentane (S)-3-bromo-3,4-dimethylpentane The Correct Answer and Explanation is : The IUPAC name for the compound depicted in 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-185678","post","type-post","status-publish","format-standard","hentry","category-exams-certification"],"_links":{"self":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/185678","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=185678"}],"version-history":[{"count":0,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/185678\/revisions"}],"wp:attachment":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/media?parent=185678"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/categories?post=185678"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/tags?post=185678"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}