{"id":204110,"date":"2025-03-21T11:35:08","date_gmt":"2025-03-21T11:35:08","guid":{"rendered":"https:\/\/learnexams.com\/blog\/?p=204110"},"modified":"2025-03-21T11:35:10","modified_gmt":"2025-03-21T11:35:10","slug":"draw-a-six-carbon-alkyne-that-can-exist-as-diastereomers-3","status":"publish","type":"post","link":"https:\/\/www.learnexams.com\/blog\/2025\/03\/21\/draw-a-six-carbon-alkyne-that-can-exist-as-diastereomers-3\/","title":{"rendered":"Draw a six-carbon alkyne that can exist as diastereomers"},"content":{"rendered":"\n<p>Draw a six-carbon alkyne that can exist as diastereomers. You do not need to specify wedge or dashed bonds.<\/p>\n\n\n\n<p><mark style=\"background-color:rgba(0, 0, 0, 0)\" class=\"has-inline-color has-ast-global-color-6-color\"><strong>The correct answer and explanation is :<\/strong><\/mark><\/p>\n\n\n\n<p>A six-carbon alkyne that can exist as diastereomers is <strong>3-hexyne<\/strong> with two different substituents on its internal carbon atoms. The correct structural formula is:<\/p>\n\n\n\n<p><strong>CH\u2083-CH(Br)-C\u2261C-CH(Cl)-CH\u2083<\/strong><br>(3-Bromo-4-chloro-3-hexyne)<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Explanation (300 words):<\/h3>\n\n\n\n<p>Alkynes contain at least one carbon-carbon triple bond (<strong>C\u2261C<\/strong>). Unlike alkenes, which can show <em>cis-trans<\/em> (E\/Z) isomerism due to restricted rotation around the double bond, simple alkynes do not exhibit this type of stereoisomerism because a triple bond is linear (sp-hybridized carbons form a 180\u00b0 bond angle). However, alkynes can still form <strong>diastereomers<\/strong> if additional chiral centers exist in the molecule.<\/p>\n\n\n\n<p>To create a six-carbon alkyne that has <strong>diastereomers<\/strong>, we need:<\/p>\n\n\n\n<ol class=\"wp-block-list\">\n<li>A triple bond at an <strong>internal position<\/strong> (not terminal).<\/li>\n\n\n\n<li>Two different <strong>chiral centers<\/strong> elsewhere in the molecule.<\/li>\n<\/ol>\n\n\n\n<h3 class=\"wp-block-heading\">Structure of <strong>3-Bromo-4-chloro-3-hexyne<\/strong>:<\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li>The molecule contains a <strong>C\u2261C<\/strong> bond between <strong>C3 and C4<\/strong>.<\/li>\n\n\n\n<li>Carbon <strong>C3<\/strong> is attached to a <strong>Br (bromine) and a methyl (-CH\u2083) group<\/strong>.<\/li>\n\n\n\n<li>Carbon <strong>C4<\/strong> is attached to a <strong>Cl (chlorine) and an ethyl (-CH\u2082CH\u2083) group<\/strong>.<\/li>\n\n\n\n<li>Since C3 and C4 are both <strong>chiral centers<\/strong> (each bonded to four different groups), they can have <strong>(R) or (S) configurations<\/strong>, leading to <strong>diastereomers<\/strong>.<\/li>\n<\/ul>\n\n\n\n<h3 class=\"wp-block-heading\">Why Are They Diastereomers?<\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>Diastereomers<\/strong> are stereoisomers that are <strong>not mirror images<\/strong> of each other.<\/li>\n\n\n\n<li>Unlike enantiomers, which come in non-superimposable pairs, diastereomers have different <strong>physical and chemical properties<\/strong>.<\/li>\n\n\n\n<li>In our molecule, changing the configuration at <strong>one chiral center but not both<\/strong> creates a <strong>diastereomeric relationship<\/strong>.<\/li>\n<\/ul>\n\n\n\n<p>Thus, <strong>3-Bromo-4-chloro-3-hexyne<\/strong> meets all criteria for being a six-carbon alkyne that can exist as <strong>diastereomers<\/strong>.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Draw a six-carbon alkyne that can exist as diastereomers. You do not need to specify wedge or dashed bonds. The correct answer and explanation is : A six-carbon alkyne that can exist as diastereomers is 3-hexyne with two different substituents on its internal carbon atoms. The correct structural formula is: CH\u2083-CH(Br)-C\u2261C-CH(Cl)-CH\u2083(3-Bromo-4-chloro-3-hexyne) Explanation (300 words): Alkynes [&hellip;]<\/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-204110","post","type-post","status-publish","format-standard","hentry","category-exams-certification"],"_links":{"self":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/204110","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=204110"}],"version-history":[{"count":0,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/204110\/revisions"}],"wp:attachment":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/media?parent=204110"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/categories?post=204110"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/tags?post=204110"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}