{"id":213590,"date":"2025-05-11T19:28:36","date_gmt":"2025-05-11T19:28:36","guid":{"rendered":"https:\/\/learnexams.com\/blog\/?p=213590"},"modified":"2025-05-11T19:28:38","modified_gmt":"2025-05-11T19:28:38","slug":"draw-a-six-carbon-alkyne-that-can-exist-as-diastereomers-6","status":"publish","type":"post","link":"https:\/\/www.learnexams.com\/blog\/2025\/05\/11\/draw-a-six-carbon-alkyne-that-can-exist-as-diastereomers-6\/","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. Select Draw Rings More Erase \/ MICH 5 3 2 o<\/p>\n\n\n\n<p><strong><mark style=\"background-color:rgba(0, 0, 0, 0)\" class=\"has-inline-color has-ast-global-color-0-color\">The Correct Answer and Explanation is:<\/mark><\/strong><\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Correct Answer:<\/h3>\n\n\n\n<p><strong>3-Hexyne with two different substituents on the internal carbons<\/strong> \u2013 specifically <strong>3-hexyn-2,4-diol<\/strong><br>(Skeletal formula):<br><strong>HO\u2013CH\u2082\u2013C\u2261C\u2013CH(OH)\u2013CH\u2083<\/strong><\/p>\n\n\n\n<p>This compound has a triple bond between carbons 2 and 3, and <strong>chiral centers<\/strong> at carbons 2 and 4 due to the hydroxyl (\u2013OH) groups.<\/p>\n\n\n\n<hr class=\"wp-block-separator has-alpha-channel-opacity\"\/>\n\n\n\n<h3 class=\"wp-block-heading\">Explanation (300+ words):<\/h3>\n\n\n\n<p>To determine a <strong>six-carbon alkyne<\/strong> that can <strong>exist as diastereomers<\/strong>, we must understand both structural requirements:<\/p>\n\n\n\n<ol class=\"wp-block-list\">\n<li><strong>Alkyne<\/strong> means the molecule must contain at least one <strong>carbon\u2013carbon triple bond (C\u2261C)<\/strong>.<\/li>\n\n\n\n<li><strong>Diastereomers<\/strong> are <strong>stereoisomers<\/strong> that are <strong>not mirror images<\/strong> (unlike enantiomers), which implies the molecule must have <strong>two or more stereocenters (chiral centers)<\/strong>.<\/li>\n<\/ol>\n\n\n\n<p>Let\u2019s explore the molecular design needed:<\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li>A <strong>six-carbon alkyne<\/strong> can be linear like <strong>hex-1-yne<\/strong>, <strong>hex-2-yne<\/strong>, or <strong>hex-3-yne<\/strong>. However, none of these <strong>basic hydrocarbons<\/strong> have <strong>stereocenters<\/strong>, so they cannot form diastereomers on their own.<\/li>\n\n\n\n<li>To form <strong>diastereomers<\/strong>, the molecule must contain <strong>at least two chiral centers<\/strong>.<\/li>\n\n\n\n<li>A <strong>triple bond<\/strong> does <strong>not allow cis-trans (E\/Z) isomerism<\/strong> due to its linear geometry (180\u00b0 bond angle), so that kind of geometric isomerism is excluded.<\/li>\n<\/ul>\n\n\n\n<p>The best way to introduce chirality is to <strong>substitute groups<\/strong> on carbons near the triple bond in such a way that <strong>two or more carbons become chiral<\/strong>.<\/p>\n\n\n\n<p>Let\u2019s take <strong>3-hexyne<\/strong> and add hydroxyl groups at <strong>carbons 2 and 4<\/strong>, yielding <strong>3-hexyn-2,4-diol<\/strong>:<\/p>\n\n\n\n<p>Structure:<br>HO\u2013CH\u2082\u2013CH(OH)\u2013C\u2261C\u2013CH(OH)\u2013CH\u2083<\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li>Carbon 2 and Carbon 4 are both <strong>attached to four different groups<\/strong>, making them <strong>chiral centers<\/strong>.<\/li>\n\n\n\n<li>With <strong>two chiral centers<\/strong>, this molecule can form up to <strong>four stereoisomers<\/strong>: a pair of enantiomers and <strong>two diastereomeric pairs<\/strong>.<\/li>\n<\/ul>\n\n\n\n<p>Because diastereomers are <strong>non-mirror image stereoisomers<\/strong>, at least two of these will be diastereomers to each other.<\/p>\n\n\n\n<p>Thus, <strong>3-hexyn-2,4-diol<\/strong> is a valid six-carbon alkyne that <strong>can exist as 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. Select Draw Rings More Erase \/ MICH 5 3 2 o The Correct Answer and Explanation is: Correct Answer: 3-Hexyne with two different substituents on the internal carbons \u2013 specifically 3-hexyn-2,4-diol(Skeletal formula):HO\u2013CH\u2082\u2013C\u2261C\u2013CH(OH)\u2013CH\u2083 This compound has a [&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-213590","post","type-post","status-publish","format-standard","hentry","category-exams-certification"],"_links":{"self":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/213590","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=213590"}],"version-history":[{"count":0,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/213590\/revisions"}],"wp:attachment":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/media?parent=213590"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/categories?post=213590"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/tags?post=213590"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}