{"id":221923,"date":"2025-05-30T17:46:06","date_gmt":"2025-05-30T17:46:06","guid":{"rendered":"https:\/\/learnexams.com\/blog\/?p=221923"},"modified":"2025-05-30T17:46:09","modified_gmt":"2025-05-30T17:46:09","slug":"rank-the-following-compounds-according-to-their-boiling-point","status":"publish","type":"post","link":"https:\/\/www.learnexams.com\/blog\/2025\/05\/30\/rank-the-following-compounds-according-to-their-boiling-point\/","title":{"rendered":"Rank the following compounds according to their boiling point."},"content":{"rendered":"\n<p>Rank the following compounds according to their boiling point. The flavor and odor of fruits comes primarily from the esters they contain. For example, a major component in the flavor of oranges is octyl acetate. Draw the organic products formed when octyl acetate reacts with aqueous sodium hydroxide.<\/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<p>To answer your question, we&#8217;ll first address the boiling point ranking and then analyze the hydrolysis reaction of octyl acetate with aqueous sodium hydroxide.<\/p>\n\n\n\n<hr class=\"wp-block-separator has-alpha-channel-opacity\"\/>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Boiling Point Ranking<\/strong><\/h3>\n\n\n\n<p>The boiling point of a compound is influenced by:<\/p>\n\n\n\n<ol class=\"wp-block-list\">\n<li><strong>Molecular weight<\/strong><\/li>\n\n\n\n<li><strong>Type of intermolecular forces (hydrogen bonding, dipole-dipole, van der Waals)<\/strong><\/li>\n\n\n\n<li><strong>Molecular shape and branching<\/strong><\/li>\n<\/ol>\n\n\n\n<p>Let\u2019s consider common esters and their boiling points for ranking:<\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>Octyl acetate (C10H20O2)<\/strong><\/li>\n\n\n\n<li><strong>Ethyl acetate (C4H8O2)<\/strong><\/li>\n\n\n\n<li><strong>Methyl acetate (C3H6O2)<\/strong><\/li>\n<\/ul>\n\n\n\n<p><strong>Ranking from lowest to highest boiling point<\/strong>:<\/p>\n\n\n\n<p><strong>Methyl acetate &lt; Ethyl acetate &lt; Octyl acetate<\/strong><\/p>\n\n\n\n<p><strong>Explanation:<\/strong><\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>Methyl acetate<\/strong> has the lowest boiling point due to its small size and weak van der Waals forces.<\/li>\n\n\n\n<li><strong>Ethyl acetate<\/strong> is slightly larger, with slightly stronger van der Waals interactions.<\/li>\n\n\n\n<li><strong>Octyl acetate<\/strong> has a long hydrocarbon chain, significantly increasing its molecular weight and surface area, thus increasing van der Waals interactions and boiling point.<\/li>\n<\/ul>\n\n\n\n<hr class=\"wp-block-separator has-alpha-channel-opacity\"\/>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Base Hydrolysis of Octyl Acetate (Saponification Reaction)<\/strong><\/h3>\n\n\n\n<p><strong>Reactants<\/strong>:<br>Octyl acetate (an ester) + Aqueous NaOH (a strong base)<\/p>\n\n\n\n<p><strong>Products<\/strong>:<\/p>\n\n\n\n<ol class=\"wp-block-list\">\n<li><strong>Sodium octanoate<\/strong> (the salt of octanoic acid)<\/li>\n\n\n\n<li><strong>Ethanol<\/strong> (the alcohol derived from the acetate group)<\/li>\n<\/ol>\n\n\n\n<p><strong>Reaction:<\/strong><\/p>\n\n\n\n<pre class=\"wp-block-code\"><code>CH3COO(CH2)7CH3 + NaOH \u2192 CH3COONa + CH3(CH2)7OH\n<\/code><\/pre>\n\n\n\n<p><strong>Explanation:<\/strong><\/p>\n\n\n\n<p>In the basic hydrolysis (saponification) of an ester:<\/p>\n\n\n\n<ol class=\"wp-block-list\">\n<li>The hydroxide ion (OH\u207b) attacks the carbonyl carbon of the ester.<\/li>\n\n\n\n<li>This forms a tetrahedral intermediate.<\/li>\n\n\n\n<li>The intermediate collapses, ejecting the alcohol group (in this case, octanol).<\/li>\n\n\n\n<li>The carboxylic acid formed is deprotonated by the base, resulting in a <strong>carboxylate salt<\/strong>.<\/li>\n<\/ol>\n\n\n\n<p>Thus, <strong>octyl acetate hydrolyzes to produce ethanol and sodium octanoate.<\/strong><\/p>\n\n\n\n<p>This type of reaction is typical in soap-making and is fundamental in biochemistry for breaking down esters under basic conditions.<\/p>\n\n\n\n<figure class=\"wp-block-image size-full\"><img decoding=\"async\" src=\"https:\/\/learnexams.com\/blog\/wp-content\/uploads\/2025\/05\/learnexams-banner6-154.jpeg\" alt=\"\" class=\"wp-image-221924\"\/><\/figure>\n","protected":false},"excerpt":{"rendered":"<p>Rank the following compounds according to their boiling point. The flavor and odor of fruits comes primarily from the esters they contain. For example, a major component in the flavor of oranges is octyl acetate. Draw the organic products formed when octyl acetate reacts with aqueous sodium hydroxide. The Correct Answer and Explanation is: To [&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-221923","post","type-post","status-publish","format-standard","hentry","category-exams-certification"],"_links":{"self":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/221923","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=221923"}],"version-history":[{"count":0,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/221923\/revisions"}],"wp:attachment":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/media?parent=221923"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/categories?post=221923"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/tags?post=221923"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}