{"id":2234,"date":"2011-09-19T09:07:40","date_gmt":"2011-09-19T09:07:40","guid":{"rendered":"https:\/\/www.masterorganicchemistry.com\/?p=2234"},"modified":"2026-04-22T10:30:46","modified_gmt":"2026-04-22T15:30:46","slug":"introduction-to-acid-base-reactions","status":"publish","type":"post","link":"https:\/\/www.masterorganicchemistry.com\/2011\/09\/19\/introduction-to-acid-base-reactions\/","title":{"rendered":"Introduction to Acid-Base Reactions"},"content":{"rendered":"<p>Following up on the 4 major classes of reactions you encounter in Org 1, let&#8217;s look at the first of those four: <strong>acid base reactions<\/strong>.<\/p>\n<p>The focus here is not initially to understand <strong>why<\/strong>\u00a0things happen the way they do &#8211; that comes later. The initial focus is to be able to recognize <strong>what<\/strong>\u00a0is happening.<\/p>\n<p>Just like when you read a novel or watch a movie for the first time, your primary focus is probably just following the plot. Once you understand the plot of the movie, then you can start a deeper level of analysis with respect to the characters, setting, the meaning of the movie and so on.[<a href=\"#noteone\">Note 1<\/a>]<\/p>\n<p><img fetchpriority=\"high\" decoding=\"async\" class=\"alignnone wp-image-38630\" src=\"https:\/\/www.masterorganicchemistry.com\/wp-content\/uploads\/2024\/12\/0-summary-acid-base-reactions-in-organic-chemistry-key-summary-acid-base-conjugate-acid-conjugate-base-equilibrium-arrows.gif\" alt=\"summary-acid base reactions in organic chemistry key summary acid base conjugate acid conjugate base equilibrium arrows\" width=\"640\" height=\"632\" \/><\/a><\/p>\n<p>The &#8220;plot&#8221; of a chemical reaction is basically analyzing <strong>which bonds break<\/strong> and <strong>which bonds form<\/strong>. So let&#8217;s look the following four reactions.<\/p>\n<p><span style=\"color: #993366;\"><em>Before you do so it&#8217;s assumed you&#8217;ll be familiar with bond line diagrams and\u00a0 &#8220;hidden&#8221; (implicit) hydrogens &#8211; if you need a refresher, you might find this article helpful. See post: <a href=\"https:\/\/www.masterorganicchemistry.com\/2011\/06\/27\/hidden-hydrogens-hidden-lone-pairs-hidden-counterions\/\">Hidden Hydrogens, Hidden Lone Pairs, Hidden Counterions<\/a><\/em><\/span><\/p>\n<p>It&#8217;s also assumed that you know that <strong>reactants<\/strong>\u00a0are the structures to the left of (or above) the reaction arrow, and that <strong>products<\/strong>\u00a0are the structures to the right of the reaction arrow.<\/p>\n<p>You&#8217;ll notice that they might look very different on the surface &#8211; all those different structures! &#8211; <strong>but the basic plot\u00a0of each reaction is the same<\/strong>. We&#8217;re breaking an H-(atom) bond and forming an H-(atom) bond. At the same time we&#8217;re also connecting the two &#8220;leftover&#8221; partners to form a <strong>salt<\/strong>, composed of two oppositely-charged ions.<\/p>\n<p><img decoding=\"async\" class=\"aligncenter wp-image-14120\" src=\"https:\/\/www.masterorganicchemistry.com\/wp-content\/uploads\/2019\/11\/1-in-acid-base-reactions-bond-is-formed-and-broken-with-h-plus.gif\" alt=\"n-acid-base-reactions-bond-is-formed-and-broken-with-h-plus\" width=\"600\" height=\"492\" \/><\/p>\n<p>Let&#8217;s look at that last reaction in more detail. Here, we&#8217;re breaking a C-H bond and an (ionic) Na-NH<sub>2<\/sub> bond, and forming an N-H bond as well as an (ionic) C-Na bond.<\/p>\n<p><img decoding=\"async\" class=\"aligncenter wp-image-14121\" title=\"acidbase2 copy\" src=\"https:\/\/www.masterorganicchemistry.com\/wp-content\/uploads\/2019\/11\/2-in-acid-base-reaction-four-components-acid-base-conjugate-base-and-conjugate-acid.gif\" alt=\"n-acid-base-reaction-four-components-acid-base-conjugate-base-and-conjugate-acid\" width=\"630\" height=\"273\" \/><\/p>\n<p>There are four &#8220;actors&#8221; in this reaction &#8211; as there are in <strong>every<\/strong>\u00a0acid-base reaction &#8211; and we have names for all of them.<\/p>\n<ul>\n<li>The reactant where the bond to H is breaking is the <strong>acid<\/strong>.<\/li>\n<li>The reactant where the bond to H is forming is the <strong>base<\/strong><\/li>\n<li>The product formed when the bond to H is <strong>broken<\/strong>\u00a0is called the <strong>conjugate base<\/strong>.<\/li>\n<li>The product formed when the bond to H is <strong>formed<\/strong>\u00a0is called the <strong>conjugate acid.<\/strong><\/li>\n<\/ul>\n<p>We can also draw the reverse of the previous reaction. Look at this carefully. We&#8217;re still breaking a bond to H and forming a bond to H, but we&#8217;ve swapped everything. We&#8217;re breaking N-H and C-Na, and forming N-Na and C-H. \u00a0<strong>It&#8217;s still an acid-base reaction.\u00a0<\/strong><\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-14122\" title=\"acidbase3 copy\" src=\"https:\/\/www.masterorganicchemistry.com\/wp-content\/uploads\/2019\/11\/3-look-at-reaction-in-the-reverse-direction-why-will-it-not-proceed-amine-plus-acetylide-giving-sodium-amide-plus-alkyne.gif\" alt=\"look-at-reaction-in-the-reverse-direction-why-will-it-not-proceed-amine-plus-acetylide-giving-sodium-amide-plus-alkyne\" width=\"625\" height=\"255\" \/><\/p>\n<p>There&#8217;s just one thing &#8211; <strong>experiment<\/strong>\u00a0tells us that this reaction doesn&#8217;t happen to any appreciable extent.<\/p>\n<p>One way of combining both the &#8220;forward&#8221; and &#8220;reverse&#8221; reactions is to use an equilibrium arrow.<\/p>\n<p>If we draw it this way, another way of making the same point is that <strong>equilibrium favors the product on the right.\u00a0<\/strong><\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-14123\" title=\"acidbase4 copy\" src=\"https:\/\/www.masterorganicchemistry.com\/wp-content\/uploads\/2019\/11\/4-concise-way-to-show-forward-reaction-dominant-is-with-equilibrium-arrow-why-do-certain-acid-base-reactions-happen-and-others-dont.gif\" alt=\"concise-way-to-show-forward-reaction-dominant-is-with-equilibrium-arrow-why-do-certain-acid-base-reactions-happen-and-others-dont\" width=\"595\" height=\"214\" \/><\/p>\n<p>Interesting! <strong>So not all acid-base reactions are equally likely.<\/strong> That brings up some questions.<\/p>\n<ul>\n<li>Why do some acid base reactions work, but not others?<\/li>\n<li>What factors determine the strengths of acids and bases?<\/li>\n<li>How can we determine the equilibrium lies for an acid-base reaction?<\/li>\n<\/ul>\n<div>Once you learn to recognize acid-base reactions, we can start thinking about answering these types of questions. We can also start thinking about the <strong>charges <\/strong>(or partial charges) on each reactant, and then start to depict<strong>\u00a0where the electrons are going.\u00a0<\/strong><\/div>\n<div>For spoilers, look here and <a href=\"https:\/\/www.masterorganicchemistry.com\/2010\/09\/29\/how-to-use-a-pka-table\/\">here<\/a>.<\/div>\n<hr \/>\n<h2><a id=\"notes\"><\/a>Notes<\/h2>\n<div class=\"related-articles\"><p><strong>Related Articles<\/strong><\/p><ul><li><a href=\"https:\/\/www.masterorganicchemistry.com\/2010\/09\/22\/five-key-factors-that-influence-acidity\/\" class=\"\"><span>Five Key Factors That Influence Acidity<\/span><\/a><\/li><li><a href=\"https:\/\/www.masterorganicchemistry.com\/2010\/09\/29\/how-to-use-a-pka-table\/\" class=\"\"><span>How to Use a pKa Table<\/span><\/a><\/li><li><a href=\"https:\/\/www.masterorganicchemistry.com\/2011\/06\/27\/hidden-hydrogens-hidden-lone-pairs-hidden-counterions\/\" class=\"\"><span>Hidden Hydrogens, Hidden Lone Pairs, Hidden Counterions<\/span><\/a><\/li><li><a href=\"https:\/\/www.masterorganicchemistry.com\/2012\/02\/27\/7-factors-that-stabilize-negative-charge-in-organic-chemistry\/\" class=\"\"><span>7 Factors that stabilize negative charge in organic chemistry<\/span><\/a><\/li><li><a href=\"https:\/\/www.masterorganicchemistry.com\/organic-chemistry-practice-problems\/acid-base-practice-problems\/\" class=\"\"><span>Acid Base Practice Problems (MOC Membership)<\/span><\/a><\/li><\/ul><\/div>\n<p><strong><a id=\"noteone\"><\/a>Note 1<\/strong>. The &#8220;compare organic chemistry to a movie&#8221; analogy is from David Klein in &#8220;<a href=\"https:\/\/www.amazon.com\/Organic-Chemistry-As-Second-Language\/dp\/1119110661\">Organic Chemistry As A Second Language<\/a>&#8220;, a book that many undergraduate students have found helpful.<\/p>\n<hr \/>\n<h2><a id=\"quizzes\"><\/a>Quiz Yourself!<\/h2>\n<p><br \/>\n<img loading=\"lazy\" decoding=\"async\" class=\"wp-image-36214 aligncenter\" src=\"https:\/\/www.masterorganicchemistry.com\/wp-content\/uploads\/quiz-previews\/3604-Front-Image-Only.png\" alt=\"\" width=\"600\" height=\"450\" \/><\/a><\/p>\n<p style=\"text-align: center;\"><a href=\"https:\/\/www.masterorganicchemistry.com\/moc-membership\/\"><strong>Become a MOC member<\/strong><\/a> to see the clickable quiz with answers on the back.<\/p>\n<p><br \/>\n<br \/>\n<img loading=\"lazy\" decoding=\"async\" class=\"wp-image-36214 aligncenter\" src=\"https:\/\/www.masterorganicchemistry.com\/wp-content\/uploads\/quiz-previews\/0291-Front-Image-Only.png\" alt=\"\" width=\"600\" height=\"450\" \/><\/a><\/p>\n<p style=\"text-align: center;\"><a href=\"https:\/\/www.masterorganicchemistry.com\/moc-membership\/\"><strong>Become a MOC member<\/strong><\/a> to see the clickable quiz with answers on the back.<\/p>\n<p><br \/>\n<br \/>\n<img loading=\"lazy\" decoding=\"async\" class=\"wp-image-36214 aligncenter\" src=\"https:\/\/www.masterorganicchemistry.com\/wp-content\/uploads\/quiz-previews\/0296-Front-Image-Only.png\" alt=\"\" width=\"600\" height=\"450\" \/><\/a><\/p>\n<p style=\"text-align: center;\"><a href=\"https:\/\/www.masterorganicchemistry.com\/moc-membership\/\"><strong>Become a MOC member<\/strong><\/a> to see the clickable quiz with answers on the back.<\/p>\n<p><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Following up on the 4 major classes of reactions you encounter in Org 1, let&#8217;s look at the first of those four: acid base reactions. <\/p>\n","protected":false},"author":1,"featured_media":38630,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_acf_changed":false,"footnotes":""},"categories":[1407],"tags":[164,176,511,512,513,213,514],"post_folder":[],"class_list":["post-2234","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-acid-base-reactions","tag-acids","tag-bases","tag-conjugate-acids","tag-conjugate-bases","tag-equilibrium","tag-formal-charge","tag-stability"],"acf":[],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v27.7 - https:\/\/yoast.com\/product\/yoast-seo-wordpress\/ -->\n<title>Introduction to Acid-Base Reactions &#8211; 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