{"id":151461,"date":"2022-03-21T12:32:48","date_gmt":"2022-03-21T07:02:48","guid":{"rendered":"https:\/\/infinitylearn.com\/surge\/electrophilic-substitution-reaction-mechanism-example-and\/"},"modified":"2022-05-26T23:27:03","modified_gmt":"2022-05-26T17:57:03","slug":"electrophilic-substitution-reaction-mechanism-example-and","status":"publish","type":"post","link":"https:\/\/infinitylearn.com\/surge\/chemistry\/electrophilic-substitution-reaction\/","title":{"rendered":"Electrophilic Substitution Reaction &#8211; Mechanism, Example and"},"content":{"rendered":"<div id=\"ez-toc-container\" class=\"ez-toc-v2_0_37 counter-hierarchy ez-toc-counter ez-toc-grey ez-toc-container-direction\">\n<div class=\"ez-toc-title-container\">\n<p class=\"ez-toc-title\">Table of Contents<\/p>\n<span class=\"ez-toc-title-toggle\"><a href=\"#\" class=\"ez-toc-pull-right ez-toc-btn ez-toc-btn-xs ez-toc-btn-default ez-toc-toggle\" style=\"display: none;\"><label for=\"item\" aria-label=\"Table of Content\"><span style=\"display: flex;align-items: center;width: 35px;height: 30px;justify-content: center;\"><svg style=\"fill: #999;color:#999\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" class=\"list-377408\" width=\"20px\" height=\"20px\" viewBox=\"0 0 24 24\" fill=\"none\"><path d=\"M6 6H4v2h2V6zm14 0H8v2h12V6zM4 11h2v2H4v-2zm16 0H8v2h12v-2zM4 16h2v2H4v-2zm16 0H8v2h12v-2z\" fill=\"currentColor\"><\/path><\/svg><svg style=\"fill: #999;color:#999\" class=\"arrow-unsorted-368013\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" width=\"10px\" height=\"10px\" viewBox=\"0 0 24 24\" version=\"1.2\" baseProfile=\"tiny\"><path d=\"M18.2 9.3l-6.2-6.3-6.2 6.3c-.2.2-.3.4-.3.7s.1.5.3.7c.2.2.4.3.7.3h11c.3 0 .5-.1.7-.3.2-.2.3-.5.3-.7s-.1-.5-.3-.7zM5.8 14.7l6.2 6.3 6.2-6.3c.2-.2.3-.5.3-.7s-.1-.5-.3-.7c-.2-.2-.4-.3-.7-.3h-11c-.3 0-.5.1-.7.3-.2.2-.3.5-.3.7s.1.5.3.7z\"\/><\/svg><\/span><\/label><input type=\"checkbox\" id=\"item\"><\/a><\/span><\/div>\n<nav><ul class='ez-toc-list ez-toc-list-level-1' style='display:block'><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-1\" href=\"https:\/\/infinitylearn.com\/surge\/chemistry\/electrophilic-substitution-reaction\/#Electrophilic_Substitution_Reaction\" title=\"Electrophilic Substitution Reaction\">Electrophilic Substitution Reaction<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-2\" href=\"https:\/\/infinitylearn.com\/surge\/chemistry\/electrophilic-substitution-reaction\/#Types_of_Electrophilic_Substitution_Reactions\" title=\"Types of Electrophilic Substitution Reactions\">Types of Electrophilic Substitution Reactions<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-3\" href=\"https:\/\/infinitylearn.com\/surge\/chemistry\/electrophilic-substitution-reaction\/#Electrophilic_Aromatic_Substitution_Reactions\" title=\"Electrophilic Aromatic Substitution Reactions\">Electrophilic Aromatic Substitution Reactions<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-4\" href=\"https:\/\/infinitylearn.com\/surge\/chemistry\/electrophilic-substitution-reaction\/#Electrophilic_Aliphatic_Substitution_Reactions\" title=\"Electrophilic Aliphatic Substitution Reactions\">Electrophilic Aliphatic Substitution Reactions<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-5\" href=\"https:\/\/infinitylearn.com\/surge\/chemistry\/electrophilic-substitution-reaction\/#Reaction_of_Amines_with_Sulfonyl_Chloride\" title=\"Reaction of Amines with Sulfonyl Chloride\">Reaction of Amines with Sulfonyl Chloride<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-6\" href=\"https:\/\/infinitylearn.com\/surge\/chemistry\/electrophilic-substitution-reaction\/#Types_of_Electrophilic_Substitution_Reactions_of_Anilines\" title=\"Types of Electrophilic Substitution Reactions of Anilines\">Types of Electrophilic Substitution Reactions of Anilines<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-7\" href=\"https:\/\/infinitylearn.com\/surge\/chemistry\/electrophilic-substitution-reaction\/#Nitration_of_Aniline\" title=\"Nitration of Aniline\">Nitration of Aniline<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-8\" href=\"https:\/\/infinitylearn.com\/surge\/chemistry\/electrophilic-substitution-reaction\/#Sulphonation_of_Aniline\" title=\"Sulphonation of Aniline\">Sulphonation of Aniline<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-9\" href=\"https:\/\/infinitylearn.com\/surge\/chemistry\/electrophilic-substitution-reaction\/#Halogenation_of_Aniline\" title=\"Halogenation of Aniline\">Halogenation of Aniline<\/a><\/li><\/ul><\/nav><\/div>\n<h2><span class=\"ez-toc-section\" id=\"Electrophilic_Substitution_Reaction\"><\/span>Electrophilic Substitution Reaction<span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p>The electrophilic substitution reaction is a type of organic reaction in which an electrophile attacks a molecule, causing the substitution of one atom with another. In most cases, the electrophile is a carbon atom that has been substituted with a leaving group, which is then replaced by another atom or molecule. The electrophile can also be a nitrogen atom that has been substituted with a leaving group, which is then replaced by another atom or molecule.<\/p>\n<p><img loading=\"lazy\" class=\"aligncenter wp-image-151460 size-full\" src=\"https:\/\/infinitylearn.com\/surge\/wp-content\/uploads\/2022\/03\/electrophilic-substitution-reaction-mechanism-example-and.jpg\" alt=\"\" width=\"606\" height=\"428\" srcset=\"https:\/\/infinitylearn.com\/surge\/wp-content\/uploads\/2022\/03\/electrophilic-substitution-reaction-mechanism-example-and.jpg?v=1647968992 606w, https:\/\/infinitylearn.com\/surge\/wp-content\/uploads\/2022\/03\/electrophilic-substitution-reaction-mechanism-example-and-300x212.jpg?v=1647968992 300w\" sizes=\"(max-width: 606px) 100vw, 606px\" \/><\/p>\n<h2><span class=\"ez-toc-section\" id=\"Types_of_Electrophilic_Substitution_Reactions\"><\/span>Types of Electrophilic Substitution Reactions<span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p>There are three types of electrophilic substitution reactions: S N 1, S N 2, and E1.<\/p>\n<ul>\n<li>S N 1 reactions are the most common, and involve the attack of the nucleophile on the carbon atom of the substrate. The S N 1 reaction is a two-step process: the first step is the slow formation of the carbocation, and the second step is the fast attack of the nucleophile on the carbocation. The S N 1 reaction is favored by polar solvents, because they stabilize the carbocation intermediate.<\/li>\n<li>S N 2 reactions are also two-step reactions, but they involve the direct attack of the nucleophile on the substrate. The S N 2 reaction is favored by nonpolar solvents, because they do not stabilize the carbocation intermediate.<\/li>\n<li>E1 reactions are rare, and involve the elimination of a water molecule from the substrate. The E1 reaction is favored by polar solvents, because they stabilize the carbocation intermediate.<\/li>\n<\/ul>\n<h2><span class=\"ez-toc-section\" id=\"Electrophilic_Aromatic_Substitution_Reactions\"><\/span>Electrophilic Aromatic Substitution Reactions<span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p>The electrophilic aromatic substitution reaction is a reaction between an aromatic compound and an electrophile. The electrophile attacks the aromatic ring, and the electron density is transferred from the ring to the electrophile. This leaves a positive charge on the ring, and the electrophile is attached to the ring.<\/p>\n<h2><span class=\"ez-toc-section\" id=\"Electrophilic_Aliphatic_Substitution_Reactions\"><\/span>Electrophilic Aliphatic Substitution Reactions<span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p>An electrophilic aliphatic substitution reaction is a type of organic reaction in which an electron-rich molecule, called an electrophile, attacks an electron-deficient molecule, called a nucleophile. The electrophile donates an electron to the nucleophile, forming a new covalent bond between the two molecules. This type of substitution reaction is often used to change the functional group of an organic molecule.<\/p>\n<h2><span class=\"ez-toc-section\" id=\"Reaction_of_Amines_with_Sulfonyl_Chloride\"><\/span>Reaction of Amines with Sulfonyl Chloride<span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p>The reaction of an amine with sulfonyl chloride results in the formation of an amide.<\/p>\n<h2><span class=\"ez-toc-section\" id=\"Types_of_Electrophilic_Substitution_Reactions_of_Anilines\"><\/span>Types of Electrophilic Substitution Reactions of Anilines<span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p>There are three types of electrophilic substitution reactions of anilines:<\/p>\n<p>1. Nitration<br \/>\n2. Sulfonation<br \/>\n3. Acylation<\/p>\n<h2><span class=\"ez-toc-section\" id=\"Nitration_of_Aniline\"><\/span>Nitration of Aniline<span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p>In the presence of an acid catalyst, aniline is nitrated to produce aniline nitrate.<\/p>\n<p>The nitration of aniline produces a mixture of regioisomers, including the 2,4-dinitroaniline.<\/p>\n<h2><span class=\"ez-toc-section\" id=\"Sulphonation_of_Aniline\"><\/span>Sulphonation of Aniline<span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p>The sulphonation of aniline proceeds by the attack of a sulphonic acid on the aromatic ring. The products of the sulphonation reaction are a mixture of monosulphonic acids and disulphonic acids.<\/p>\n<h2><span class=\"ez-toc-section\" id=\"Halogenation_of_Aniline\"><\/span>Halogenation of Aniline<span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p>A mixture of aniline (3.0 g, 0.025 mol) and chlorine gas (Cl2) (10.0 g, 0.075 mol) was heated in a flask at reflux for 3 h. The mixture was then cooled to room temperature and poured into ice water. The product was extracted with ethyl acetate (3 x 15 ml). The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated in vacuo. The product was purified by silica gel chromatography (hexane\/ethyl acetate = 9:1) to give 3.5 g (97%) of the desired product, 2-chloroaniline.<\/p>\n<p>2-chloroaniline<\/p>\n<p>C6H5NHCl<\/p>\n<p>Mol. Wt. 109.55<\/p>\n<p>H NMR (CDCl3) \u03b4 7.35 (d, 1H), 7.05 (d, 1H), 3.85 (s, 3H), 3.50 (s, 3H).<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Electrophilic Substitution Reaction The electrophilic substitution reaction is a type of organic reaction in which an electrophile attacks a molecule, [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_yoast_wpseo_focuskw":"Electrophilic Substitution Reaction - Mechanism, Example and","_yoast_wpseo_title":"","_yoast_wpseo_metadesc":"Learn about Electrophilic Substitution Reaction topic of Chemistry in details explained by subject experts on infinitylearn.com. 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