{"id":1970,"date":"2018-04-11T23:47:32","date_gmt":"2018-04-12T03:47:32","guid":{"rendered":"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/chapter\/20-4-amines-and-amides\/"},"modified":"2019-05-14T17:37:52","modified_gmt":"2019-05-14T21:37:52","slug":"20-4-amines-and-amides","status":"publish","type":"chapter","link":"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/chapter\/20-4-amines-and-amides\/","title":{"raw":"10.5 Nomenclature of Amines","rendered":"10.5 Nomenclature of Amines"},"content":{"raw":"<div>\r\n<div class=\"bcc-box bcc-highlight\">\r\n<h3>Learning Objectives<\/h3>\r\n<div>By the end of this section, you will be able to:<\/div>\r\n<div>\r\n<ul>\r\n \t<li>Describe the structure and properties of an amine.<\/li>\r\n \t<li>Distinguish between a primary, secondary and tertiary amine.<\/li>\r\n \t<li>Name and draw structures for primary, secondary and tertiary amines.<\/li>\r\n<\/ul>\r\n<\/div>\r\n<\/div>\r\n<\/div>\r\n<p id=\"ball-ch16_s05_s01_p01\" class=\"para editable block\">An <a class=\"glossterm\"><strong>amine<\/strong>\u00a0<\/a>is an organic derivative of ammonia (NH<sub class=\"subscript\">3<\/sub>). In amines, one or more of the H atoms in NH<sub class=\"subscript\">3<\/sub> is substituted with an organic group.<\/p>\r\n\r\n<table style=\"border-collapse: collapse;width: 100%\" border=\"1\">\r\n<tbody>\r\n<tr>\r\n<td style=\"width: 33.333333333333336%\">A <em class=\"emphasis\">primary<\/em> amine has one H atom substituted with an R group:<\/td>\r\n<td style=\"width: 33.333333333333336%\">A <em class=\"emphasis\">secondary<\/em> amine has two H atoms substituted with an R group:<\/td>\r\n<td style=\"width: 33.333333333333336%\">A <em class=\"emphasis\">tertiary<\/em> amine has all three H atoms substituted with R groups:<\/td>\r\n<\/tr>\r\n<tr>\r\n<td style=\"width: 33.333333333333336%\"><img src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Screen-Shot-2018-05-30-at-1.06.47-PM.png\" alt=\"\" width=\"161\" height=\"132\" class=\"size-full wp-image-3976 aligncenter\" \/><\/td>\r\n<td style=\"width: 33.333333333333336%\"><img src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Screen-Shot-2018-05-30-at-1.06.56-PM.png\" alt=\"\" width=\"161\" height=\"126\" class=\"size-full wp-image-3977 aligncenter\" \/><\/td>\r\n<td style=\"width: 33.333333333333336%\"><img src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Screen-Shot-2018-05-30-at-1.07.01-PM.png\" alt=\"\" width=\"160\" height=\"126\" class=\"size-full wp-image-3978 aligncenter\" \/><\/td>\r\n<\/tr>\r\n<\/tbody>\r\n<\/table>\r\n<div class=\"informalfigure large block\">\r\n<div class=\"informalfigure large block\">\r\n<p id=\"ball-ch16_s05_s01_p03\" class=\"para editable block\">\u00a0Like ammonia, amines are weak bases due to the lone pair of electrons on their nitrogen atoms:<\/p>\r\n\r\n<\/div>\r\n<\/div>\r\n<p id=\"fs-idm25350928\"><span id=\"fs-idp78463392\"> <img src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/CNX_Chem_20_04_ammonia_img.jpg\" alt=\"Two reactions are shown. In the first, ammonia reacts with H superscript plus. An unshared pair of electron dots sits above the N atom. To the left, right, and bottom, H atoms are bonded. This is followed by a plus symbol and an H atom with a superscript plus symbol. To the right of the reaction arrow, ammonium ion is shown in brackets with a superscript plus symbol outside. Inside the brackets, the N atom is shown with H atoms bonded on all four sides. In a very similar second reaction, methyl amine reacts with H superscript plus to yield methyl ammonium ion. The methyl amine structure is like ammonia except a C H subscript 3 group is attached in place of the left most H atom in the structure. Similarly, the resulting methyl ammonium ion is represented in brackets with a superscript plus symbol appearing outside. Inside, the structure is similar to that of methyl amine except that an H atom appears at the top of the N atom where the unshared electron pair was previously shown.\" class=\"aligncenter\" width=\"662\" height=\"321\" \/><\/span><\/p>\r\n<p id=\"fs-idp166587776\">The basicity of an amine\u2019s nitrogen atom plays an important role in much of the compound\u2019s chemistry.<\/p>\r\n\r\n<h2>Naming Amines<\/h2>\r\nThe alkyl groups connected to the nitrogen atom are named separately and followed by \u201camine.\u201d \u00a0If some alkyl groups are the same, then a prefix is used (di or tri),\u00a0as illustrated here for a few simple examples:\r\n\r\n<span id=\"fs-idp22598720\">\r\n<img src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/CNX_Chem_20_04_amines_img.jpg\" alt=\"Three structures are shown, each with a red, central N atom which has a pair of electron dots indicated in red above the N atoms. The first structure is labeled methyl amine. To the left of the N, a C H subscript 3 group is bonded. H atoms are bonded to the right and bottom of the central N atom. The second structure is labeled dimethyl amine. This structure has C H subscript 3 groups bonded to the left and right of the N atom and a single H atom is bonded below. The third structure is labeled trimethyl amine, which has C H subscript 3 groups bonded to the left, right, and below the central N atom.\" class=\"aligncenter\" width=\"476\" height=\"109\" \/><\/span>\r\n\r\n<section id=\"fs-idp61186848\" class=\"summary\">\r\n<div><section id=\"fs-idm30613248\"><section id=\"fs-idm10005664\">\r\n<div class=\"example textbox shaded\" id=\"fs-idm9024448\">\r\n<h3>Example 1<\/h3>\r\n<p id=\"fs-idp1577984\">Name the following organic compounds:<\/p>\r\n<span id=\"fs-idm20720800\">a) (CH<sub>3<\/sub>)<sub>2<\/sub>NCH<sub>2<\/sub>CH<sub>3<\/sub> \u00a0 \u00a0b) CH<sub>3<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>NHCH<sub>3<\/sub>\u00a0 \u00a0c) CH<sub>3<\/sub>(CH<sub>3<\/sub>CH<sub>2<\/sub>)NCH<sub>2<\/sub>CH<sub>2<\/sub>CH<sub>3<\/sub><\/span>\r\n\r\n&nbsp;\r\n<p id=\"fs-idp3540976\"><strong>Solution<\/strong>\r\na) ethyldimethylamine \u00a0 \u00a0b) methylpropylamine \u00a0 c) ethylmethylpropylamine<\/p>\r\n&nbsp;\r\n<p id=\"fs-idm65417856\"><em><strong>Test Yourself<\/strong><\/em>\r\nGive the condensed structure of the following amines:<span id=\"fs-idm39569728\">\r\n<\/span><\/p>\r\n<p style=\"text-align: left\"><span style=\"font-size: 1em\">a) butylamine \u00a0 b) trihexylamine \u00a0 c) methylpentylamine<\/span><\/p>\r\n&nbsp;\r\n\r\n<em><strong>Answer<\/strong><\/em>\r\n\r\n<span id=\"fs-idm20720800\">a) CH<sub>3<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>NH<sub>2<\/sub>\u00a0 \u00a0 b) (CH<sub>3<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>)<sub>3<\/sub>N\u00a0 \u00a0c) CH<sub>3<\/sub>(CH<sub>3<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>)NH\r\n<\/span>\r\n\r\n<\/div>\r\n<\/section><\/section><section id=\"fs-idm24652464\"><\/section><\/div>\r\n<h2>Key Concepts and Summary<\/h2>\r\n<p id=\"fs-idp166596960\">Compounds containing a nitrogen atom bonded in a hydrocarbon framework are classified as amines. Amines are a basic functional group. An acid-base reaction occurs when an amine is mixed with and an acid.<\/p>\r\n\r\n<section id=\"fs-idm82374704\" class=\"summary\">The systematic methods of naming amines follow a simple procedure:<\/section><section class=\"summary\"><strong>primary amines: ALKYL<span style=\"color: #008000\">amine<\/span> \u00a0<\/strong><\/section><section class=\"summary\"><strong>secondary amines: ALKYLALKYL<span style=\"color: #008000\">amine<\/span> \u00a0 \u00a0or \u00a0 diALKYL<span style=\"color: #008000\">amine<\/span><\/strong><\/section><section class=\"summary\"><strong>tertiary amines: ALKYLALKYLALKYL<span style=\"color: #008000\">amine<\/span> \u00a0 \u00a0or \u00a0 triALKYL<span style=\"color: #008000\">amine<\/span><\/strong><\/section><\/section>\r\n<div>\r\n<div class=\"qandaset block\" id=\"ball-ch16_s05_qs01\">\r\n<div class=\"bcc-box bcc-info\">\r\n<h3>Exercises<\/h3>\r\n<div class=\"question\">\r\n<p id=\"ball-ch16_s05_qs01_p01\" class=\"para\">1. What are the structure and name of the smallest amine?<\/p>\r\n<p class=\"para\"><span style=\"font-size: 1em\">2. Identify each compound as a primary, secondary, or tertiary amine.<\/span><\/p>\r\n\r\n<\/div>\r\n<div class=\"question\">\r\n<p class=\"para\">a) \u00a0<a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/07\/cysteine1.png\"><img src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/cysteine1-1.png\" alt=\"cysteine\" class=\"alignnone wp-image-2910\" height=\"110\" width=\"155\" \/><\/a><\/p>\r\n<p class=\"para\">b) \u00a0<a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/09\/Question-3-21.png\"><img src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Question-3-21-1.png\" alt=\"Question 3-2\" width=\"400\" height=\"84\" class=\"alignnone wp-image-4582\" \/><\/a><\/p>\r\n<p class=\"para\">c) \u00a0<a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/07\/ex_3c.png\"><img src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/ex_3c-1.png\" alt=\"ex_3c\" class=\"alignnone wp-image-2911\" height=\"89\" width=\"120\" \/><\/a><\/p>\r\n<p class=\"para\"><span style=\"font-size: 1em\">3. Identify each compound as a primary, secondary, or tertiary amine.<\/span><\/p>\r\n\r\n<\/div>\r\n<div class=\"question\">\r\n<p class=\"para\">a) \u00a0<a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/07\/ex_4a1.png\"><img src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/ex_4a1-1.png\" alt=\"ex_4a\" class=\"alignnone wp-image-2912\" height=\"94\" width=\"68\" \/><\/a><\/p>\r\n<p class=\"para\">b) \u00a0<a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/09\/Question-4-21.png\"><img src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Question-4-21-1.png\" alt=\"Question 4-2\" width=\"400\" height=\"115\" class=\"alignnone wp-image-4583\" \/><\/a><\/p>\r\n<p class=\"para\"><span style=\"font-size: 1em\">4. Write the chemical reaction between each amine in Exercise 2 and HCl.<\/span><\/p>\r\n<p class=\"para\"><span style=\"font-size: 1em\">5. Name each amine.<\/span><\/p>\r\n\r\n<\/div>\r\n<div class=\"question\">\r\n<p class=\"para\">a) \u00a0<a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/07\/ex_3c.png\"><img src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/ex_3c-1.png\" alt=\"ex_3c\" class=\"alignnone size-full wp-image-2911\" height=\"114\" width=\"154\" \/><\/a>\u00a0 \u00a0 b) \u00a0<a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/07\/ethyldipropylamine.png\"><img src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/ethyldipropylamine-1.png\" alt=\"ethyldipropylamine\" class=\"alignnone size-full wp-image-2896\" height=\"91\" width=\"186\" \/><\/a><\/p>\r\n<p class=\"para\"><span style=\"font-size: 1em\">c)<\/span><a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/07\/ex_8a.png\"><img src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/ex_8a-1.png\" alt=\"ex_8a\" class=\"alignnone size-full wp-image-2914\" height=\"93\" width=\"154\" \/><\/a><span style=\"font-size: 1em\">\u00a0 \u00a0 d)\u00a0<\/span><a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/07\/example_11.png\" style=\"font-size: 1em\"><img src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/example_11-1.png\" alt=\"example_11\" class=\"alignnone size-full wp-image-2898\" height=\"97\" width=\"148\" \/><\/a><\/p>\r\n\r\n<\/div>\r\n&nbsp;\r\n\r\n<b>Answers<\/b>\r\n\r\n1.\u00a0CH<sub class=\"subscript\">3<\/sub>NH<sub class=\"subscript\">2<\/sub>; methylamine\r\n\r\n2.\u00a0a)\u00a0\u00a0primary \u00a0b)\u00a0\u00a0tertiary \u00a0c)\u00a0\u00a0secondary\r\n\r\n3. a) primary \u00a0b) secondary\r\n\r\n4.<strong>\u00a0<\/strong>a)\u00a0\u00a0C<sub class=\"subscript\">3<\/sub>H<sub class=\"subscript\">3<\/sub>CO<sub class=\"subscript\">2<\/sub>HSHNH<sub class=\"subscript\">2<\/sub> +\u00a0HCl <span>$latex \\longrightarrow$<\/span><span><\/span> C<sub class=\"subscript\">3<\/sub>H<sub class=\"subscript\">3<\/sub>CO<sub class=\"subscript\">2<\/sub>HSHNH<sub class=\"subscript\">3<\/sub>Cl\r\n\r\nb)\u00a0\u00a0(C<sub class=\"subscript\">6<\/sub>H<sub class=\"subscript\">11<\/sub>)(C<sub class=\"subscript\">2<\/sub>H<sub class=\"subscript\">5<\/sub>)(CH<sub class=\"subscript\">3<\/sub>)N +\u00a0HCl <span>$latex \\longrightarrow$<\/span><span><\/span> (C<sub class=\"subscript\">6<\/sub>H<sub class=\"subscript\">11<\/sub>)(C<sub class=\"subscript\">2<\/sub>H<sub class=\"subscript\">5<\/sub>)(CH<sub class=\"subscript\">3<\/sub>)NHCl\r\n\r\nc)\u00a0\u00a0(C<sub class=\"subscript\">2<\/sub>H<sub class=\"subscript\">5<\/sub>)(CH<sub class=\"subscript\">3<\/sub>)NH +\u00a0HCl <span>$latex \\longrightarrow$<\/span><span><\/span> (C<sub class=\"subscript\">2<\/sub>H<sub class=\"subscript\">5<\/sub>)(CH<sub class=\"subscript\">3<\/sub>)NH<sub>2<\/sub>Cl\r\n\r\n5.\u00a0a)\u00a0\u00a0ethylmethylamine \u00a0\u00a0b)\u00a0\u00a0ethyldipropylamine \u00a0c) diethylmethylamine\r\n\r\n<\/div>\r\n<\/div>\r\n<h2>Glossary<\/h2>\r\n<strong>amine:\u00a0<\/strong>organic molecule in which a nitrogen atom is bonded to one or more alkyl group\r\n<dl id=\"fs-idp61773824\" class=\"definition\">\r\n \t<dd id=\"fs-idp30055232\"><\/dd>\r\n<\/dl>\r\n<\/div>","rendered":"<div>\n<div class=\"bcc-box bcc-highlight\">\n<h3>Learning Objectives<\/h3>\n<div>By the end of this section, you will be able to:<\/div>\n<div>\n<ul>\n<li>Describe the structure and properties of an amine.<\/li>\n<li>Distinguish between a primary, secondary and tertiary amine.<\/li>\n<li>Name and draw structures for primary, secondary and tertiary amines.<\/li>\n<\/ul>\n<\/div>\n<\/div>\n<\/div>\n<p id=\"ball-ch16_s05_s01_p01\" class=\"para editable block\">An <a class=\"glossterm\"><strong>amine<\/strong>\u00a0<\/a>is an organic derivative of ammonia (NH<sub class=\"subscript\">3<\/sub>). In amines, one or more of the H atoms in NH<sub class=\"subscript\">3<\/sub> is substituted with an organic group.<\/p>\n<table style=\"border-collapse: collapse;width: 100%\">\n<tbody>\n<tr>\n<td style=\"width: 33.333333333333336%\">A <em class=\"emphasis\">primary<\/em> amine has one H atom substituted with an R group:<\/td>\n<td style=\"width: 33.333333333333336%\">A <em class=\"emphasis\">secondary<\/em> amine has two H atoms substituted with an R group:<\/td>\n<td style=\"width: 33.333333333333336%\">A <em class=\"emphasis\">tertiary<\/em> amine has all three H atoms substituted with R groups:<\/td>\n<\/tr>\n<tr>\n<td style=\"width: 33.333333333333336%\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Screen-Shot-2018-05-30-at-1.06.47-PM.png\" alt=\"\" width=\"161\" height=\"132\" class=\"size-full wp-image-3976 aligncenter\" srcset=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Screen-Shot-2018-05-30-at-1.06.47-PM.png 161w, https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Screen-Shot-2018-05-30-at-1.06.47-PM-65x53.png 65w\" sizes=\"auto, (max-width: 161px) 100vw, 161px\" \/><\/td>\n<td style=\"width: 33.333333333333336%\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Screen-Shot-2018-05-30-at-1.06.56-PM.png\" alt=\"\" width=\"161\" height=\"126\" class=\"size-full wp-image-3977 aligncenter\" srcset=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Screen-Shot-2018-05-30-at-1.06.56-PM.png 161w, https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Screen-Shot-2018-05-30-at-1.06.56-PM-65x51.png 65w\" sizes=\"auto, (max-width: 161px) 100vw, 161px\" \/><\/td>\n<td style=\"width: 33.333333333333336%\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Screen-Shot-2018-05-30-at-1.07.01-PM.png\" alt=\"\" width=\"160\" height=\"126\" class=\"size-full wp-image-3978 aligncenter\" srcset=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Screen-Shot-2018-05-30-at-1.07.01-PM.png 160w, https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Screen-Shot-2018-05-30-at-1.07.01-PM-65x51.png 65w\" sizes=\"auto, (max-width: 160px) 100vw, 160px\" \/><\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n<div class=\"informalfigure large block\">\n<div class=\"informalfigure large block\">\n<p id=\"ball-ch16_s05_s01_p03\" class=\"para editable block\">\u00a0Like ammonia, amines are weak bases due to the lone pair of electrons on their nitrogen atoms:<\/p>\n<\/div>\n<\/div>\n<p id=\"fs-idm25350928\"><span id=\"fs-idp78463392\"> <img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/CNX_Chem_20_04_ammonia_img.jpg\" alt=\"Two reactions are shown. In the first, ammonia reacts with H superscript plus. An unshared pair of electron dots sits above the N atom. To the left, right, and bottom, H atoms are bonded. This is followed by a plus symbol and an H atom with a superscript plus symbol. To the right of the reaction arrow, ammonium ion is shown in brackets with a superscript plus symbol outside. Inside the brackets, the N atom is shown with H atoms bonded on all four sides. In a very similar second reaction, methyl amine reacts with H superscript plus to yield methyl ammonium ion. The methyl amine structure is like ammonia except a C H subscript 3 group is attached in place of the left most H atom in the structure. Similarly, the resulting methyl ammonium ion is represented in brackets with a superscript plus symbol appearing outside. Inside, the structure is similar to that of methyl amine except that an H atom appears at the top of the N atom where the unshared electron pair was previously shown.\" class=\"aligncenter\" width=\"662\" height=\"321\" \/><\/span><\/p>\n<p id=\"fs-idp166587776\">The basicity of an amine\u2019s nitrogen atom plays an important role in much of the compound\u2019s chemistry.<\/p>\n<h2>Naming Amines<\/h2>\n<p>The alkyl groups connected to the nitrogen atom are named separately and followed by \u201camine.\u201d \u00a0If some alkyl groups are the same, then a prefix is used (di or tri),\u00a0as illustrated here for a few simple examples:<\/p>\n<p><span id=\"fs-idp22598720\"><br \/>\n<img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/CNX_Chem_20_04_amines_img.jpg\" alt=\"Three structures are shown, each with a red, central N atom which has a pair of electron dots indicated in red above the N atoms. The first structure is labeled methyl amine. To the left of the N, a C H subscript 3 group is bonded. H atoms are bonded to the right and bottom of the central N atom. The second structure is labeled dimethyl amine. This structure has C H subscript 3 groups bonded to the left and right of the N atom and a single H atom is bonded below. The third structure is labeled trimethyl amine, which has C H subscript 3 groups bonded to the left, right, and below the central N atom.\" class=\"aligncenter\" width=\"476\" height=\"109\" \/><\/span><\/p>\n<section id=\"fs-idp61186848\" class=\"summary\">\n<div>\n<section id=\"fs-idm30613248\">\n<section id=\"fs-idm10005664\">\n<div class=\"example textbox shaded\" id=\"fs-idm9024448\">\n<h3>Example 1<\/h3>\n<p id=\"fs-idp1577984\">Name the following organic compounds:<\/p>\n<p><span id=\"fs-idm20720800\">a) (CH<sub>3<\/sub>)<sub>2<\/sub>NCH<sub>2<\/sub>CH<sub>3<\/sub> \u00a0 \u00a0b) CH<sub>3<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>NHCH<sub>3<\/sub>\u00a0 \u00a0c) CH<sub>3<\/sub>(CH<sub>3<\/sub>CH<sub>2<\/sub>)NCH<sub>2<\/sub>CH<sub>2<\/sub>CH<sub>3<\/sub><\/span><\/p>\n<p>&nbsp;<\/p>\n<p id=\"fs-idp3540976\"><strong>Solution<\/strong><br \/>\na) ethyldimethylamine \u00a0 \u00a0b) methylpropylamine \u00a0 c) ethylmethylpropylamine<\/p>\n<p>&nbsp;<\/p>\n<p id=\"fs-idm65417856\"><em><strong>Test Yourself<\/strong><\/em><br \/>\nGive the condensed structure of the following amines:<span id=\"fs-idm39569728\"><br \/>\n<\/span><\/p>\n<p style=\"text-align: left\"><span style=\"font-size: 1em\">a) butylamine \u00a0 b) trihexylamine \u00a0 c) methylpentylamine<\/span><\/p>\n<p>&nbsp;<\/p>\n<p><em><strong>Answer<\/strong><\/em><\/p>\n<p><span id=\"fs-idm20720800\">a) CH<sub>3<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>NH<sub>2<\/sub>\u00a0 \u00a0 b) (CH<sub>3<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>)<sub>3<\/sub>N\u00a0 \u00a0c) CH<sub>3<\/sub>(CH<sub>3<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>CH<sub>2<\/sub>)NH<br \/>\n<\/span><\/p>\n<\/div>\n<\/section>\n<\/section>\n<section id=\"fs-idm24652464\"><\/section>\n<\/div>\n<h2>Key Concepts and Summary<\/h2>\n<p id=\"fs-idp166596960\">Compounds containing a nitrogen atom bonded in a hydrocarbon framework are classified as amines. Amines are a basic functional group. An acid-base reaction occurs when an amine is mixed with and an acid.<\/p>\n<section id=\"fs-idm82374704\" class=\"summary\">The systematic methods of naming amines follow a simple procedure:<\/section>\n<section class=\"summary\"><strong>primary amines: ALKYL<span style=\"color: #008000\">amine<\/span> \u00a0<\/strong><\/section>\n<section class=\"summary\"><strong>secondary amines: ALKYLALKYL<span style=\"color: #008000\">amine<\/span> \u00a0 \u00a0or \u00a0 diALKYL<span style=\"color: #008000\">amine<\/span><\/strong><\/section>\n<section class=\"summary\"><strong>tertiary amines: ALKYLALKYLALKYL<span style=\"color: #008000\">amine<\/span> \u00a0 \u00a0or \u00a0 triALKYL<span style=\"color: #008000\">amine<\/span><\/strong><\/section>\n<\/section>\n<div>\n<div class=\"qandaset block\" id=\"ball-ch16_s05_qs01\">\n<div class=\"bcc-box bcc-info\">\n<h3>Exercises<\/h3>\n<div class=\"question\">\n<p id=\"ball-ch16_s05_qs01_p01\" class=\"para\">1. What are the structure and name of the smallest amine?<\/p>\n<p class=\"para\"><span style=\"font-size: 1em\">2. Identify each compound as a primary, secondary, or tertiary amine.<\/span><\/p>\n<\/div>\n<div class=\"question\">\n<p class=\"para\">a) \u00a0<a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/07\/cysteine1.png\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/cysteine1-1.png\" alt=\"cysteine\" class=\"alignnone wp-image-2910\" height=\"110\" width=\"155\" \/><\/a><\/p>\n<p class=\"para\">b) \u00a0<a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/09\/Question-3-21.png\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Question-3-21-1.png\" alt=\"Question 3-2\" width=\"400\" height=\"84\" class=\"alignnone wp-image-4582\" \/><\/a><\/p>\n<p class=\"para\">c) \u00a0<a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/07\/ex_3c.png\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/ex_3c-1.png\" alt=\"ex_3c\" class=\"alignnone wp-image-2911\" height=\"89\" width=\"120\" \/><\/a><\/p>\n<p class=\"para\"><span style=\"font-size: 1em\">3. Identify each compound as a primary, secondary, or tertiary amine.<\/span><\/p>\n<\/div>\n<div class=\"question\">\n<p class=\"para\">a) \u00a0<a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/07\/ex_4a1.png\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/ex_4a1-1.png\" alt=\"ex_4a\" class=\"alignnone wp-image-2912\" height=\"94\" width=\"68\" \/><\/a><\/p>\n<p class=\"para\">b) \u00a0<a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/09\/Question-4-21.png\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/Question-4-21-1.png\" alt=\"Question 4-2\" width=\"400\" height=\"115\" class=\"alignnone wp-image-4583\" \/><\/a><\/p>\n<p class=\"para\"><span style=\"font-size: 1em\">4. Write the chemical reaction between each amine in Exercise 2 and HCl.<\/span><\/p>\n<p class=\"para\"><span style=\"font-size: 1em\">5. Name each amine.<\/span><\/p>\n<\/div>\n<div class=\"question\">\n<p class=\"para\">a) \u00a0<a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/07\/ex_3c.png\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/ex_3c-1.png\" alt=\"ex_3c\" class=\"alignnone size-full wp-image-2911\" height=\"114\" width=\"154\" \/><\/a>\u00a0 \u00a0 b) \u00a0<a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/07\/ethyldipropylamine.png\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/ethyldipropylamine-1.png\" alt=\"ethyldipropylamine\" class=\"alignnone size-full wp-image-2896\" height=\"91\" width=\"186\" \/><\/a><\/p>\n<p class=\"para\"><span style=\"font-size: 1em\">c)<\/span><a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/07\/ex_8a.png\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/ex_8a-1.png\" alt=\"ex_8a\" class=\"alignnone size-full wp-image-2914\" height=\"93\" width=\"154\" \/><\/a><span style=\"font-size: 1em\">\u00a0 \u00a0 d)\u00a0<\/span><a href=\"http:\/\/opentextbc.ca\/introductorychemistry\/wp-content\/uploads\/sites\/17\/2014\/07\/example_11.png\" style=\"font-size: 1em\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-content\/uploads\/sites\/387\/2018\/04\/example_11-1.png\" alt=\"example_11\" class=\"alignnone size-full wp-image-2898\" height=\"97\" width=\"148\" \/><\/a><\/p>\n<\/div>\n<p>&nbsp;<\/p>\n<p><b>Answers<\/b><\/p>\n<p>1.\u00a0CH<sub class=\"subscript\">3<\/sub>NH<sub class=\"subscript\">2<\/sub>; methylamine<\/p>\n<p>2.\u00a0a)\u00a0\u00a0primary \u00a0b)\u00a0\u00a0tertiary \u00a0c)\u00a0\u00a0secondary<\/p>\n<p>3. a) primary \u00a0b) secondary<\/p>\n<p>4.<strong>\u00a0<\/strong>a)\u00a0\u00a0C<sub class=\"subscript\">3<\/sub>H<sub class=\"subscript\">3<\/sub>CO<sub class=\"subscript\">2<\/sub>HSHNH<sub class=\"subscript\">2<\/sub> +\u00a0HCl <span>[latex]\\longrightarrow[\/latex]<\/span><span><\/span> C<sub class=\"subscript\">3<\/sub>H<sub class=\"subscript\">3<\/sub>CO<sub class=\"subscript\">2<\/sub>HSHNH<sub class=\"subscript\">3<\/sub>Cl<\/p>\n<p>b)\u00a0\u00a0(C<sub class=\"subscript\">6<\/sub>H<sub class=\"subscript\">11<\/sub>)(C<sub class=\"subscript\">2<\/sub>H<sub class=\"subscript\">5<\/sub>)(CH<sub class=\"subscript\">3<\/sub>)N +\u00a0HCl <span>[latex]\\longrightarrow[\/latex]<\/span><span><\/span> (C<sub class=\"subscript\">6<\/sub>H<sub class=\"subscript\">11<\/sub>)(C<sub class=\"subscript\">2<\/sub>H<sub class=\"subscript\">5<\/sub>)(CH<sub class=\"subscript\">3<\/sub>)NHCl<\/p>\n<p>c)\u00a0\u00a0(C<sub class=\"subscript\">2<\/sub>H<sub class=\"subscript\">5<\/sub>)(CH<sub class=\"subscript\">3<\/sub>)NH +\u00a0HCl <span>[latex]\\longrightarrow[\/latex]<\/span><span><\/span> (C<sub class=\"subscript\">2<\/sub>H<sub class=\"subscript\">5<\/sub>)(CH<sub class=\"subscript\">3<\/sub>)NH<sub>2<\/sub>Cl<\/p>\n<p>5.\u00a0a)\u00a0\u00a0ethylmethylamine \u00a0\u00a0b)\u00a0\u00a0ethyldipropylamine \u00a0c) diethylmethylamine<\/p>\n<\/div>\n<\/div>\n<h2>Glossary<\/h2>\n<p><strong>amine:\u00a0<\/strong>organic molecule in which a nitrogen atom is bonded to one or more alkyl group<\/p>\n<dl id=\"fs-idp61773824\" class=\"definition\">\n<dd id=\"fs-idp30055232\"><\/dd>\n<\/dl>\n<\/div>\n","protected":false},"author":330,"menu_order":6,"template":"","meta":{"pb_show_title":"on","pb_short_title":"10.5 Nomenclature of Amines","pb_subtitle":"","pb_authors":[],"pb_section_license":"cc-by-nc-sa"},"chapter-type":[],"contributor":[],"license":[54],"class_list":["post-1970","chapter","type-chapter","status-publish","hentry","license-cc-by-nc-sa"],"part":1829,"_links":{"self":[{"href":"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-json\/pressbooks\/v2\/chapters\/1970","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-json\/pressbooks\/v2\/chapters"}],"about":[{"href":"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-json\/wp\/v2\/types\/chapter"}],"author":[{"embeddable":true,"href":"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-json\/wp\/v2\/users\/330"}],"version-history":[{"count":25,"href":"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-json\/pressbooks\/v2\/chapters\/1970\/revisions"}],"predecessor-version":[{"id":4906,"href":"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-json\/pressbooks\/v2\/chapters\/1970\/revisions\/4906"}],"part":[{"href":"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-json\/pressbooks\/v2\/parts\/1829"}],"metadata":[{"href":"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-json\/pressbooks\/v2\/chapters\/1970\/metadata\/"}],"wp:attachment":[{"href":"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-json\/wp\/v2\/media?parent=1970"}],"wp:term":[{"taxonomy":"chapter-type","embeddable":true,"href":"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-json\/pressbooks\/v2\/chapter-type?post=1970"},{"taxonomy":"contributor","embeddable":true,"href":"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-json\/wp\/v2\/contributor?post=1970"},{"taxonomy":"license","embeddable":true,"href":"https:\/\/pressbooks.bccampus.ca\/chem1114langaracollege\/wp-json\/wp\/v2\/license?post=1970"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}