{"id":1853,"date":"2025-12-22T14:20:06","date_gmt":"2025-12-22T19:20:06","guid":{"rendered":"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/?post_type=chapter&#038;p=1853"},"modified":"2026-03-05T12:23:45","modified_gmt":"2026-03-05T17:23:45","slug":"8-representations-of-organic-compound-structures-and-formulas","status":"publish","type":"chapter","link":"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/chapter\/8-representations-of-organic-compound-structures-and-formulas\/","title":{"raw":"8. Representations of Organic Compound Structures and Formulas","rendered":"8. Representations of Organic Compound Structures and Formulas"},"content":{"raw":"For organic chemical formulas it is customary to list the carbon, then hydrogen content, then other atoms in alphabetical order. Sometimes formulas are written so that they also give some sense of the structure, e.g. C<sub>12<\/sub>H<sub>25<\/sub>NaO<sub>4<\/sub>S indicates only atomic composition, whereas C<sub>12<\/sub>H<sub>25<\/sub>OSO<sub>3<\/sub>Na indicates both composition and something about the structure; that there are four oxygens attached to the sulfur. (This is an organic derivative of sulfate.)\r\n\r\nA shorthand for organic chemical structures is common. This is outlined below.\r\n\r\n&nbsp;\r\n\r\n[caption id=\"attachment_2842\" align=\"aligncenter\" width=\"513\"]<img class=\"pb-hover-zoom wp-image-2842 size-full\" src=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F13_Shorthand.png\" alt=\"\" width=\"513\" height=\"83\" \/> Figure 8.1 - Shorthand[\/caption]\r\n\r\nThe single C-C bonds are reduced to straight lines. Hydrogen atoms are usually omitted. Since the valence of carbon is almost always 4, the hydrogen atoms are understood to be present to satisfy this requirement. Benzene has the structure:\r\n\r\n[caption id=\"attachment_2843\" align=\"aligncenter\" width=\"521\"]<img class=\"pb-hover-zoom wp-image-2843 size-full\" src=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F14_Benzene.png\" alt=\"\" width=\"521\" height=\"134\" \/> Figure 8.2 - Benzene[\/caption]\r\n\r\nThe arrangement of carbon atoms is represented by a hexagon. The alternating single and double bonds is represented by a circle. Hydrogens are omitted. This simplifies depiction of structures. Hence,\r\n\r\n[caption id=\"attachment_2844\" align=\"aligncenter\" width=\"177\"]<img class=\"pb-hover-zoom wp-image-2844 size-full\" src=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F15_Double_Bond.png\" alt=\"\" width=\"177\" height=\"106\" \/> Figure 8.3 - Double Bond[\/caption]\r\n\r\nis the representation for styrene, C<sub>6<\/sub>H<sub>5<\/sub>-CH=CH<sub>2<\/sub>. Discrete double bonds are represented by double lines. The complexing agent EDTA, mentioned previously, can be represented as,\r\n\r\n[caption id=\"attachment_2845\" align=\"aligncenter\" width=\"262\"]<img class=\"pb-hover-zoom wp-image-2845 size-full\" src=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F16_Complexing_EDTA.png\" alt=\"\" width=\"262\" height=\"157\" \/> Figure 8.4 - Complexing EDTA[\/caption]\r\n\r\nAn important class of organic compounds in copper solution purification is the hydroxyoximes. A representative compound in this class is 5-alkyl-2-hydroxyacetophenone oxime,\r\n\r\n[caption id=\"attachment_2846\" align=\"aligncenter\" width=\"242\"]<img class=\"pb-hover-zoom wp-image-2846 size-full\" src=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F17_Hydoxyoxime.png\" alt=\"\" width=\"242\" height=\"241\" \/> Figure 8.5 - Hydoxyoxime[\/caption]\r\n\r\nThe alkyl group is indicated as R. It may be nonyl (C<sub>9<\/sub>H<sub>19<\/sub><sup>-<\/sup>) or dodecyl (C<sub>12<\/sub>H<sub>25<\/sub><sup>-<\/sup>). This and related compounds form stable [pb_glossary id=\"2070\"]complexes[\/pb_glossary] quite selectively with Cu<sup>+2<\/sup>, which enables it to be extracted from aqueous solution and thus purified of impurities.","rendered":"<p>For organic chemical formulas it is customary to list the carbon, then hydrogen content, then other atoms in alphabetical order. Sometimes formulas are written so that they also give some sense of the structure, e.g. C<sub>12<\/sub>H<sub>25<\/sub>NaO<sub>4<\/sub>S indicates only atomic composition, whereas C<sub>12<\/sub>H<sub>25<\/sub>OSO<sub>3<\/sub>Na indicates both composition and something about the structure; that there are four oxygens attached to the sulfur. (This is an organic derivative of sulfate.)<\/p>\n<p>A shorthand for organic chemical structures is common. This is outlined below.<\/p>\n<p>&nbsp;<\/p>\n<figure id=\"attachment_2842\" aria-describedby=\"caption-attachment-2842\" style=\"width: 513px\" class=\"wp-caption aligncenter\"><img loading=\"lazy\" decoding=\"async\" class=\"pb-hover-zoom wp-image-2842 size-full\" src=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F13_Shorthand.png\" alt=\"\" width=\"513\" height=\"83\" srcset=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F13_Shorthand.png 513w, https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F13_Shorthand-300x49.png 300w, https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F13_Shorthand-65x11.png 65w, https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F13_Shorthand-225x36.png 225w, https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F13_Shorthand-350x57.png 350w\" sizes=\"auto, (max-width: 513px) 100vw, 513px\" \/><figcaption id=\"caption-attachment-2842\" class=\"wp-caption-text\">Figure 8.1 &#8211; Shorthand<\/figcaption><\/figure>\n<p>The single C-C bonds are reduced to straight lines. Hydrogen atoms are usually omitted. Since the valence of carbon is almost always 4, the hydrogen atoms are understood to be present to satisfy this requirement. Benzene has the structure:<\/p>\n<figure id=\"attachment_2843\" aria-describedby=\"caption-attachment-2843\" style=\"width: 521px\" class=\"wp-caption aligncenter\"><img loading=\"lazy\" decoding=\"async\" class=\"pb-hover-zoom wp-image-2843 size-full\" src=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F14_Benzene.png\" alt=\"\" width=\"521\" height=\"134\" srcset=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F14_Benzene.png 521w, https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F14_Benzene-300x77.png 300w, https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F14_Benzene-65x17.png 65w, https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F14_Benzene-225x58.png 225w, https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F14_Benzene-350x90.png 350w\" sizes=\"auto, (max-width: 521px) 100vw, 521px\" \/><figcaption id=\"caption-attachment-2843\" class=\"wp-caption-text\">Figure 8.2 &#8211; Benzene<\/figcaption><\/figure>\n<p>The arrangement of carbon atoms is represented by a hexagon. The alternating single and double bonds is represented by a circle. Hydrogens are omitted. This simplifies depiction of structures. Hence,<\/p>\n<figure id=\"attachment_2844\" aria-describedby=\"caption-attachment-2844\" style=\"width: 177px\" class=\"wp-caption aligncenter\"><img loading=\"lazy\" decoding=\"async\" class=\"pb-hover-zoom wp-image-2844 size-full\" src=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F15_Double_Bond.png\" alt=\"\" width=\"177\" height=\"106\" srcset=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F15_Double_Bond.png 177w, https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F15_Double_Bond-65x39.png 65w\" sizes=\"auto, (max-width: 177px) 100vw, 177px\" \/><figcaption id=\"caption-attachment-2844\" class=\"wp-caption-text\">Figure 8.3 &#8211; Double Bond<\/figcaption><\/figure>\n<p>is the representation for styrene, C<sub>6<\/sub>H<sub>5<\/sub>-CH=CH<sub>2<\/sub>. Discrete double bonds are represented by double lines. The complexing agent EDTA, mentioned previously, can be represented as,<\/p>\n<figure id=\"attachment_2845\" aria-describedby=\"caption-attachment-2845\" style=\"width: 262px\" class=\"wp-caption aligncenter\"><img loading=\"lazy\" decoding=\"async\" class=\"pb-hover-zoom wp-image-2845 size-full\" src=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F16_Complexing_EDTA.png\" alt=\"\" width=\"262\" height=\"157\" srcset=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F16_Complexing_EDTA.png 262w, https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F16_Complexing_EDTA-65x39.png 65w, https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F16_Complexing_EDTA-225x135.png 225w\" sizes=\"auto, (max-width: 262px) 100vw, 262px\" \/><figcaption id=\"caption-attachment-2845\" class=\"wp-caption-text\">Figure 8.4 &#8211; Complexing EDTA<\/figcaption><\/figure>\n<p>An important class of organic compounds in copper solution purification is the hydroxyoximes. A representative compound in this class is 5-alkyl-2-hydroxyacetophenone oxime,<\/p>\n<figure id=\"attachment_2846\" aria-describedby=\"caption-attachment-2846\" style=\"width: 242px\" class=\"wp-caption aligncenter\"><img loading=\"lazy\" decoding=\"async\" class=\"pb-hover-zoom wp-image-2846 size-full\" src=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F17_Hydoxyoxime.png\" alt=\"\" width=\"242\" height=\"241\" srcset=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F17_Hydoxyoxime.png 242w, https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F17_Hydoxyoxime-150x150.png 150w, https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F17_Hydoxyoxime-65x65.png 65w, https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F17_Hydoxyoxime-225x224.png 225w\" sizes=\"auto, (max-width: 242px) 100vw, 242px\" \/><figcaption id=\"caption-attachment-2846\" class=\"wp-caption-text\">Figure 8.5 &#8211; Hydoxyoxime<\/figcaption><\/figure>\n<p>The alkyl group is indicated as R. It may be nonyl (C<sub>9<\/sub>H<sub>19<\/sub><sup>&#8211;<\/sup>) or dodecyl (C<sub>12<\/sub>H<sub>25<\/sub><sup>&#8211;<\/sup>). This and related compounds form stable <a class=\"glossary-term\" aria-haspopup=\"dialog\" aria-describedby=\"definition\" href=\"#term_1853_2070\">complexes<\/a> quite selectively with Cu<sup>+2<\/sup>, which enables it to be extracted from aqueous solution and thus purified of impurities.<\/p>\n<div class=\"media-attributions clear\" prefix:cc=\"http:\/\/creativecommons.org\/ns#\" prefix:dc=\"http:\/\/purl.org\/dc\/terms\/\"><h2>Media Attributions<\/h2><ul><li about=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F13_Shorthand.png\"><a rel=\"cc:attributionURL\" href=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F13_Shorthand.png\" property=\"dc:title\">Ch0-1_F13_Shorthand<\/a>  &copy;  B\u00e9 Wassink and Amir M. Dehkoda    is licensed under a  <a rel=\"license\" href=\"https:\/\/creativecommons.org\/licenses\/by-nc\/4.0\/\">CC BY-NC (Attribution NonCommercial)<\/a> license<\/li><li about=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F14_Benzene.png\"><a rel=\"cc:attributionURL\" href=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-content\/uploads\/sites\/1991\/2026\/02\/Ch0-1_F14_Benzene.png\" property=\"dc:title\">Ch0-1_F14_Benzene<\/a>  &copy;  B\u00e9 Wassink and Amir M. Dehkoda    is licensed under a  <a rel=\"license\" href=\"https:\/\/creativecommons.org\/licenses\/by-nc\/4.0\/\">CC BY-NC (Attribution NonCommercial)<\/a> license<\/li><li >Ch0-1_F15_Double_Bond  &copy;  B\u00e9 Wassink and Amir M. Dehkoda    is licensed under a  <a rel=\"license\" href=\"https:\/\/creativecommons.org\/licenses\/by-nc\/4.0\/\">CC BY-NC (Attribution NonCommercial)<\/a> license<\/li><li >Ch0-1_F16_Complexing_EDTA  &copy;  B\u00e9 Wassink and Amir M. Dehkoda    is licensed under a  <a rel=\"license\" href=\"https:\/\/creativecommons.org\/licenses\/by-nc\/4.0\/\">CC BY-NC (Attribution NonCommercial)<\/a> license<\/li><li >Ch0-1_F17_Hydoxyoxime  &copy;  B\u00e9 Wassink and Amir M. Dehkoda    is licensed under a  <a rel=\"license\" href=\"https:\/\/creativecommons.org\/licenses\/by-nc\/4.0\/\">CC BY-NC (Attribution NonCommercial)<\/a> license<\/li><\/ul><\/div><div class=\"glossary\"><span class=\"screen-reader-text\" id=\"definition\">definition<\/span><template id=\"term_1853_2070\"><div class=\"glossary__definition\" role=\"dialog\" data-id=\"term_1853_2070\"><div tabindex=\"-1\"><p>Any ion or neutral molecule that involves one or more metal ions and one or more coordinated ions or molecules, e.g. [Zn(H<sub>2<\/sub>O)<sub>6<\/sub>]<sup>2+<\/sup>, [AuCl<sub>4<\/sub>]<sup>3\u2212<\/sup>, [Cu(CN)<sub>3<\/sub>]<sup>2\u2212<\/sup>, Ni(CO)<sub>4<\/sub>, etc. (See <a href=\"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/part\/chapter-0-chemistry-review-part-2\/\">Chemistry Review Part II<\/a>).<\/p>\n<\/div><button><span aria-hidden=\"true\">&times;<\/span><span class=\"screen-reader-text\">Close definition<\/span><\/button><\/div><\/template><\/div>","protected":false},"author":2529,"menu_order":8,"template":"","meta":{"pb_show_title":"on","pb_short_title":"","pb_subtitle":"","pb_authors":[],"pb_section_license":""},"chapter-type":[],"contributor":[],"license":[],"class_list":["post-1853","chapter","type-chapter","status-publish","hentry"],"part":1126,"_links":{"self":[{"href":"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-json\/pressbooks\/v2\/chapters\/1853","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-json\/pressbooks\/v2\/chapters"}],"about":[{"href":"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-json\/wp\/v2\/types\/chapter"}],"author":[{"embeddable":true,"href":"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-json\/wp\/v2\/users\/2529"}],"version-history":[{"count":8,"href":"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-json\/pressbooks\/v2\/chapters\/1853\/revisions"}],"predecessor-version":[{"id":3332,"href":"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-json\/pressbooks\/v2\/chapters\/1853\/revisions\/3332"}],"part":[{"href":"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-json\/pressbooks\/v2\/parts\/1126"}],"metadata":[{"href":"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-json\/pressbooks\/v2\/chapters\/1853\/metadata\/"}],"wp:attachment":[{"href":"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-json\/wp\/v2\/media?parent=1853"}],"wp:term":[{"taxonomy":"chapter-type","embeddable":true,"href":"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-json\/pressbooks\/v2\/chapter-type?post=1853"},{"taxonomy":"contributor","embeddable":true,"href":"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-json\/wp\/v2\/contributor?post=1853"},{"taxonomy":"license","embeddable":true,"href":"https:\/\/pressbooks.bccampus.ca\/hydrometallurgy\/wp-json\/wp\/v2\/license?post=1853"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}