{"id":177,"date":"2022-01-17T05:27:00","date_gmt":"2022-01-17T05:27:00","guid":{"rendered":"http:\/\/organicchemistry.wordpress.com\/?p=177"},"modified":"2022-03-31T19:31:10","modified_gmt":"2022-03-31T19:31:10","slug":"fischer-projections-are-a-black-tie-affair","status":"publish","type":"post","link":"https:\/\/www.aceorganicchem.com\/blog\/fischer-projections-are-a-black-tie-affair\/","title":{"rendered":"Fischer Projections are a Black Tie Affair"},"content":{"rendered":"\n<p>Emil Fischer is considered by many to be the greatest organic chemist to ever live.&nbsp; His problem was that he created a way of looking at organic molecules that is very confusing to undergraduates.&nbsp; These structures are necessary to learn and are very helpful when looking at certain molecules (such as carbohydrates), but they are also very easy to jumble.&nbsp; This is because Fischer structures are drawn as crosses, which could lead one to erroneously think that the central carbon is flat, when it is actually still tetrahedral.<\/p>\n\n\n\n<p class=\"has-text-align-left\">The easiest way to look at these is to think of them as bowties that have been strung together:<\/p>\n\n\n\n<div class=\"wp-block-image\"><figure class=\"aligncenter size-full is-resized\"><a href=\"http:\/\/box5250.temp.domains\/~aceorgan\/blog\/wp-content\/uploads\/2010\/09\/slide11.jpg\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2010\/09\/slide11.jpg\" alt=\"Fischer projections \" class=\"wp-image-180\" width=\"720\" height=\"540\" title=\"Slide1\" srcset=\"https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2010\/09\/slide11.jpg 960w, https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2010\/09\/slide11-300x225.jpg 300w, https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2010\/09\/slide11-400x300.jpg 400w\" sizes=\"auto, (max-width: 720px) 100vw, 720px\" \/><\/a><\/figure><\/div>\n\n\n\n<p>3-dimensionally speaking, the substituents that are on the sides of the structure are depicted at the end of the bowtie and are represented as \u201ccoming out of the paper\u201d.&nbsp; The backbone is composed of dashed lines, which are meant to represent that those portions \u201care going into the paper\u201d.&nbsp; This is now a much easier way to view these structures, as it is more apparent what area each substituent occupies.<\/p>\n\n\n\n<p>The useful part of the bowtie projection is that it is now easier to assess the stereochemistry at each chiral center.&nbsp;&nbsp; It should be much easier to visualize that the bottom chiral center is \u201cR\u201d.&nbsp; This was not as obvious when viewing the Fischer projection as a cross<\/p>\n\n\n\n<div class=\"wp-block-image\"><figure class=\"aligncenter size-full is-resized\"><a href=\"http:\/\/box5250.temp.domains\/~aceorgan\/blog\/wp-content\/uploads\/2010\/09\/slide2.jpg\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2010\/09\/slide2.jpg\" alt=\"Fischer Projection Chirality\" class=\"wp-image-179\" width=\"480\" height=\"360\" title=\"Slide2\" srcset=\"https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2010\/09\/slide2.jpg 960w, https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2010\/09\/slide2-300x225.jpg 300w, https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2010\/09\/slide2-400x300.jpg 400w\" sizes=\"auto, (max-width: 480px) 100vw, 480px\" \/><\/a><\/figure><\/div>\n\n\n\n<p>For more help like this, please go to <a title=\"organic chemistry\" href=\"http:\/\/www.aceorganicchem.com\" target=\"_blank\" rel=\"noopener\">organic chemistry<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Emil Fischer is considered by many to be the greatest organic chemist to ever live.&nbsp; His problem was that he created a way of looking at organic molecules that is very confusing to undergraduates.&nbsp; These structures are necessary to learn and are very helpful when looking at certain molecules (such as carbohydrates), but they are [&hellip;]<\/p>\n","protected":false},"author":2,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"om_disable_all_campaigns":false,"_monsterinsights_skip_tracking":false,"_monsterinsights_sitenote_active":false,"_monsterinsights_sitenote_note":"","_monsterinsights_sitenote_category":0,"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 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center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""}},"footnotes":""},"categories":[4,8,9],"tags":[19],"class_list":["post-177","post","type-post","status-publish","format-standard","hentry","category-chemistry","category-o-chem-help","category-organic-chemistry","tag-organic-chemistry-help"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v27.4 - https:\/\/yoast.com\/product\/yoast-seo-wordpress\/ -->\n<title>Fischer Projections are a Black Tie Affair -<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/www.aceorganicchem.com\/blog\/fischer-projections-are-a-black-tie-affair\/\" \/>\n<meta name=\"twitter:label1\" content=\"Written by\" \/>\n\t<meta name=\"twitter:data1\" content=\"Dr. Michael Pa\" \/>\n\t<meta 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