{"id":1638,"date":"2014-11-04T15:13:39","date_gmt":"2014-11-04T15:13:39","guid":{"rendered":"https:\/\/aceorganicchem.com\/Elite\/?p=1638"},"modified":"2014-11-06T19:53:34","modified_gmt":"2014-11-06T19:53:34","slug":"organic-chemistry-trick-9-fischer-projections-black-tie-affair","status":"publish","type":"post","link":"https:\/\/www.aceorganicchem.com\/Elite\/organic-chemistry-trick-9-fischer-projections-black-tie-affair\/","title":{"rendered":"Organic Chemistry Trick #9: Fischer projections are a black tie affair"},"content":{"rendered":"

 <\/p>\n

Fischer projections do not need to be complicated.<\/h2>\n

 <\/p>\n

Emil Fischer is considered by many to be the greatest organic chemist to ever live. \u00a0He is considered the father of modern carbohydrate chemistry, has a Nobel Prize on his bookshelf, and has more reactions named after him than you can shake a pipette at.<\/p>\n

\"Fischer<\/a>
And man did he rock the curved glasses.<\/figcaption><\/figure>\n

His problem was that he created a way of looking at organic molecules that is very confusing to undergraduates.\u00a0 These Fischer Projection structures are a must learn for your organic chemistry\u00a0and are very helpful when looking at certain molecules (such as carbohydrates), but they are also very easy to jumble.\u00a0 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. \u00a0 (Remember, carbon with four bonds will never be flat)<\/p>\n

The easiest way to look at these is to think of them as bow ties that have been strung together, connected at the middle by a piece of wire:<\/p>\n

\"R\/S<\/a><\/p>\n

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.\u00a0 The backbone is composed of dashed lines, which are meant to represent that those portions \u201care going into the paper\u201d.\u00a0 This is now a much easier way to view these structures, as it is more apparent what area each substituent occupies.<\/p>\n

The useful part of the bowtie projection is that it is now easier to assess the stereochemistry at each chiral center.\u00a0\u00a0 It should be much easier to visualize that the bottom chiral center is \u201cR\u201d.\u00a0 This was not as obvious when viewing the Fischer projection as a cross.<\/p>\n

\"Slide4\"<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"

  Fischer projections do not need to be complicated.   Emil Fischer is considered by many to be the greatest organic chemist to ever live. \u00a0He is considered the father of modern carbohydrate chemistry, has a Nobel Prize on his bookshelf, and has more reactions named after him than you can shake a pipette at. […]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"site-sidebar-layout":"default","site-content-layout":"","ast-site-content-layout":"","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":"","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":"var(--ast-global-color-4)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"tablet":{"background-color":"","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"mobile":{"background-color":"","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""}},"ast-content-background-meta":{"desktop":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"tablet":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"mobile":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""}},"_jetpack_newsletter_access":"","_jetpack_dont_email_post_to_subs":false,"_jetpack_newsletter_tier_id":0,"_jetpack_memberships_contains_paywalled_content":false,"_jetpack_memberships_contains_paid_content":false,"footnotes":""},"categories":[],"tags":[],"class_list":["post-1638","post","type-post","status-publish","format-standard","hentry"],"jetpack_featured_media_url":"","jetpack_sharing_enabled":true,"jetpack_shortlink":"https:\/\/wp.me\/p4tPTC-qq","_links":{"self":[{"href":"https:\/\/www.aceorganicchem.com\/Elite\/wp-json\/wp\/v2\/posts\/1638","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.aceorganicchem.com\/Elite\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.aceorganicchem.com\/Elite\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.aceorganicchem.com\/Elite\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/www.aceorganicchem.com\/Elite\/wp-json\/wp\/v2\/comments?post=1638"}],"version-history":[{"count":5,"href":"https:\/\/www.aceorganicchem.com\/Elite\/wp-json\/wp\/v2\/posts\/1638\/revisions"}],"predecessor-version":[{"id":1662,"href":"https:\/\/www.aceorganicchem.com\/Elite\/wp-json\/wp\/v2\/posts\/1638\/revisions\/1662"}],"wp:attachment":[{"href":"https:\/\/www.aceorganicchem.com\/Elite\/wp-json\/wp\/v2\/media?parent=1638"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.aceorganicchem.com\/Elite\/wp-json\/wp\/v2\/categories?post=1638"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.aceorganicchem.com\/Elite\/wp-json\/wp\/v2\/tags?post=1638"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}