{"id":39,"date":"2012-06-19T21:38:22","date_gmt":"2012-06-19T21:38:22","guid":{"rendered":"http:\/\/www.studyorgo.com\/blog\/?p=39"},"modified":"2014-02-21T03:22:47","modified_gmt":"2014-02-21T03:22:47","slug":"tips-on-alcohol-oxidation-reactions","status":"publish","type":"post","link":"https:\/\/www.studyorgo.com\/blog\/tips-on-alcohol-oxidation-reactions\/","title":{"rendered":"Tips on Alcohol Oxidation Reactions"},"content":{"rendered":"<p>We are frequently asked for tips on how approach alcohol oxidation reaction. At first glance these reactions appear challenging. In order to simplify things, consider these general guidelines when thinking about alcohol oxidation reactions:<\/p>\n<p><span style=\"text-decoration: underline;\"><strong>General Rule #1<\/strong><\/span><br \/>\nYou can think of oxidation as being on a spectrum: moving from alcohol to aldehyde or ketone to carboxylic acid. The more you oxidize the further along you go.<\/p>\n<p><span style=\"text-decoration: underline;\"><strong>General Rule #2<\/strong><\/span><br \/>\n<strong>Primary<\/strong> alcohols can be oxidized to <strong>aldehydes<\/strong> <span style=\"text-decoration: underline;\"><em>or<\/em><\/span><strong> all the way to carboxylic acids<\/strong>. This depends on the reagent. Please see General Rule #5.<\/p>\n<p><span style=\"text-decoration: underline;\"><strong>General Rule #3<\/strong><\/span><br \/>\n<strong>Secondary<\/strong> alcohols are oxidized to <strong>ketones. <\/strong><\/p>\n<p><span style=\"text-decoration: underline;\"><strong>General Rule #4<\/strong><\/span><br \/>\n<strong>Tertiary<\/strong> alcohols are extremely resistant to oxidation. Therefore, in general- tertiary alcohols do not undergo oxidation.<\/p>\n<p><span style=\"text-decoration: underline;\"><strong>General Rule #5<\/strong><\/span><br \/>\nCertain reagents will promote oxidation of primary alcohols to different extents.<br \/>\nThe following tend to promote the<strong><em> fullest extent of oxidation possible<\/em><\/strong><br \/>\n<strong>Na2Cr2O7,H2SO4<\/strong><br \/>\n<strong>Na2Cr2O7, CrO3\/H2SO4<\/strong><br \/>\n<strong>CrO3\/H2SO4, acetone<\/strong><br \/>\n<strong>KMnO4 <\/strong><\/p>\n<p>However, the following reagent will typically only promote oxidation of<strong> primary<\/strong> alcohols to an<strong> aldehyde<\/strong>.<br \/>\n<strong>PCC (pyridinium chlorochromate) <\/strong><\/p>\n<p>However,<em> <strong>all of the above<\/strong> <\/em>will allow <strong>secondary alcohols to form ketones<\/strong><\/p>\n","protected":false},"excerpt":{"rendered":"<p>We are frequently asked for tips on how approach alcohol oxidation reaction. At first glance these reactions appear challenging. In order to simplify things, consider these general guidelines when thinking about alcohol oxidation reactions: General Rule #1 You can think of oxidation as being on a spectrum: moving from alcohol to aldehyde or ketone to [&hellip;]<\/p>\n","protected":false},"author":2,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_mi_skip_tracking":false},"categories":[1],"tags":[],"_links":{"self":[{"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/posts\/39"}],"collection":[{"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/comments?post=39"}],"version-history":[{"count":1,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/posts\/39\/revisions"}],"predecessor-version":[{"id":40,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/posts\/39\/revisions\/40"}],"wp:attachment":[{"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/media?parent=39"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/categories?post=39"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/tags?post=39"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}