{"id":719,"date":"2016-04-18T16:04:34","date_gmt":"2016-04-18T16:04:34","guid":{"rendered":"https:\/\/www.studyorgo.com\/?p=719"},"modified":"2016-04-18T16:04:34","modified_gmt":"2016-04-18T16:04:34","slug":"carboxylic-acids-and-their-derivatives","status":"publish","type":"post","link":"https:\/\/www.studyorgo.com\/blog\/carboxylic-acids-and-their-derivatives\/","title":{"rendered":"Carboxylic Acids and their Derivatives"},"content":{"rendered":"<p>Here is a look at a reaction directly from our proven organic chemistry flash card system:<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-720\" src=\"https:\/\/www.studyorgo.com\/blog\/wp-content\/uploads\/2016\/04\/Carboxylix-Acids-Derivatives-1024x256.png\" alt=\"Carboxylic Acids and their Derivatives\" width=\"661\" height=\"165\" srcset=\"https:\/\/www.studyorgo.com\/blog\/wp-content\/uploads\/2016\/04\/Carboxylix-Acids-Derivatives-1024x256.png 1024w, https:\/\/www.studyorgo.com\/blog\/wp-content\/uploads\/2016\/04\/Carboxylix-Acids-Derivatives-300x75.png 300w, https:\/\/www.studyorgo.com\/blog\/wp-content\/uploads\/2016\/04\/Carboxylix-Acids-Derivatives-768x192.png 768w, https:\/\/www.studyorgo.com\/blog\/wp-content\/uploads\/2016\/04\/Carboxylix-Acids-Derivatives.png 1854w\" sizes=\"auto, (max-width: 661px) 100vw, 661px\" \/><\/p>\n<p><strong>Esterification of Acid Chloride<\/strong><\/p>\n<p><strong>Overall Big Picture:<\/strong>\u00a0In this reaction, an acid halide is reacted with an alcohol to give an ester.<\/p>\n<p><strong>Acid Chloride + Alcohol \u2192<\/strong><strong>\u00a0Ester<\/strong><\/p>\n<p><strong>Key Tip:<\/strong>\u00a0A mild base is required to drive the reaction forward.<\/p>\n<p><strong>Key Comparison:<\/strong>\u00a0This reaction is only possible due to the high reactivity of acid halides for nucleophiles, even weak ones like alcohols.<\/p>\n<p><strong>Mechanism Hint:<\/strong>\u00a0Collapse of the addition intermediate is propagated by deprotonating by pyridine, which helps to drive the reaction forward.<\/p>\n<p><strong>Note:<\/strong>\u00a0When this reaction is carried out using p-toluensufonyl chloride (tosyl group), this reaction is a good protecting group for alcohols.<\/p>\n<p><strong>First window:<\/strong>\u00a0acetyl chloride<\/p>\n<p><strong>Middle window:<\/strong>\u00a0alcohol, pyridine<\/p>\n<p><strong>Last window:<\/strong>\u00a0methyl ester<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter size-full wp-image-721\" src=\"https:\/\/www.studyorgo.com\/blog\/wp-content\/uploads\/2016\/04\/149.gif\" alt=\"149\" width=\"906\" height=\"317\" \/><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Here is a look at a reaction directly from our proven organic chemistry flash card system: Esterification of Acid Chloride Overall Big Picture:\u00a0In this reaction, an acid halide is reacted with an alcohol to give an ester. Acid Chloride + Alcohol \u2192\u00a0Ester Key Tip:\u00a0A mild base is required to drive the reaction forward. Key Comparison:\u00a0This [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_monsterinsights_skip_tracking":false,"_monsterinsights_sitenote_active":false,"_monsterinsights_sitenote_note":"","_monsterinsights_sitenote_category":0,"footnotes":""},"categories":[15],"tags":[],"class_list":["post-719","post","type-post","status-publish","format-standard","hentry","category-organic-chemistry-reactions"],"aioseo_notices":[],"_links":{"self":[{"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/posts\/719","targetHints":{"allow":["GET"]}}],"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\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/comments?post=719"}],"version-history":[{"count":1,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/posts\/719\/revisions"}],"predecessor-version":[{"id":722,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/posts\/719\/revisions\/722"}],"wp:attachment":[{"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/media?parent=719"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/categories?post=719"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/tags?post=719"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}