{"id":320,"date":"2013-09-08T18:04:32","date_gmt":"2013-09-08T18:04:32","guid":{"rendered":"http:\/\/www.studyorgo.com\/blog\/?p=320"},"modified":"2014-02-21T03:22:01","modified_gmt":"2014-02-21T03:22:01","slug":"free-radical-halogenation-module-part-2-regioselectivity-determining-the-major-product","status":"publish","type":"post","link":"https:\/\/www.studyorgo.com\/blog\/free-radical-halogenation-module-part-2-regioselectivity-determining-the-major-product\/","title":{"rendered":"Free Radical Halogenation Module: Part 2: Regioselectivity: Determining the Major Product"},"content":{"rendered":"<p>This is the second part of a multi-part module on Free Radical Halogenation.<\/p>\n<p><a href=\"http:\/\/www.studyorgo.com\/blog\/free-radical-halogenation-module-part-1-the-mechanism\/\">View the first part here: Part 1: The Mechanism<\/a><\/p>\n<p>&nbsp;<\/p>\n<p>Radical bromination will always replace the C-H bond on the MOST subsituted carbon center because the stability of the radical intermediate is higher with increasing substituents on the carbon center.<\/p>\n<p style=\"text-align: center;\"><a href=\"http:\/\/www.studyorgo.com\/blog\/wp-content\/uploads\/2013\/08\/Free-Radical-Halogenation-Module-Pic-5.png\"><img loading=\"lazy\" decoding=\"async\" class=\"size-medium wp-image-312 aligncenter\" alt=\"Free Radical Halogenation Module Pic 5\" src=\"http:\/\/www.studyorgo.com\/blog\/wp-content\/uploads\/2013\/08\/Free-Radical-Halogenation-Module-Pic-5-300x66.png\" width=\"300\" height=\"66\" \/><\/a><\/p>\n<p style=\"text-align: center;\">(click on image to view larger)<\/p>\n<p>This selectivity is the same, but a weaker consideration, for radical chlorination which obeys Hammond&#8217;s Postulate in that stability of the radical center is outweighed by the extreme exothermicity of radical chlorination (compared to bromination), thus a mixture of chlorinated products is observed.<\/p>\n<p>&nbsp;<\/p>\n<p>There are multiple examples of this reaction to review in the\u00a0<a href=\"http:\/\/www.studyorgo.com\/browse-reactions.php?show=all\">StudyOrgo.com Study Mode<\/a>. When ready, test your knowledge in the<a href=\"http:\/\/www.studyorgo.com\/quiz.php\">\u00a0StudyOrgo.com Quiz Mode<\/a>.<\/p>\n<p>Not a member yet?\u00a0<a href=\"https:\/\/www.studyorgo.com\/signup.php\">Sign-Up today!<\/a><\/p>\n<p>&nbsp;<\/p>\n<p>Check\u00a0out<a href=\"http:\/\/www.studyorgo.com\/blog\/free-radical-halogenation-module-part-3-stereoselectivity-determining-stereochemistry-of-carbon-centers\/\">\u00a0Part 3:\u00a0Stereoslectivity &#8211; Determining stereochemistry of carbon centers<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>This is the second part of a multi-part module on Free Radical Halogenation. View the first part here: Part 1: The Mechanism &nbsp; Radical bromination will always replace the C-H bond on the MOST subsituted carbon center because the stability of the radical intermediate is higher with increasing substituents on the carbon center. (click on [&hellip;]<\/p>\n","protected":false},"author":2,"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":[1],"tags":[],"class_list":["post-320","post","type-post","status-publish","format-standard","hentry","category-organic-chemistry"],"aioseo_notices":[],"_links":{"self":[{"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/posts\/320","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\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/comments?post=320"}],"version-history":[{"count":8,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/posts\/320\/revisions"}],"predecessor-version":[{"id":350,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/posts\/320\/revisions\/350"}],"wp:attachment":[{"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/media?parent=320"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/categories?post=320"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.studyorgo.com\/blog\/wp-json\/wp\/v2\/tags?post=320"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}