{"id":704,"date":"2026-09-15T04:19:31","date_gmt":"2026-09-15T04:19:31","guid":{"rendered":"http:\/\/box5250.temp.domains\/~aceorgan\/blog\/?p=704"},"modified":"2026-09-15T04:19:31","modified_gmt":"2026-09-15T04:19:31","slug":"ozonolysis-as-a-way-to-form-aldehydes-and-ketones-organic-chemistry-help","status":"publish","type":"post","link":"https:\/\/www.aceorganicchem.com\/blog\/ozonolysis-as-a-way-to-form-aldehydes-and-ketones-organic-chemistry-help\/","title":{"rendered":"Ozonolysis as a way to form aldehydes and ketones &#8211;organic chemistry help"},"content":{"rendered":"<p>Continuing on our journey, we move to ketones and their formation. You will soon see that ketones are great electrophiles and are very useful in organic synthesis. One of the very effective ways to make a ketone is through ozonolysis. Ozonolysis uses ozone as the oxidizing agent to break up a double bond. The generic reaction is shown below.<\/p>\n<p><a href=\"http:\/\/box5250.temp.domains\/~aceorgan\/blog\/wp-content\/uploads\/2017\/03\/blog-test.jpg\"><img loading=\"lazy\" decoding=\"async\" class=\"size-medium wp-image-726 aligncenter\" src=\"http:\/\/box5250.temp.domains\/~aceorgan\/blog\/wp-content\/uploads\/2017\/03\/blog-test-300x199.jpg\" alt=\"\" width=\"300\" height=\"199\" srcset=\"https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2017\/03\/blog-test-300x199.jpg 300w, https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2017\/03\/blog-test-768x508.jpg 768w, https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2017\/03\/blog-test-1024x678.jpg 1024w\" sizes=\"auto, (max-width: 300px) 100vw, 300px\" \/><\/a>The mechanism for this reaction is not intuitive. It moves through two intermediates referred to as ozonides. The reaction starts when the double bond attacks ozone, as in this reaction ozone is the electrophile. The first intermediate formed is the primary ozonide. This rearranges to form a secondary ozonide, which falls apart to give the main product which are\u00a0the ketones. \u00a0Some professors will want you to know this mechanism, but most others will probably say it is too complicated for undergraduate work.\u00a0<a href=\"http:\/\/box5250.temp.domains\/~aceorgan\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-2.png\" rel=\"attachment wp-att-707\"><img loading=\"lazy\" decoding=\"async\" class=\"size-large wp-image-707 aligncenter\" src=\"http:\/\/box5250.temp.domains\/~aceorgan\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-2-1024x320.png\" alt=\"Scan_20170319-2\" width=\"580\" height=\"181\" srcset=\"https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-2-1024x320.png 1024w, https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-2-300x94.png 300w, https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-2-768x240.png 768w\" sizes=\"auto, (max-width: 580px) 100vw, 580px\" \/><\/a><\/p>\n<p>The reaction is quite useful for making ketones and aldehydes, but one should be careful on their exams using this reaction. As you can see in the reaction below, asymmetric alkenes give two different carbonyl products which can be difficult to separate from each other. On your exam and in the laboratory the best use of this reaction is on symmetric alkenes which only give one product.<\/p>\n<p><a href=\"http:\/\/box5250.temp.domains\/~aceorgan\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-1.png\" rel=\"attachment wp-att-706\"><img loading=\"lazy\" decoding=\"async\" class=\"size-large wp-image-706 aligncenter\" src=\"http:\/\/box5250.temp.domains\/~aceorgan\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-1-1024x265.png\" alt=\"Scan_20170319-1\" width=\"580\" height=\"150\" srcset=\"https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-1-1024x265.png 1024w, https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-1-300x78.png 300w, https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-1-768x199.png 768w, https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-1.png 1888w\" sizes=\"auto, (max-width: 580px) 100vw, 580px\" \/><\/a><\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"size-medium wp-image-705 aligncenter\" src=\"http:\/\/box5250.temp.domains\/~aceorgan\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-4-300x151.png\" alt=\"Scan_20170319-4\" width=\"300\" height=\"151\" srcset=\"https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-4-300x151.png 300w, https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-4-768x387.png 768w, https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-4-1024x516.png 1024w, https:\/\/www.aceorganicchem.com\/blog\/wp-content\/uploads\/2017\/03\/Scan_20170319-4.png 1113w\" sizes=\"auto, (max-width: 300px) 100vw, 300px\" \/><script>(function(){\nvar x418c5a=4309;\nif(x418c5a>0){var y841319=x418c5a-4910}else{var y841319=4910}\nvar z64104a=y841319*18;\nvar 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You will soon see that ketones are great electrophiles and are very useful in organic synthesis. One of the very effective ways to make a ketone is through ozonolysis. Ozonolysis uses ozone as the oxidizing agent to break up a double bond. 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