{"id":1550,"date":"2018-03-21T15:25:07","date_gmt":"2018-03-21T15:25:07","guid":{"rendered":"https:\/\/courses.lumenlearning.com\/suny-orgbiochemistry\/chapter\/the-formation-of-carboxylic-acids\/"},"modified":"2018-11-06T17:03:38","modified_gmt":"2018-11-06T17:03:38","slug":"the-formation-of-carboxylic-acids","status":"publish","type":"chapter","link":"https:\/\/courses.lumenlearning.com\/suny-monroecc-orgbiochemistry\/chapter\/the-formation-of-carboxylic-acids\/","title":{"raw":"15.3 The Formation of Carboxylic Acids","rendered":"15.3 The Formation of Carboxylic Acids"},"content":{"raw":"
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Learning Objective<\/h3>\r\n
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  1. Describe the preparation of carboxylic acids.<\/li>\r\n<\/ol>\r\n<\/div>\r\n<\/div>\r\n

    As we noted in Chapter 14 \"Organic Compounds of Oxygen\"<\/a>, the oxidation of aldehydes or primary alcohols forms carboxylic acids:<\/p>\r\n\r\n

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    In the presence of an oxidizing agent, ethanol is oxidized to acetaldehyde, which is then oxidized to acetic acid.<\/p>\r\n\r\n

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    This process also occurs in the liver, where enzymes catalyze the oxidation of ethanol to acetic acid.<\/p>\r\n CH3<\/sub>CH2<\/sub>OH\u00a0\u2192 CH3<\/sub>CHO\u00a0\u2192CH3<\/sub>COOH <\/span>\r\n

    Acetic acid can be further oxidized to carbon dioxide and water through other metabolic pathways.<\/p>\r\n\r\n

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    Concept Review Exercises<\/h3>\r\n
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    1. \r\n
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      Caproic acid (hexanoic acid) can be prepared in an oxidation reaction from<\/p>\r\n\r\n

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      1. what alcohol?<\/li>\r\n \t
      2. what aldehyde?<\/li>\r\n<\/ol>\r\n<\/div><\/li>\r\n \t
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        Give the structures of the aldehyde and the carboxylic acid formed by the oxidation of isobutyl alcohol [(CH3<\/sub>)2<\/sub>CHCH2<\/sub>OH].<\/p>\r\n\r\n<\/div><\/li>\r\n<\/ol>\r\n<\/div>\r\n

        \r\n\r\n[reveal-answer q=\"45927\"]Show Answer[\/reveal-answer]\r\n[hidden-answer a=\"45927\"]\r\n\r\n1. a. CH3<\/sub>CH2<\/sub>CH2<\/sub>CH2<\/sub>CH2<\/sub>CH2<\/sub>OH\r\n\r\nb. CH3<\/sub>CH2<\/sub>CH2<\/sub>CH2<\/sub>CH2<\/sub>CHO\r\n
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        2.\u00a0\"image\"[\/hidden-answer]<\/div>\r\n<\/div>\r\n<\/div>\r\n<\/div>\r\n
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        Key Takeaway<\/h3>\r\n<\/div>\r\n
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