{"id":1693,"date":"2018-03-21T15:41:13","date_gmt":"2018-03-21T15:41:13","guid":{"rendered":"https:\/\/courses.lumenlearning.com\/suny-orgbiochemistry\/chapter\/amides-structures-and-names\/"},"modified":"2018-11-09T15:38:03","modified_gmt":"2018-11-09T15:38:03","slug":"amides-structures-and-names","status":"publish","type":"chapter","link":"https:\/\/courses.lumenlearning.com\/suny-monroecc-orgbiochemistry\/chapter\/amides-structures-and-names\/","title":{"raw":"15.14 Amides: Structures and Names","rendered":"15.14 Amides: Structures and Names"},"content":{"raw":"
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Learning Objectives<\/h3>\r\n
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  1. Identify the general structure for an amide.<\/li>\r\n \t
  2. Identify the functional group for an amide.<\/li>\r\n \t
  3. Names amides with common names.<\/li>\r\n \t
  4. Name amides according to the IUPAC system.<\/li>\r\n<\/ol>\r\n<\/div>\r\n<\/div>\r\n

    The amide functional group has an nitrogen atom attached to a carbonyl carbon atom. If the two remaining bonds on the nitrogen atom are attached to hydrogen atoms, the compound is a simple amide<\/em>. If one or both of the two remaining bonds on the atom are attached to alkyl or aryl groups, the compound is a substituted amide<\/em>.<\/p>\r\n\r\n

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    Note<\/h3>\r\n

    The carbonyl carbon-to-nitrogen bond is called an amide linkage<\/em>. This bond is quite stable and is found in the repeating units of protein molecules, where it is called a peptide linkage<\/em>. (For more about peptide linkages, see Chapter 18 \"Amino Acids, Proteins, and Enzymes\"<\/a>, Section 18.3 \"Peptides\"<\/a>.)<\/p>\r\n\r\n<\/div>\r\n<\/div>\r\n

    Simple amides are named as derivatives of carboxylic acids. The -ic<\/em> ending of the common name or the -oic<\/em> ending of the International Union of Pure and Applied Chemistry (IUPAC) name of the carboxylic acid is replaced with the suffix -amide<\/em>.<\/p>\r\n\r\n

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    Example 16<\/h3>\r\n

    Name each compound with the common name, the IUPAC name, or both.<\/p>\r\n\r\n

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      Solution<\/p>\r\n\r\n

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      1. This amide has two carbon atoms and is thus derived from acetic acid. The OH of acetic acid is replaced by an NH2<\/sub> group. The -ic<\/em> from acetic<\/em> (or -oic<\/em> from ethanoic) is dropped, and -amide<\/em> is added to give acetamide<\/em> (or ethanamide in the IUPAC system).<\/li>\r\n \t
      2. This amide is derived from benzoic acid. The -oic<\/em> is dropped, and -amide<\/em> is added to give benzamide.<\/li>\r\n<\/ol>\r\n<\/div>\r\n
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        Skill-Building Exercise<\/h3>\r\n

        Name each compound with the common name, the IUPAC name, or both.<\/p>\r\n\r\n

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          Concept Review Exercises<\/h3>\r\n
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            Name this compound with the common name and the IUPAC name.<\/p>\r\n\r\n

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            Draw a the structural formulae for pentanamide.<\/p>\r\n\r\n<\/div><\/li>\r\n<\/ol>\r\n<\/div>\r\n

            \r\n\r\n[reveal-answer q=\"29684\"]Show Answer[\/reveal-answer]\r\n[hidden-answer a=\"29684\"]\r\n\r\n1. \u03b2-bromobutyramide (3-bromobutanamide)\r\n\r\n2.\"image\"\r\n\r\n[\/hidden-answer]\r\n\r\n<\/div>\r\n<\/div>\r\n<\/div>\r\n
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            Key Takeaways<\/h3>\r\n