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Introduction to Related Carbonyl Derivatives

Another functional group combination with the carbonyl group can be prepared from carboxylic acids, and are generally treated as related derivatives. 5 common classes of these carboxylic acid derivatives are listed in the table. Even though nitriles do not have a carbonyl group, they are incorporated here because the functional carbon atoms all have similar oxidation state. The top row (yellow shaded) shows the general formula for each class, and the bottom row (light blue) gives a particular instance of each. As in the example of amines, amides are categorized as 1º, 2º or 3º, depending on the number of alkyl groups bonded to the nitrogen.

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Functional groups of this type are found in many types of natural products. Some instances are displayed below in the diagram with the functional group colored red. Several the functions are amides or esters, cantharidin being a rare instance of a natural anhydride. The Cyclic esters are called lactones and cyclic amides are considered as lactams. Penicillin G has two amide functions, one of which is a β-lactam. Greek letter locates the nitrogen relative to the carbonyl group of amide.

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