Nomenclature of Carboxylic Acids

As with aldehydes, the carboxyl group must be located at the end of a carbon chain. In the IUPAC system of nomenclature the carboxyl carbon is designated #1, and other substituents are located and named accordingly. The characteristic IUPAC suffix for a carboxyl group is "oic acid", and care must be taken not to confuse this systematic nomenclature with the similar common system. These two nomenclatures are illustrated in the following table, along with their melting and boiling points.

Substituted carboxylic acids are named either by the IUPAC system or by common names. If you are uncertain about the IUPAC rules for nomenclature you should review them now. Some common names, the amino acid threonine for example, do not have any systematic origin and must simply be memorized. In other cases, common names make use of the Greek letter notation for carbon atoms near the carboxyl group. Some examples of both nomenclatures are provided below.

Simple dicarboxylic acids having the general formula HO₂C–(CH₂)_n–CO₂H (where n = 0 to 5) are known by the common names: Oxalic (n=0), Malonic (n=1), Succinic (n=2), Glutaric (n=3), Adipic (n=4) and Pimelic (n=5) Acids. Common names, such as these can be troublesome to remember, so mnemonic aids, which take the form of a catchy phrase, have been devised. For this group of compounds one such phrase is: "Oh My Such Good Apple Pie".

مواضيع ذات صلة

Organic compounds are more soluble in water as ions

Heterocyclic aromatic compounds

Hückel’s rule tells us if compounds are aromatic

Molecular orbitals and aromaticity

The π molecular orbitals of other conjugated cyclic hydrocarbons

Benzene has six π molecular orbitals

Varying the number of electrons

Heats of hydrogenation of benzene and cyclooctatetraene

? What makes benzene special

Aromaticity

Conjugation and reactivity: looking forward to Chapter 10

The amide group