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Chemistry · Ch 8 — Aldehydes, Ketones and Carboxylic Acids

Nomenclature and Structure of Carboxyl Group

8.6

Nomenclature and Structure of Carboxyl Group

The Carboxyl Group

Compounds that carry a −COOH-\text{COOH} group are called carboxylic acids. This group is really two familiar groups fused together — a carbonyl (>C=O>\text{C}=\text{O}) and a hydroxyl (−OH-\text{OH}) sharing the same carbon — and that fusion is exactly what gives the functional group its name, carb-oxy-l.

Carboxylic acids come in two broad flavours depending on what is attached to the carboxyl carbon:

  • Aliphatic acids, written generally as R−COOH\text{R}-\text{COOH}, where R is an alkyl group.
  • Aromatic acids, written generally as Ar−COOH\text{Ar}-\text{COOH}, where Ar is an aryl (benzene-ring-based) group.

Where They Occur

Carboxylic acids are one of the most widespread functional groups in nature — a large number of naturally occurring compounds carry this group. A particularly important set are the higher aliphatic acids in the C12\text{C}_{12}–C18\text{C}_{18} range, known as fatty acids. These do not usually occur free; they are found locked up as esters of glycerol inside natural fats and oils. …