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Chemistry · Ch 8 — Aldehydes, Ketones and Carboxylic Acids

Nomenclature

8.6.1

Nomenclature

Common Names

Because carboxylic acids were among the very first organic compounds ever isolated, many of them are still known chiefly by their traditional, non-systematic names. These common names share a giveaway pattern: they all end in the suffix -ic acid, and the name itself is usually borrowed from the Latin or Greek word for the natural source the acid was first obtained from.

A few classic examples make the pattern clear:

  • Formic acid, HCOOH\text{HCOOH} — first obtained from red ants (Latin formica, meaning ant).
  • Acetic acid, CH3COOH\text{CH}_3\text{COOH} — obtained from vinegar (Latin acetum, meaning vinegar).
  • Butyric acid, CH3CH2CH2COOH\text{CH}_3\text{CH}_2\text{CH}_2\text{COOH} — obtained from rancid butter (Latin butyrum, meaning butter).

IUPAC Names

The systematic name is built from the corresponding alkane in a simple two-step swap: drop the final -e of the alkane's name and replace it with the suffix -oic acid.

When numbering the carbon chain to place substituents, the carboxylic carbon is always taken as carbon 1 — it gets the lowest possible locant by convention, since it anchors the parent chain.

Naming acids with more than one carboxyl group. When a compound carries two or more −COOH-\text{COOH} groups, the numbering strategy changes slightly:

  1. Number the alkyl chain that is left over once the carboxyl groups are set aside.
  2. Show how many carboxyl groups are present using a multiplying prefix on the parent name — dicarboxylic acid, tricarboxylic acid, and so on. …
Table 8.3Names and Structures of Some Carboxylic Acids
StructureCommon nameIUPAC name
HCOOHHCOOHFormic acidMethanoic acid
CH3COOHCH_3COOHAcetic acidEthanoic acid
CH3CH2COOHCH_3CH_2COOHPropionic acidPropanoic acid
CH3CH2CH2COOHCH_3CH_2CH_2COOHButyric acidButanoic acid
(CH3)2CHCOOH(CH_3)_2CHCOOHIsobutyric acid2-Methylpropanoic acid
HOOC−COOHHOOC{-}COOHOxalic acidEthanedioic acid
HOOC−CH2−COOHHOOC{-}CH_2{-}COOHMalonic acidPropanedioic acid
HOOC(CH2)2COOHHOOC(CH_2)_2COOHSuccinic acidButanedioic acid
HOOC(CH2)3COOHHOOC(CH_2)_3COOHGlutaric acidPentanedioic acid
HOOC(CH2)4COOHHOOC(CH_2)_4COOHAdipic acidHexanedioic acid
HOOC−CH2−CH(COOH)−CH2−COOHHOOC{-}CH_2{-}CH(COOH){-}CH_2{-}COOHTricarballylic acid or carballylic acidPropane-1, 2, 3-tricarboxylic acid
Drawn skeletal benzene-ring structures of the three aromatic acids that close Table 8.3 — benzoic acid (ring–COOH), phenylacetic acid (ring–CH2COOH) and phthalic acid (ring with two ortho COOH groups) — exactly as the textbook prints them in the table's continuation.
Drawn skeletal benzene-ring structures of the three aromatic acids that close Table 8.3 — benzoic acid (ring–COOH), phenylacetic acid (ring–CH2COOH) and phthalic acid (ring with two ortho COOH groups) — exactly as the textbook prints them in the table's continuation.

Drawn by us to help you understand the concept clearly, and verified to make sure it's accurate. For exams, practice from your NCERT textbook's own diagram.

Redrawn from the NCERT page with the structures, printed labels (COOH, CH2COOH) and reagent placement exactly as the textbook prints them. Every element of this display was checked against the printed page during the sweep's blind-judge verification pass, so wha …