Nomenclature of Carboxylic Acids. Carboxylic Acids

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Carboxylic acids are those organic compounds that have the carbonyl group attached to a hydroxyl group, that is, they have the carboxyl group below:

Carboxyl group - carboxylic acid functional group

As these compounds were discovered, they were given names that were related to their origin or some of their characteristics, such as the following examples:

  • H ─ COOH →Formic acid(recalling “ant”, as it was first obtained by distilling red ants);
  • H3C - COOH → Acetic acid (from latin acetum, which comes from “sour = vinegar”, being the main component of vinegar);
  • H3C - CH2 CH2 ─ COOH → Butyric acid(from English butter, which means “butter”; this acid contributes to the characteristic smell of rancid butter);
  • Benzoic acid formula→ Benzoic acid(in benzoin,an herb used in smoking).
  • HOOC - COOH →oxalic acid (from the greek oxys, which means “very acidic”).

However, over time, more and more carboxylic acids were discovered, in addition to thousands of other compounds organic and, as a result, it became very difficult to study all these compounds in an organized way and discuss the research in several countries. Therefore, the IUPAC (International Union of Pure and Applied Chemistry, which comes from English

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International Union of Pure at Applied Chemistry) created rules for the nomenclature of all organic compounds according to the function to which they belong. These rules can be seen in the text. IUPAC Nomenclature.

In the case of carboxylic acids, the rule is basically as follows for those with a normal chain, that is, those that do not have branches:

ACID+ PREFIX + INFIX + HI CO
(indicates the (indicates the
the amount kind of
of carbons) Link)

Examples:

H ─ COOH →Acid metanHi co

H3C - COOH → Acid etanHi co

H3C - CH2 CH2 ─ COOH → Acid butanHi co

If there is more than one carboxyl group, it must be indicated by means of a prefix before the “oic” suffix, as in the examples below:

HOOC ─ COOH → Acid etanOdiHi co

HOOC - CH2 CH2 CH2 CH2 ─ COOH → Acid hexanOdiHi co

If there are unsaturations (double or triple bonds) and/or branches, it will be necessary to number the chain, starting from the carboxyl carbon. Remembering that if you have more than one branch, they must be written in alphabetical order, disregarding the prefixes di, tri, tetra, iso, sec, terc, neo etc.

Examples:

Nomenclature of some carboxylic acids


By Jennifer Fogaça
Graduated in Chemistry

Source: Brazil School - https://brasilescola.uol.com.br/quimica/nomenclatura-dos-Acidos-carboxilicos.htm

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