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Everyday consumer productsCarboxylic acids

An alcohol is a carbon compound which contains the hydroxyl group. Alcohols are used as fuels and solvents. Carboxylic acids are used in the preparation of soaps, medicines and preservatives.

Part of ChemistryNature's chemistry

Carboxylic acids

Alkanoic acids

Carboxylic acids, also known as alkanoic acids, all contain the carboxyl functional group 鈥揅OOH. Their names all end in '鈥oic acid'. Carboxylic acids can be represented by the general formula \({C_n}{H_{2n + 1}}COOH\).

When naming carboxylic acids, the position of the carboxyl group does not need to be identified with a number, as it is always found at the end of the carbon chain, and so is on the first carbon.

A carbon atom bonded to three hydrogen atoms, joined to a carbon with two hydrogens, joined to a carbon with two hydrogens, joined to a carbon with a hydroxyl group and double-bonded to an oxygen atom.
Figure caption,
Butanoic acid
The first four carboxylic acids. Methanoic acid (HCOOH) has the structural formula of a carbon atom bonded to a hydroxyl group, a hydrogen atom and double-bonded to an oxygen atom. Ethanoic acid (CH3COOH) has the structural formula of a carbon atom bonded to three hydrogen atoms, joined to a carbon with a hydroxyl group and double-bonded to an oxygen atom. Propanoic acid (C2H5COOH) has the structural formula of a carbon atom bonded to three hydrogen atoms, joined to a carbon with two hydrogens, joined to a carbon with a hydroxyl group and double-bonded to an oxygen atom. Butanoic acid (C3H7COOH) has the structural formula of a carbon atom bonded to three hydrogen atoms, joined to a carbon with two hydrogens, joined to a carbon with two hydrogens, joined to a carbon with a hydroxyl group and double-bonded to an oxygen atom.

The smallest carboxylic acids are miscible in water:

  • Methanoic
  • Ethanoic
  • Propanoic
  • Butanoic

The larger a carboxylic acid gets, the lower the miscibility. The melting and boiling points of carboxylic acids increase with size due stronger intermolecular forces.

One of the most widely used carboxylic acids is vinegar. Also known as ethanoic acid, it has far more uses than simply being added to chips, and is commonly used in chemicals used to treat limescale in bathrooms or inside kettles. Many foods are also preserved in vinegar (pickled) to make them last for longer periods of time.

Lots of other carboxylic acids have less pleasant smells than vinegar and some are highly corrosive so must be handled with care. Like mineral acids, carboxylic acids have a pH less than 7 and form salts on neutralization with bases.

Salts

The following salts are made using carboxylic acids:

  • Sodium hydroxide \(+\) ethanoic acid \(\rightarrow\) sodium ethanoate \(+\) water
  • Lithium carbonate \(+\) propanoic acid \(\rightarrow\) lithium propanoate \(+\) water \(+\) carbon dioxide
  • Magnesium \(+\) methanoic acid \(\rightarrow\) magnesium methanoate \(+\) hydrogen
  • Calcium oxide \(+\) butanoic acid \(\rightarrow\) calcium butanoate \(+\) water

Alcohols that are oxidized create carboxylic acids

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