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Preparation

Many carboxylic acids can be obtained from natural sources such as vegetable oils. The preparation of soap from them, an experiment that you could easily carry out at home, involves the preparation and isolation of the sodium salts of long-chain carboxylic acids.

Preparation of carboxylic acids▶ Watch the video on YouTube
Home-made soap: ingredients, fat melting in a water bath, pouring into moulds and finished bars
Triolein (a triglyceride)NaOH ⟶Glycerin+Oleate

Lipids, triglycerides or fats are triesters of glycerin found both in vegetable oils (olive, sunflower, etc.) and in animal fats (tallow, lard, butter, etc.). These esters break down (hydrolysis) in basic medium. This process is called saponification (from Latin sapo, "soap").

In general, when one saponifies an ester, an alcohol and a carboxylate are produced. In this case the alcohol is 1,2,3-propanetriol (glycerin).

In general, when one saponifies an ester, an alcohol and a carboxylate are produced. In this case the carboxylate is cis-9-octadecenoate (oleate). Its neutralization with mineral acid yields oleic acid, one of the most important and ubiquitous fatty acids.

Industrial methods

Formic and acetic acids are industrially prepared from simple raw materials, some of them obtained from petroleum.

Industrial preparation of formic acid: NaOH and CO at 150 °C under pressure give sodium formate, which is acidified
Industrial preparation of acetic acid: oxidation of ethylene (Wacker process), oxidative cleavage of butane and methanol carbonylation (Monsanto process)

Laboratory methods