Butyric acid ester
The butyric acid esters (also butanoic acid esters ; also butyrates or butanoates ) are - in contrast to their parent compound butyric acid - characterized by their fragrant, fruity odor notes .
They can be divided into esters of butyric acid and isobutyric acid and belong to the carboxylic acid esters .
Manufacturing
Their production takes place:
- either from butyric acid or isobutyric acid and the alcohols concerned in the presence of a mineral acid as a catalyst
- or by reacting the corresponding acid chlorides or acid anhydrides with the alcohols concerned.
Occurrence and characteristics
Butter contains triglycerides (esters of the trihydric alcohol glycerine with fatty acids , including butyric acid). When butter goes bad, it produces butyric acid, the unpleasant smell of which is typical of rancid butter.
The low molecular weight butyric acid esters are colorless, volatile , flammable substances that are insoluble in water, but are miscible with organic solvents.
The individual esters can be assigned to certain fruits with regard to their odor note:
- Butyric acid methyl ester (methyl butyrate) - apple
- Butyric acid ethyl ester (ethyl butyrate) - pineapple
- Butyric acid propyl ester (propyl butyrate) - strawberry
- Butyric acid butyl ester (butyl butyrate) - pineapple
- Butyric acid pentyl ester (pentyl butyrate) - apricot
- Isopentyl butyrate (isopentyl butyrate) - pear
- Methyl isobutyrate (methyl isobutyrate ) - apricot
- Ethyl isobutyrate (ethyl isobutyrate )
- Propyl isobutyrate (propyl isobutyrate) - pineapple / strawberry
- Butyl isobutyrate (butyl isobutyrate )
- Isopentyl isobutyrate (isopentyl isobutyrate ) - banana / pineapple
- Octyl isobutyrate (octyl isobutyrate ) - parsnip
- Benzyl isobutyrate (benzyl isobutyrate ) - jasmine / strawberry
Butyric acid or isobutyric acid ester can be found in the following fruits, for example:
use
There are many uses for these compounds as fragrances and flavorings . Butyric acid and isobutyric acid esters are sometimes used as solvents .
swell
- H. Beyer, W. Walter: Textbook of organic chemistry. 20th edition. Hirzel, Stuttgart 1984, pp. 243-246.
- J. Falbe, M. Regitz (Ed.): Römpp Lexikon Chemie. 10th edition. Thieme, Stuttgart / New York 1996-1999, pp. 556-557.
- Fenaroli's Handbook of Flavor Ingredients. 6th edition. CRC Press, 2009, ISBN 978-1-4200-9077-2 .