List of esters


In chemistry, an ester is a compound derived from an acid in which the hydrogen atom of at least one acidic hydroxyl group of that acid is replaced by an organyl group. Analogues derived from oxygen replaced by other chalcogens belong to the ester category as well. According to some authors, organyl derivatives of acidic hydrogen of other acids are esters as well, but not according to the IUPAC.
An example of an ester formation is the substitution reaction between a carboxylic acid and an alcohol, forming an ester, where R and R′ are organyl groups, or H in the case of esters of formic acid. Glycerides, which are fatty acid esters of glycerol, are important esters in biology, being one of the main classes of lipids, and making up the bulk of animal fats and vegetable oils. Esters of carboxylic acids with low molecular weight are commonly used as fragrances and found in essential oils and pheromones. Phosphoesters form the backbone of DNA molecules. Nitrate esters, such as nitroglycerin, are known for their explosive properties, while polyesters are important plastics, with monomers linked by ester moieties. Esters of carboxylic acids usually have a sweet smell and are considered high-quality solvents for a broad array of plastics, plasticizers, resins, and lacquers. They are also one of the largest classes of synthetic lubricants on the commercial market.

By number of R group carbons (R−C(=O)−O−R')

7 carbons

List of ester odorants

Many esters of carboxylic acid have distinctive fruit-like odors, and many occur naturally in fruits and the essential oils of plants. This has also led to their common use in artificial flavorings and fragrances which aim to mimic those odors.
Ester nameStructureOdor or occurrence
Allyl hexanoatepineapple
Benzyl acetatepear, strawberry, jasmine
Bornyl acetatepine
Butyl acetateapple, honey
Butyl butyratepineapple
Butyl propanoatepear drops
Ethyl acetatenail polish remover, model paint, model airplane glue
Ethyl benzoatesweet, wintergreen, fruity, medicinal, cherry, grape
Ethyl butyratebanana, pineapple, strawberry
Ethyl hexanoatepineapple, waxy-green banana
Ethyl cinnamatecinnamon
Ethyl formatelemon, rum, strawberry
Ethyl heptanoateapricot, cherry, grape, raspberry
Ethyl isovalerateapple
Ethyl lactatebutter, cream
Ethyl nonanoategrape
Ethyl pentanoateapple
Geranyl acetategeranium
Geranyl butyratecherry
Geranyl pentanoateapple
Isobutyl acetatecherry, raspberry, strawberry
Isobutyl formateraspberry
Isoamyl acetatepear, banana
Isopropyl acetatefruity
Linalyl acetatelavender, sage
Linalyl butyratepeach
Linalyl formateapple, peach
Methyl acetateglue
Methyl anthranilategrape, jasmine
Methyl benzoatefruity, ylang ylang, feijoa
Methyl butyrate pineapple, apple, strawberry
Methyl cinnamatestrawberry
Methyl pentanoate flowery
Methyl phenylacetatehoney
Methyl salicylate Modern root beer, wintergreen, Germolene and Ralgex ointments
Nonyl caprylateorange
Octyl acetatefruity-orange
Octyl butyrateparsnip
Amyl acetate apple, banana
Pentyl butyrate apricot, pear, pineapple
Pentyl hexanoate apple, pineapple
Pentyl pentanoate apple
Propyl acetatepear
Propyl hexanoateblackberry, pineapple, cheese, wine
Propyl isobutyraterum
Terpenyl butyratecherry

Lactones

Lactones are a specific class cyclic carboxylic esters that are formed through intramolecular esterification.
Lactone nameStructure
β-propiolactone
γ-butyrolactone
D-glucono-δ-lactone
ε-caprolactone