Safekipedia

Ester

Adapted from Wikipedia · Explorer experience

A chemical structure showing the molecular arrangement of butyl acetate ester, a common organic compound.

What is an Ester?

An ester is a special kind of compound in chemistry. It is made when the hydrogen in an acid is replaced by another group. Esters are found all around us — in nature and in everyday things.

Esters are very important in living things. For example, glycerides, which are esters of glycerol, help make up animal fats and vegetable oils. Esters also give fruits, butter, cheese, and even vegetables like celery their nice smells.

Fun Facts About Esters

Esters are very useful. People use them as fragrances and solvents for plastics. They are also part of important materials like DNA. Some esters can be dangerous, but many are safe and make our world smell and taste nice.

The word ester was created in 1848 by a German chemist named Leopold Gmelin. It comes from a German word meaning “acetic ether.”

Esters are made from acids and alcohols. Their names are based on the names of these acids and alcohols. For simpler acids, we use easy names like formate or acetate. For more complex acids, we use longer names ending in -oate, such as octanoate.

Esters are found in many places. They give many fruits their nice smells and tastes, such as apples, durians, pears, bananas, pineapples, and strawberries. Factories make large amounts of special esters called polyesters every year, including important ones like polyethylene terephthalate, acrylate esters, and cellulose acetate.

Esters and Their Smells

Many esters smell like fruits. People use them to make artificial flavors and fragrances that copy nice fruit smells. Here are some examples of esters and the smells they have:

Acetate Esters

Acetate esterOdor or occurrence
Methyl acetateglue
Ethyl acetatenail polish remover, model paint, model airplane glue, pears
Propyl acetatepear
Isopropyl acetatefruity
Butyl acetateapple, honey
Isobutyl acetatecherry, raspberry, strawberry
Amyl acetate (pentyl acetate)apple, banana
Isoamyl acetatepear, banana (main component of banana essence) (flavoring in Pear drops)
Hexyl acetatepear-like
2-Hexenyl acetatefruity, both cis and trans are used, sometimes individually
3,5,5-Trimethylhexyl acetatewoody
Octyl acetatefruity-orange
Benzyl acetatepear, strawberry, jasmine
Bornyl acetatepine (see also isobornyl acetate)
Geranyl acetategeranium
Menthyl acetatepeppermint
Linalyl acetatelavender, sage

Formate Esters

Propionate, Butyrate, and Isobutyrate Esters

Propionate, butyrate, and isobutyrate estersOdor or occurrence
Butyl propionatepear drops, apple, rare example of a propionate odorant
Methyl butyratepineapple, apple, strawberry
Ethyl butyratebanana, pineapple, strawberry, perfumes
Propyl isobutyraterum
Butyl butyratepineapple, honey
Isoamyl butyratebanana
Hexyl butyratefruits
Ethyl isobutyrateblueberries, used in alcoholic drinks
Linalyl butyratepeach
Geranyl butyratecherry
Terpinyl butyratecherry

C5-C9 Aliphatic Esters

C5-C9 aliphatic estersOdor or occurrence
Methyl pentanoate (methyl valerate)flowery
Ethyl isovaleratefruity, used in alcoholic drinks
Geranyl pentanoateapple
Pentyl pentanoate (amyl valerate)apple
Propyl hexanoateblackberry, pineapple
Ethyl heptanoateapricot, cherry, grape, raspberry, used in alcoholic drinks
Pentyl hexanoate (amyl caproate)apple, pineapple
Allyl hexanoatepineapple
Ethyl hexanoatepineapple, waxy-green banana
Ethyl nonanoategrape
Nonyl caprylateorange

Esters of Aromatic Acids

Esters of aromatic acidsOdor or occurrence
Ethyl benzoatesweet, wintergreen, fruity, medicinal, cherry, grape
Ethyl cinnamatecinnamon
Methyl cinnamatestrawberry
Methyl phenylacetatehoney
Methyl salicylate (oil of wintergreen)Modern root beer, wintergreen, Germolene and Ralgex ointments (UK)

Images

Illustration showing different shapes of ester molecules, helpful for learning about chemistry.
Chemical structure of menthyl acetate, a type of ester found in nature.
Illustration of the chemical structure of methyl formate.
Chemical structure of n-Butyl propionate, a compound formed from butanol and propionic acid.
Chemical structure of Isoamyl butyrate
Chemical structure of methyl benzoate, a common organic compound used in chemistry education.

Related articles

This article is a child-friendly adaptation of the Wikipedia article on Ester, available under CC BY-SA 4.0.

Images from Wikimedia Commons. Tap any image to view credits and license.