Ester
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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 ester | Odor or occurrence |
|---|---|
| Methyl acetate | glue |
| Ethyl acetate | nail polish remover, model paint, model airplane glue, pears |
| Propyl acetate | pear |
| Isopropyl acetate | fruity |
| Butyl acetate | apple, honey |
| Isobutyl acetate | cherry, raspberry, strawberry |
| Amyl acetate (pentyl acetate) | apple, banana |
| Isoamyl acetate | pear, banana (main component of banana essence) (flavoring in Pear drops) |
| Hexyl acetate | pear-like |
| 2-Hexenyl acetate | fruity, both cis and trans are used, sometimes individually |
| 3,5,5-Trimethylhexyl acetate | woody |
| Octyl acetate | fruity-orange |
| Benzyl acetate | pear, strawberry, jasmine |
| Bornyl acetate | pine (see also isobornyl acetate) |
| Geranyl acetate | geranium |
| Menthyl acetate | peppermint |
| Linalyl acetate | lavender, sage |
Formate Esters
| Formate esters | Odor or occurrence |
|---|---|
| Isobutyl formate | raspberry |
| Linalyl formate | apple, peach |
| Isoamyl formate | plum, blackcurrant |
| Ethyl formate | lemon, rum, strawberry |
| Methyl formate | pleasant, ethereal, rum, sweet |
Propionate, Butyrate, and Isobutyrate Esters
| Propionate, butyrate, and isobutyrate esters | Odor or occurrence |
|---|---|
| Butyl propionate | pear drops, apple, rare example of a propionate odorant |
| Methyl butyrate | pineapple, apple, strawberry |
| Ethyl butyrate | banana, pineapple, strawberry, perfumes |
| Propyl isobutyrate | rum |
| Butyl butyrate | pineapple, honey |
| Isoamyl butyrate | banana |
| Hexyl butyrate | fruits |
| Ethyl isobutyrate | blueberries, used in alcoholic drinks |
| Linalyl butyrate | peach |
| Geranyl butyrate | cherry |
| Terpinyl butyrate | cherry |
C5-C9 Aliphatic Esters
| C5-C9 aliphatic esters | Odor or occurrence |
|---|---|
| Methyl pentanoate (methyl valerate) | flowery |
| Ethyl isovalerate | fruity, used in alcoholic drinks |
| Geranyl pentanoate | apple |
| Pentyl pentanoate (amyl valerate) | apple |
| Propyl hexanoate | blackberry, pineapple |
| Ethyl heptanoate | apricot, cherry, grape, raspberry, used in alcoholic drinks |
| Pentyl hexanoate (amyl caproate) | apple, pineapple |
| Allyl hexanoate | pineapple |
| Ethyl hexanoate | pineapple, waxy-green banana |
| Ethyl nonanoate | grape |
| Nonyl caprylate | orange |
Esters of Aromatic Acids
| Esters of aromatic acids | Odor or occurrence |
|---|---|
| Ethyl benzoate | sweet, wintergreen, fruity, medicinal, cherry, grape |
| Ethyl cinnamate | cinnamon |
| Methyl cinnamate | strawberry |
| Methyl phenylacetate | honey |
| Methyl salicylate (oil of wintergreen) | Modern root beer, wintergreen, Germolene and Ralgex ointments (UK) |
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