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Ester



 
 
An ester is an often fragrant
Aroma compound

An aroma compound, also known as odorant, aroma, fragrance or flavor, is a chemical compound that has a smell or odor. A chemical compound has a smell or odor when two conditions are met: the compound needs to be volatile, so it can be transported to the olfactory system in the upper part of the nose, and it needs to b...
 organic
Organic chemistry

Organic chemistry is a discipline within chemistry which involves the science study of the structure, properties, composition, chemical reaction, and preparation of chemical compounds that contain carbon....
 or partially organic compound formed by the reaction between an acid (including amino acid
Amino acid

In chemistry, an amino acid is a molecule containing both amine and carboxyl functional groups. These molecules are particularly important in biochemistry, where this term refers to alpha-amino acids with the general formula H2NCHRCOOH, where R is an organic substituent....
s) and an alcohol
Alcohol

In chemistry, an alcohol is any organic compound in which a hydroxyl Functional group is bound to a carbon atom of an alkyl or substituted alkyl group....
 (alkyl
Alkyl

An alkyl is a univalent Radical consisting of carbon and hydrogen atoms, arranged in a chain. The Alkyls form homologous series with the general formula CnH2n+1....
, R) or aromatic alcohol (aryl
Aryl

In the context of organic molecules, aryl refers to any functional group or substituent derived from a simple aromatic ring, may it be phenyl, thiophene, indole, etc ....
, R') (including a more basic amino acid) with the elimination of water.






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Ester General
Phosphate Group
An ester is an often fragrant
Aroma compound

An aroma compound, also known as odorant, aroma, fragrance or flavor, is a chemical compound that has a smell or odor. A chemical compound has a smell or odor when two conditions are met: the compound needs to be volatile, so it can be transported to the olfactory system in the upper part of the nose, and it needs to b...
 organic
Organic chemistry

Organic chemistry is a discipline within chemistry which involves the science study of the structure, properties, composition, chemical reaction, and preparation of chemical compounds that contain carbon....
 or partially organic compound formed by the reaction between an acid (including amino acid
Amino acid

In chemistry, an amino acid is a molecule containing both amine and carboxyl functional groups. These molecules are particularly important in biochemistry, where this term refers to alpha-amino acids with the general formula H2NCHRCOOH, where R is an organic substituent....
s) and an alcohol
Alcohol

In chemistry, an alcohol is any organic compound in which a hydroxyl Functional group is bound to a carbon atom of an alkyl or substituted alkyl group....
 (alkyl
Alkyl

An alkyl is a univalent Radical consisting of carbon and hydrogen atoms, arranged in a chain. The Alkyls form homologous series with the general formula CnH2n+1....
, R) or aromatic alcohol (aryl
Aryl

In the context of organic molecules, aryl refers to any functional group or substituent derived from a simple aromatic ring, may it be phenyl, thiophene, indole, etc ....
, R') (including a more basic amino acid) with the elimination of water. For examples,

acetic acid
Acetic acid

Acetic acid, CH3COOH, also known as ethanoic acid, is an organic acid which gives vinegar its sour taste and pungent smell. Pure, water-free acetic acid is a colourless liquid that absorbs water from the environment , and freezes at 16.7 Celsius to a colourless crystalline solid....
 + an alcohol <=> acetic ester + water,

CH3COOH + ROH <=> CH3COOR + H2O,

or

CH3COO- + H+ + R+ + OH- <=> CH3COOR + H2O;

with one amino acid acting as a base:

formic acid
Formic acid

Formic acid is the simplest carboxylic acid. Its formula is hydrogencarbonoxygenOH or CH2O2. It is an important intermediate in chemical synthesis and occurs naturally, most notably in the venom of bee and ant stingers....
 + L-methionine <=> N-formyl-L-methionine
N-Formylmethionine

N-Formylmethionine is an amino acid found in all living cell s. It is a derivative of the amino acid methionine in which a formyl group has been added to the amino group....
 (an amino acid) + H2O,

or

two amino acids:

Cys + Gly <=> Cys-Gly + H2O,

forming a dipeptide
Dipeptide

A dipeptide is a molecule consisting of two amino acids joined by a single peptide bond.Dipeptides are produced from polypeptides by the action of the hydrolase enzyme dipeptidyl peptidase....
. A reaction between an inorganic
Inorganic chemistry

Inorganic chemistry is the branch of chemistry concerned with the properties and behavior of inorganic compounds. This field covers all chemical compounds except the myriad organic compounds , which are the subjects of organic chemistry....
 hydroxide (e.g. sodium hydroxide
Sodium hydroxide

Sodium hydroxide , also known as lye, caustic soda and sodium hydrate, is a caustic metallic Base . Sodium hydroxide forms a strong alkaline solution when dissolved in a solvent such as water, however, only the hydroxide ion is basic....
) and an organic acid (e.g. acetic acid) produces a salt of acetic acid (sodium acetate
Sodium acetate

Sodium acetate, is the sodium Salt of acetic acid. It is an inexpensive chemical produced in industrial quantities for a wide range of uses....
). A compound is an ester when the hydroxide donor is organic and a salt when the hydroxide donor is inorganic. Hence, a carbonate
Carbonate

In chemistry, a carbonate is a salt or ester of carbonic acid....
 can be a salt or ester of carbonic acid
Carbonic acid

Carbonic acid has the Molecular formula H2CO3. It is also a name sometimes given to solutions of carbon dioxide in water , which contain small amounts of H2CO3....
.

Esters are a class of chemical compounds and functional group
Functional group

In organic chemistry, functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules....
s. Esters consist of an inorganic or organic acid
Acid

An acid is traditionally considered any chemical compound that, when dissolved in water, gives a solution with a hydrogen ion Activity greater than in pure water, i.e....
 in which at least one -OH (hydroxyl
Hydroxyl

Hydroxyl in chemistry stands for a molecule consisting of an oxygen atom and a hydrogen atom connected by a covalent bond. The neutral form is a hydroxyl Radical and the hydroxyl anion is called a hydroxide....
) group is replaced by an -O-alkyl
Alkyl

An alkyl is a univalent Radical consisting of carbon and hydrogen atoms, arranged in a chain. The Alkyls form homologous series with the general formula CnH2n+1....
 (alkoxy) group. Some acids that are commonly esterified are carboxylic acid
Carboxylic acid

Carboxylic acids are organic acids characterized by the presence of a carboxyl group, which has the Chemical formula -COH, usually written -COOH or -CO2H....
s, phosphoric acid
Phosphoric acid

Phosphoric acid, also known as orthophosphoric acid or phosphoric acid, is a mineral acid having the chemical formula Hydrogen3PhosphorusOxygen4....
, sulfuric acid
Sulfuric acid

Sulfuric acid, hydrogen2sulfuroxygen4, is a strong mineral acid. It is soluble in water at all concentrations. Sulfuric acid has many applications, and is one of the top products of the chemical industry....
, nitric acid
Nitric acid

Nitric acid , also known as aqua fortis and spirit of nitre, is a highly corrosion and toxic strong acid that can cause severe burns....
, and boric acid
Boric acid

Boric acid, also called boracic acid or orthoboric acid or Acidum Boricum, is a weak acid often used as an antiseptic, insecticide, flame retardant, in nuclear power plants to control the fission rate of uranium, and as a precursor of other chemical compounds....
. Volatile esters, particularly carboxylate esters, often have a pleasant smell and are found in perfume
Perfume

Perfume is a mixture of fragrant essential oils and aroma compounds, fixatives, and solvents used to give the human body, animals, objects, and living spaces a pleasant smell....
s, essential oil
Essential oil

An essential oil is a concentrated, hydrophobic liquid containing volatile aroma compounds from plants. They are also known as volatile or ethereal oils, or simply as the "oil of" the plant material from which they were extracted, such as oil of clove....
s, and pheromone
Pheromone

A pheromone is a chemical that triggers a natural behavioral response in another member of the opposite gender of the same species. There are alarm signal pheromones, food trail pheromones, sex pheromones, and many others that affect behavior or physiology....
s, and give many fruits their scent. Ethyl acetate
Ethyl acetate

Ethyl acetate is the organic compound with the formula CH3COOCH2CH3. This colorless liquid has a characteristic sweet smell like certain glues or nail polish removers, in which it is used....
 and methyl acetate
Methyl acetate

Methyl acetate, also known as acetic acid methyl ester or methyl ethanoate, is a clear, flammable liquid with a characteristic, not unpleasant smell like certain glues or nail polish removers....
 are important solvent
Solvent

A solvent is a liquid or gas that dissolves a solid, liquid, or gaseous solute, resulting in a solution.The most common solvent in everyday life is water....
s; fatty acid
Fatty acid

In chemistry, especially biochemistry, a fatty acid is a carboxylic acid often with a long unbranched aliphatic tail , which is either saturation or Unsaturated compound....
 esters form fat
Fat

Fats consist of a wide group of compounds that are generally soluble in organic solvents and largely insoluble in water. Chemistry, fats are generally ester of glycerol and fatty acids....
 and lipid
Lipid

Lipids are broadly defined as any fat-soluble , naturally-occurring molecule, such as fats, oils, waxes, cholesterol, sterols, fat-soluble vitamins , monoglycerides, diglycerides, phospholipids, and others....
s; phosphoesters form the backbone of DNA
DNA

Deoxyribonucleic acid is a nucleic acid that contains the genetics instructions used in the development and functioning of all known living organisms and some viruses....
 molecules; nitrate esters are known for their explosive properties (best known: nitroglycerin) and polyester
Polyester

Polyester is a category of polymers which contain the ester functional group in their main chain. Although there are many polyesters, the term "polyester" as a specific material most commonly refers to polyethylene terephthalate ....
s are important plastic
Plastic

Plastic is the general common term for a wide range of synthetic or semisynthetic organic chemistry solid materials suitable for the manufacture of industrial products....
s. Cyclic esters are called lactone
Lactone

A lactone is a cyclic ester in organic chemistry . It is the condensation reaction product of an alcohol functional group and a carboxylic acid group in the same molecule....
s. The name "ester" is derived from the German Essig-Äther (literally: vinegar ether
Ether

Ether is a class of organic compounds which contain an ether functional group ? an oxygen atom connected to two alkyl or aryl groups ? of general formula R?O?R....
), an old name for ethyl acetate. Esters can be synthesized
Chemical synthesis

In chemistry, chemical synthesis is purposeful execution of chemical reactions in order to get a product , or several products. This happens by physics and chemical manipulations usually involving one or more reactions....
 in a condensation reaction
Condensation reaction

A condensation reaction is a chemical reaction in which two molecules or moieties combine to form one single molecule, together with the loss of a small molecule....
 between an acid and an alcohol
Alcohol

In chemistry, an alcohol is any organic compound in which a hydroxyl Functional group is bound to a carbon atom of an alkyl or substituted alkyl group....
 in a reaction known as esterification
Esterification

Esterification is the general name for a chemical reaction in which two reactants form an ester as the product . Esters are common in organic chemistry and biological materials, and often have a characteristic pleasant, fruity odor....
.

Nomenclature

Since most esters, or carbonate, are derived from carboxylic acids, a specific nomenclature is used for them. For esters derived from the simplest carboxylic acids, the traditional name for the acid constituent is generally retained, e.g., formate, acetate, propionate, butyrate. For esters from more complex carboxylic acids, the systematic name for the acid is used, followed by the suffix -oate. For example, methyl formate
Methyl formate

Methyl formate, also called methyl methanoate, is the methyl ester of formic acid. It is a clear liquid with an ethereal odor, high vapor pressure and low surface tension....
 is the ester of methanol
Methanol

Methanol, also known as methyl alcohol, carbinol, wood alcohol, wood naphtha or wood spirits, is a chemical compound with chemical formula carbonhydrogen3oxygenhydrogen ....
 and methanoic acid (formic acid
Formic acid

Formic acid is the simplest carboxylic acid. Its formula is hydrogencarbonoxygenOH or CH2O2. It is an important intermediate in chemical synthesis and occurs naturally, most notably in the venom of bee and ant stingers....
): the simplest ester. It could also be called methyl methanoate.

Ethylethanoate
Esters of aromatic acids are also encountered, including benzoates such as methyl benzoate
Methyl benzoate

Methyl benzoate is an ester with the chemical formula C6H5COOCH3. It is formed by the condensation of methanol and benzoic acid....
, and phthalates
Phthalates

Phthalates, or phthalate esters, are esters of phthalic acid and are mainly used as plasticizers . They are chiefly used to soften polyvinyl chloride....
, with substitution allowed in the name.

The chemical formulas of esters are typically in the format of R-COO-R, in which the alkyl group (R) is mentioned first, and the carboxylate group (R) is mentioned last. For example the ester: butyl ethanoate - derived from butanol
Butanol

Butanol or butyl alcohol , is a primary alcohol with a 4 carbon structure and the molecular formula of Carbon4Hydrogen9Oxygen....
 (C4H9OH) and ethanoic acid (CH3COOH) would have the formula: CH3COOC4H9. Sometimes the formula may be 'broken up' to show the structure, in this case: CH3COO[CH2]3CH3.

Oligoesters


The term oligoester refers to any ester polymer containing a small number of component esters. As an example, chemically
Chemistry

Chemistry is the science concerned with the composition, structure, and properties of matter, as well as the changes it undergoes during chemical reactions....
, fat
Fat

Fats consist of a wide group of compounds that are generally soluble in organic solvents and largely insoluble in water. Chemistry, fats are generally ester of glycerol and fatty acids....
s are generally diesters of glycerol
Glycerol

Glycerol is a chemical compound also commonly called glycerin or glycerine. It is a colorless, odorless, Viscosity liquid that is widely used in pharmaceutical formulations....
 and fatty acid
Fatty acid

In chemistry, especially biochemistry, a fatty acid is a carboxylic acid often with a long unbranched aliphatic tail , which is either saturation or Unsaturated compound....
s. Most of the mass of a fat/triester is in the 3 fatty acids.

Tetraesters can be found as part of membrane-spanning
Transmembrane protein

A transmembrane protein is a protein that spans the entire biological membrane. Transmembrane proteins aggregate and precipitate in water. They require detergents or nonpolar solvents for extraction, although some of them can be also extracted using denaturing agents....
 lipid
Lipid

Lipids are broadly defined as any fat-soluble , naturally-occurring molecule, such as fats, oils, waxes, cholesterol, sterols, fat-soluble vitamins , monoglycerides, diglycerides, phospholipids, and others....
s in bacteria
Bacteria

The Bacteria are a large group of unicellular microorganisms. Typically a few micrometres in length, bacteria have a wide range of shapes, ranging from spheres to rods and spirals....
 from the order Thermotogales
Thermotogae

Thermotoga are thermophile or hyperthermophile bacteria whose cell is wrapped in an outer "toga" membrane. They were named by microbiologist Karl Stetter....
.

Pentaesters have been used as indicator
Complexometric indicator

A complexometric indicator is an ionochromism dye that undergoes a definite color change in presence of specific metal ions. It forms a weak complex with the ions present in the solution, which has significantly different color than the form existing outside of the complex....
s or in isotopic labelling compounds.

Hexaesters such as calix[6]arene
Calixarene

A calixarene is a macrocycle or Cyclic compound oligomer based on a hydroxyalkylation product of a phenol and an aldehyde [1]. The word calixarene is derived from calix or Chalice because this type of molecule resembles a vase and from the word arene that refers to the aromatic building block....
 have been used in optode
Optode

An optode or optrode is an optical sensor device that optically measures a specific substance usually with the aid of a chemical transducer....
s as sensing devices for optical determination of potassium ion concentration in pH-buffer solution
Buffer solution

A buffer solution is an aqueous solution consisting of a mixture of a weak acid and its conjugate base or a weak base and its conjugate acid. It has the property that the pH of the solution changes very little when a small amount of acid or base is added to it....
s.

Heptaesters have been found in Euphorbia species.

Octaesters can be inclusions of ester moieties
Moiety

Moiety may mean:*A part or half of a molecule *In anthropology, a type of descent group*An Australian Aboriginal kinship*Native Hawaiian realm ruled by a Mo'i or Ali'i...
 within cavitand
Cavitand

A cavitand is a container shaped molecule. The cavity of the cavitand allows it to engage in host-guest chemistry with guest molecules of a complementary shape and size....
 cavities.

The number of esters can be up to ten as in oligo-(R)-3-hydroxybutyrate.

Physical properties


Esters participate in hydrogen bond
Hydrogen bond

A hydrogen bond is the attractive force between one electronegative atom and a hydrogen covalently bonded to another electronegative atom. It results from a dipole-dipole force with a hydrogen atom bonded to nitrogen, oxygen or fluorine ....
s as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding makes them more water
Water

Water is a common chemical substance that is essential for the survival of all known forms of life. In typical usage, water refers only to its liquid form or States of matter, but the substance also has a solid state, ice, and a gaseous state, water vapor or steam....
-soluble than their parent hydrocarbon
Hydrocarbon

In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. With relation to chemical terminology, aromatic hydrocarbons or arenes, alkanes, alkenes and alkyne-based compounds composed entirely of carbon or hydrogen are referred to as "pure" hydrocarbons, whereas other hydrocarbons with bonded com...
s. However, the limitations on their hydrogen bonding also make them more hydrophobic than either their parent alcohols or their parent acids. Their lack of hydrogen-bond-donating ability means that ester molecule
Molecule

In chemistry, a molecule is defined as a sufficiently stable, electric charge neutral group of at least two atoms in a definite arrangement held together by very strong chemical bonds....
s cannot hydrogen-bond to each other, which, in general, makes esters more volatile than a carboxylic acid
Carboxylic acid

Carboxylic acids are organic acids characterized by the presence of a carboxyl group, which has the Chemical formula -COH, usually written -COOH or -CO2H....
 of similar molecular weight. This property makes them very useful in organic analytical chemistry: Unknown organic acids with low volatility can often be esterified into a volatile ester, which can then be analyzed using gas chromatography, gas liquid chromatography, or mass spectrometry
Mass spectrometry

Mass spectrometry is an analytical technique for the determination of the elemental composition of a sample or molecule. It is also used for elucidating the chemical structures of molecules, such as peptides and other chemical compounds....
. Many esters have distinctive fruit-like odors, which has led to their commonplace use in artificial flavorings and fragrances. For example:

Ester Name Structure Odour or Occurrence
Allyl hexanoate pineapple
Pineapple

Pineapple is the common name for an edible tropical plant and also its fruit. It is native to the southern part of Brazil, and Paraguay. This herbaceous plant perennial plant grows to tall with 30 or more trough-shaped and pointed leaves long, surrounding a thick plant stem....
Benzyl acetate
Benzyl acetate

Benzyl acetate is an organic compound with the molecular formula C9H10O2. It is the ester formed by condensation of benzyl alcohol and acetic acid....
pear
Pear

The pear is an edible pome fruit produced by a tree of genus Pyrus . The pear is classified within Maloideae, a subfamily within Rosaceae. The apple , which it resembles in floral structure, is also a member of this subfamily....
, strawberry
Strawberry

Fragaria is the name of a genus of flowering plants in the rose family, Rosaceae, commonly known as strawberries for their edible fruits....
, jasmine
Jasmine

Jasmine is a genus of shrubs and vines in the olive family ,with about 200 species, native to tropical and warm temperate regions of the Old World....
Bornyl acetate pine
Pine

Pines are Pinophyta trees in the genus Pinus, in the family Pinaceae. They make up the monotypic subfamily Pinoideae. There are about 115 species of pine, although different authorities accept between 105 and 125 species....
 tree flavor
Butyl butyrate
Butyl butyrate

Butyl butyrate, or butyl butanoate, is an organic compound which is an ester formed by the condensation of butyric acid and butanol. It is a clear, colorless liquid that is insoluble in water, but miscible with ethanol and diethyl ether....
Butyl Butyrate
pineapple
Pineapple

Pineapple is the common name for an edible tropical plant and also its fruit. It is native to the southern part of Brazil, and Paraguay. This herbaceous plant perennial plant grows to tall with 30 or more trough-shaped and pointed leaves long, surrounding a thick plant stem....
Ethyl acetate
Ethyl acetate

Ethyl acetate is the organic compound with the formula CH3COOCH2CH3. This colorless liquid has a characteristic sweet smell like certain glues or nail polish removers, in which it is used....
nail polish remover, model
Scale model

Sorry, no overview for this topic
 paint
Paint

Paint is any liquid, liquifiable, or mastic composition which after application to a Substrate in a thin layer is converted to an opaque solid film....
, model airplane
Model aircraft

Model aircraft are flying or non-flying models of existing or imaginary aircraft, often scaled down versions of full size planes, using materials such as Ochroma pyramidale wood, foam and fiberglass....
 glue
Adhesive

Adhesive or glue is a compound in a liquid or semi-liquid state that adhesion or bonds items together. Adhesives may come from either natural or Chemical synthesis sources....
Ethyl butyrate
Ethyl butyrate

Ethyl butyrate, also known as ethyl butanoate, or butyric ether, is an ester with the chemical formula CH3CH2CH2COOCH2CH3, with one oxygen having a double bond....
Ethyl Butyrate
banana
Banana

File:Banana and cross section.jpgBanana is the common name for a fruit and also the herbaceous plants of the genus Musa which produce this commonly eaten fruit....
, pineapple
Pineapple

Pineapple is the common name for an edible tropical plant and also its fruit. It is native to the southern part of Brazil, and Paraguay. This herbaceous plant perennial plant grows to tall with 30 or more trough-shaped and pointed leaves long, surrounding a thick plant stem....
, strawberry
Strawberry

Fragaria is the name of a genus of flowering plants in the rose family, Rosaceae, commonly known as strawberries for their edible fruits....
Ethyl hexanoate pineapple
Pineapple

Pineapple is the common name for an edible tropical plant and also its fruit. It is native to the southern part of Brazil, and Paraguay. This herbaceous plant perennial plant grows to tall with 30 or more trough-shaped and pointed leaves long, surrounding a thick plant stem....
,waxy-green banana
Ethyl cinnamate
Ethyl cinnamate

Ethyl cinnamate is the ester of cinnamic acid and ethanol. It is present in the essential oil of cinnamon; pure ethyl cinnamate has a "fruity and balsamic odor, reminiscent of cinnamon with an amber note" ....
Ethyl Cinnamate
cinnamon
Cinnamon

Cinnamon is a small evergreen tree 10?15 metres tall, belonging to the family Lauraceae, and is native to Sri Lanka.The leaf are ovate-oblong in shape, 7?18 cm long....
Ethyl formate
Ethyl formate

Ethyl formate is an ester formed when ethanol reacts with formic acid. It is also known as ethyl methanoate because ethanol and methanoic acid are used to form it....
Ethyl Methanoate
lemon
Lemon

The lemon is the common name for Citrus limon. The reproductive tissue surrounds the seed of the angiosperm lemon tree. The lemon is used for culinary and nonculinary purposes throughout the world....
, rum
Rûm

R?m, also Roum or Rhum , is a very indefinite term used at different times in the Muslim world to refer to the Balkans and Anatolia generally, and for the Byzantine Empire in particular, for the Seljuk Sultanate of R?m in Asia Minor, and for Greeks inhabiting Ottoman Empire or modern Turkey territory as well as for Greek Cypriots....
, strawberry
Strawberry

Fragaria is the name of a genus of flowering plants in the rose family, Rosaceae, commonly known as strawberries for their edible fruits....
Ethyl heptanoate
Ethyl heptanoate

Ethyl heptanoate is the ester resulting from the condensation of heptanoic acid and ethanol. It is used in the flavor industry because of its odor that is similar to grape....
Ethyl Heptanoate
apricot
Apricot

The Apricot is a species of Prunus, classified with the plum in the subgenus Prunus. The native range is somewhat uncertain due to its extensive prehistoric cultivation, but most likely in northern and western China and Central Asia, possibly also Korea and Japan....
, cherry
Cherry

The word cherry refers to a fleshy fruit that contains a single stony seed. The cherry belongs to the family Rosaceae, genus Prunus, along with almonds, peaches, plums, apricots and bird cherry ....
, grape
Grape

File:Table grapes on white.jpgA grape is the non-Climacteric #In_botany fruit that grows on the Perennial plant and deciduous woody vines of the genus Vitis....
, raspberry
Raspberry

The raspberry is the edible fruit of a multitude of plant species in the subgenus Rubus#Scientific classification of the genus Rubus; the name also applies to these plants themselves....
Ethyl isovalerate apple
APPLE

This article is about the satellite APPLE. For the fruit apple, see Apple. For other uses see Apple .The Ariane Passenger PayLoad Experiment , was an experimental communication satellite with a C-Band transponder launched by Indian Space Research Organisation satellite on June 19, 1981 by Ariane 1, a launch vehicle of the European Spac...
Ethyl lactate
Ethyl lactate

Ethyl lactate, also known as lactic acid ethyl ester, is a monobasic ester formed from lactic acid and ethanol, commonly used as a solvent. This compound is considered biodegradable and can be used as a water-rinsable degreaser....
Ethyl Lactate
butter
Butter

Butter is a dairy product made by churning fresh or fermentation cream or milk. It is generally used as a spread and a condiment, as well as in cooking applications such as baking, sauce making, and frying....
, cream
Cream

Cream is a dairy product that is composed of the higher-butterfat layer skimmed from the top of milk before homogenization. In un-homogenized milk, over time, the lighter fat rises to the top....
Ethyl nonanoate grape
Grape

File:Table grapes on white.jpgA grape is the non-Climacteric #In_botany fruit that grows on the Perennial plant and deciduous woody vines of the genus Vitis....
Ethyl pentanoate
Ethyl pentanoate

Ethyl pentanoate, also commonly known as ethyl valerate, is an organic compound used in flavors. It is an ester with the molecular formula C7H14O2....
Ethyl Valerate
apple
APPLE

This article is about the satellite APPLE. For the fruit apple, see Apple. For other uses see Apple .The Ariane Passenger PayLoad Experiment , was an experimental communication satellite with a C-Band transponder launched by Indian Space Research Organisation satellite on June 19, 1981 by Ariane 1, a launch vehicle of the European Spac...
Geranyl acetate
Geranyl acetate

Geranyl acetate is a natural organic compound that is classified as a terpene. It is a colorless liquid with a pleasant floral or fruity rose aroma....
Geranyl Acetate
geranium
Pelargonium

Pelargonium is a genus of flowering plants which includes about 200 species of perennial plants, succulent plants, and shrubs, commonly known as geraniums or storksbills....
Geranyl butyrate cherry
Cherry

The word cherry refers to a fleshy fruit that contains a single stony seed. The cherry belongs to the family Rosaceae, genus Prunus, along with almonds, peaches, plums, apricots and bird cherry ....
Geranyl pentanoate apple
APPLE

This article is about the satellite APPLE. For the fruit apple, see Apple. For other uses see Apple .The Ariane Passenger PayLoad Experiment , was an experimental communication satellite with a C-Band transponder launched by Indian Space Research Organisation satellite on June 19, 1981 by Ariane 1, a launch vehicle of the European Spac...
Isobutyl acetate
Isobutyl acetate

The chemical compound isobutyl acetate, with systematic name 2-methylpropyl ethanoate, is a common solvent. It is produced from the esterification of isobutanol with acetic acid....
Isobutyl Acetate
cherry
Cherry

The word cherry refers to a fleshy fruit that contains a single stony seed. The cherry belongs to the family Rosaceae, genus Prunus, along with almonds, peaches, plums, apricots and bird cherry ....
, raspberry
Raspberry

The raspberry is the edible fruit of a multitude of plant species in the subgenus Rubus#Scientific classification of the genus Rubus; the name also applies to these plants themselves....
, strawberry
Strawberry

Fragaria is the name of a genus of flowering plants in the rose family, Rosaceae, commonly known as strawberries for their edible fruits....
Isobutyl formate raspberry
Raspberry

The raspberry is the edible fruit of a multitude of plant species in the subgenus Rubus#Scientific classification of the genus Rubus; the name also applies to these plants themselves....
Isoamyl acetate
Isoamyl acetate

Isoamyl acetate, also known as isopentyl acetate, is an organic compound that is the ester formed from isoamyl alcohol and acetic acid. It is a clear colorless liquid that is only slightly soluble in water, but very soluble in most organic solvents....
Isoamyl Acetate
pear
Pear

The pear is an edible pome fruit produced by a tree of genus Pyrus . The pear is classified within Maloideae, a subfamily within Rosaceae. The apple , which it resembles in floral structure, is also a member of this subfamily....
, banana
Banana

File:Banana and cross section.jpgBanana is the common name for a fruit and also the herbaceous plants of the genus Musa which produce this commonly eaten fruit....
 (flavoring in Pear drop
Pear drop

A pear drop is a boiled sweet made from sugar and flavourings. The classic pear drop is a combination of half pink and half yellow in a pear-shaped drop about the size of a thumbnail, although they are more commonly found in packets containing separate yellow drops and pink drops in roughly equal proportions....
s)
Isopropyl acetate
Isopropyl acetate

Isopropyl acetate is an ester, an organic compound which is the product of condensation of acetic acid and isopropanol. It is a clear, colorless liquid with a characteristic fruity odor....
Isopropyl Acetate
fruity
Linalyl acetate
Linalyl acetate

Linalyl acetate is a naturally-occurring phytochemical found in many flowers and spice plants. It is one of the principal components of the essential oils of bergamot and lavender....
lavender
Lavender

The Lavenders Lavandula are a genus of 39 species of flowering plants in the mint family, Lamiaceae, native to the Mediterranean region south to tropical Africa and to the southeast regions of India....
, sage
Common sage

Salvia officinalis is a small perennial evergreen subshrub, with woody stems, grayish leaves, and blue to purplish flowers. It is native to the Mediterranean region and commonly grown as a kitchen and medicinal herb or as an ornamental garden plant....
Linalyl butyrate peach
Peach

The peach is known as a species of Prunus native to China that bears an edible juicy fruit also called a peach. It is a deciduous tree growing to 5?10 m tall, belonging to the subfamily Prunoideae of the family Rosaceae....
Linalyl formate apple
APPLE

This article is about the satellite APPLE. For the fruit apple, see Apple. For other uses see Apple .The Ariane Passenger PayLoad Experiment , was an experimental communication satellite with a C-Band transponder launched by Indian Space Research Organisation satellite on June 19, 1981 by Ariane 1, a launch vehicle of the European Spac...
, peach
Peach

The peach is known as a species of Prunus native to China that bears an edible juicy fruit also called a peach. It is a deciduous tree growing to 5?10 m tall, belonging to the subfamily Prunoideae of the family Rosaceae....
Methyl acetate
Methyl acetate

Methyl acetate, also known as acetic acid methyl ester or methyl ethanoate, is a clear, flammable liquid with a characteristic, not unpleasant smell like certain glues or nail polish removers....
Methyl Acetate
glue
Glue

This is a list of various types of adhesive. Historically, the term "glue" only referred to protein colloids prepared from animal flesh. The meaning has been extended to refer to any fluid adhesive....
Methyl anthranilate
Methyl anthranilate

Methyl anthranilate, also known as MA, methyl 2-aminobenzoate or carbomethoxyaniline, is an ester of anthranilic acid. Its chemical formula is C8H9NO2....
grape
Grape

File:Table grapes on white.jpgA grape is the non-Climacteric #In_botany fruit that grows on the Perennial plant and deciduous woody vines of the genus Vitis....
, jasmine
Jasmine

Jasmine is a genus of shrubs and vines in the olive family ,with about 200 species, native to tropical and warm temperate regions of the Old World....
Methyl benzoate
Methyl benzoate

Methyl benzoate is an ester with the chemical formula C6H5COOCH3. It is formed by the condensation of methanol and benzoic acid....
Methyl Benzoate
fruity, ylang ylang, feijoa
Feijoa

The Feijoa , also known as Pineapple Guava or Guavasteen, is an evergreen shrub or small tree, in height, originating from the highlands of southern Brazil, parts of Colombia, Uruguay and northern Argentina....
Methyl benzyl acetate  cherry
Cherry

The word cherry refers to a fleshy fruit that contains a single stony seed. The cherry belongs to the family Rosaceae, genus Prunus, along with almonds, peaches, plums, apricots and bird cherry ....
Methyl butyrate
Methyl butyrate

Methyl butyrate, also known under the systematic name methyl butanoate, is the methyl ester of butyric acid. As with most esters, it has a fruity odour in this case resembling apples or pineapples....
 (methyl butanoate)
pineapple
Pineapple

Pineapple is the common name for an edible tropical plant and also its fruit. It is native to the southern part of Brazil, and Paraguay. This herbaceous plant perennial plant grows to tall with 30 or more trough-shaped and pointed leaves long, surrounding a thick plant stem....
, apple
APPLE

This article is about the satellite APPLE. For the fruit apple, see Apple. For other uses see Apple .The Ariane Passenger PayLoad Experiment , was an experimental communication satellite with a C-Band transponder launched by Indian Space Research Organisation satellite on June 19, 1981 by Ariane 1, a launch vehicle of the European Spac...
Methyl cinnamate
Methyl cinnamate

Methyl cinnamate is the methyl ester of cinnamic acid. It is found naturally in a variety of plants, including in fruits, like strawberry, and some culinary spices, such as Sichuan pepper and some varieties of basil....
strawberry
Strawberry

Fragaria is the name of a genus of flowering plants in the rose family, Rosaceae, commonly known as strawberries for their edible fruits....
Methyl pentanoate
Methyl pentanoate

Methyl pentanoate, commonly known as methyl valerate, is the methyl ester of pentanoic acid with a fruity odor. It is marketed under the trade name Validol as a sedative....
 (methyl valerate)
flower
Flower

A flower, sometimes known as a bloom or blossom, is the reproduction structure found in flowering plants . The biological function of a flower is to mediate the union of male sperm with female ovum in order to produce seeds....
y
Methyl phenylacetate
Methyl phenylacetate

Methyl phenylacetate is an organic compound that is the ester formed from methanol and phenylacetic acid. It is a clear colorless liquid that is only slightly soluble in water, but very soluble in most organic solvents....
honey
Honey

Honey is a sweet fluid produced by honey bees , and derived from the nectar of flowers. According to the United States National Honey Board and various international food regulations, "honey stipulates a pure product that does not allow for the addition of any other substance?this includes, but is not limited to, water or other sweeteners...
Methyl salicylate
Methyl salicylate

Methyl salicylate is a natural product of many species of plants. Some of the plants producing it are called wintergreens, hence the common name....
 (oil of wintergreen)
Salicylic Acid Methyl Ester Chemical Structure
Modern root beer
Root beer

Root beer is a carbonated beverage originally brewed using sassafras. Root beer, popularized in North America, comes in two forms: fermentation and soft drink....
, wintergreen
Wintergreen

Wintergreen is a group of plants. Wintergreen once commonly referred to plants that continue photosynthesis throughout the winter. The term evergreen is now more commonly used for this characteristic....
, Germolene
Germolene

Germolene is a brand name used on a range of antiseptic products produced by the company Bayer. The brand rights were acquired in 1999 from the Smithkline Beecham company....
 and Ralgex
Ralgex

Ralgex Spray is a spray specifically used for soothing painful muscles and joints in humans, not animals. It often causes a stinging sensation to the skin when sprayed on but is still considered effective and can be bought from any chemist....
 ointments (UK)
Nonyl caprylate orange
Orange (fruit)

An orange?specifically, the sweet orange?is the citrus Citrus sinensis and its fruit. The orange is a Hybrid of ancient cultivated origin, possibly between pomelo and tangerine ....
Octyl acetate
Octyl acetate

Octyl acetate, or octyl ethanoate, is an ester that is formed from octanol and acetic acid. It is the basis for artificial orange flavoring....
Ocyl Acetate
fruity-orange
Orange (fruit)

An orange?specifically, the sweet orange?is the citrus Citrus sinensis and its fruit. The orange is a Hybrid of ancient cultivated origin, possibly between pomelo and tangerine ....
Octyl butyrate parsnip
Parsnip

The parsnip is a root vegetable related to the carrot. Parsnips resemble carrots, but are paler than most of them and have a stronger flavor. Like carrots, parsnips are native to Eurasia and have been eaten there since ancient times....
Amyl acetate
Amyl acetate

Amyl acetate is an organic compound and an ester with the chemical formula CH3COO4CH3 and the molecular weight 130.18 g/mol....
 (pentyl acetate)
Amyl Acetate
apple
APPLE

This article is about the satellite APPLE. For the fruit apple, see Apple. For other uses see Apple .The Ariane Passenger PayLoad Experiment , was an experimental communication satellite with a C-Band transponder launched by Indian Space Research Organisation satellite on June 19, 1981 by Ariane 1, a launch vehicle of the European Spac...
, banana
Banana

File:Banana and cross section.jpgBanana is the common name for a fruit and also the herbaceous plants of the genus Musa which produce this commonly eaten fruit....
Pentyl butyrate
Pentyl butyrate

Pentyl butyrate, also known as pentyl butanoate or amyl butyrate, is an ester that is formed when pentanol is reacted with butyric acid, usually in the presence of sulfuric acid as a catalyst....
 (amyl butyrate)
Pentyl Butyrate
apricot
Apricot

The Apricot is a species of Prunus, classified with the plum in the subgenus Prunus. The native range is somewhat uncertain due to its extensive prehistoric cultivation, but most likely in northern and western China and Central Asia, possibly also Korea and Japan....
, pear
Pear

The pear is an edible pome fruit produced by a tree of genus Pyrus . The pear is classified within Maloideae, a subfamily within Rosaceae. The apple , which it resembles in floral structure, is also a member of this subfamily....
, pineapple
Pineapple

Pineapple is the common name for an edible tropical plant and also its fruit. It is native to the southern part of Brazil, and Paraguay. This herbaceous plant perennial plant grows to tall with 30 or more trough-shaped and pointed leaves long, surrounding a thick plant stem....
Pentyl hexanoate (amyl caproate) apple
APPLE

This article is about the satellite APPLE. For the fruit apple, see Apple. For other uses see Apple .The Ariane Passenger PayLoad Experiment , was an experimental communication satellite with a C-Band transponder launched by Indian Space Research Organisation satellite on June 19, 1981 by Ariane 1, a launch vehicle of the European Spac...
, pineapple
Pineapple

Pineapple is the common name for an edible tropical plant and also its fruit. It is native to the southern part of Brazil, and Paraguay. This herbaceous plant perennial plant grows to tall with 30 or more trough-shaped and pointed leaves long, surrounding a thick plant stem....
Pentyl pentanoate
Pentyl pentanoate

Pentyl pentanoate is an ester used in dilute solution to replicate the scent or flavour of apple, and sometimes pineapple. It is referred to as pentyl valerate or amyl pentanoate using classical nomenclature....
 (amyl valerate)
Pentyl Pentanoate
apple
APPLE

This article is about the satellite APPLE. For the fruit apple, see Apple. For other uses see Apple .The Ariane Passenger PayLoad Experiment , was an experimental communication satellite with a C-Band transponder launched by Indian Space Research Organisation satellite on June 19, 1981 by Ariane 1, a launch vehicle of the European Spac...
Propyl ethanoate pear
Pear

The pear is an edible pome fruit produced by a tree of genus Pyrus . The pear is classified within Maloideae, a subfamily within Rosaceae. The apple , which it resembles in floral structure, is also a member of this subfamily....
Propyl isobutyrate rum
Rûm

R?m, also Roum or Rhum , is a very indefinite term used at different times in the Muslim world to refer to the Balkans and Anatolia generally, and for the Byzantine Empire in particular, for the Seljuk Sultanate of R?m in Asia Minor, and for Greeks inhabiting Ottoman Empire or modern Turkey territory as well as for Greek Cypriots....
Terpenyl butyrate  cherry
Cherry

The word cherry refers to a fleshy fruit that contains a single stony seed. The cherry belongs to the family Rosaceae, genus Prunus, along with almonds, peaches, plums, apricots and bird cherry ....


Ester synthesis


"Esterification
Esterification

Esterification is the general name for a chemical reaction in which two reactants form an ester as the product . Esters are common in organic chemistry and biological materials, and often have a characteristic pleasant, fruity odor....
" (condensation of an alcohol and an acid) is not the only way to synthesize an ester. Esters can be prepared in the laboratory in a number of other ways:

  • Transesterification
    Transesterification

    In organic chemistry, transesterification is the process of exchanging the alcohol group of an ester compound with another alcohol. These reactions are often catalyst by the addition of an acid or base ....
    s between other esters
  • Dieckmann condensation
    Dieckmann condensation

    The Dieckmann condensation is the intramolecular chemical reaction of diesters with base to give ?-ketoesters. It is named after the German chemist Walter Dieckmann ....
     or Claisen condensation
    Claisen condensation

    The Claisen condensation is a carbon-carbon bond forming organic reaction that occurs between two esters or one ester and another carbonyl compound in the presence of a strong base, resulting in a ?-keto ester or a ?-diketone....
     of esters carrying acidic a-protons
  • Favorskii rearrangement
    Favorskii rearrangement

    The Favorskii rearrangement , named for the Russian chemist Alexei Yevgrafovich Favorskii, is most principally a rearrangement of cyclopropanones and a-halo ketones which leads to carboxylic acid derivatives....
     of a-haloketones in presence of base
  • Nucleophilic displacement of alkyl halides with carboxylic acid salts
  • Nucleophilic displacement of acyl halide
    Acyl halide

    An acyl halide is a chemical compound derived from an oxoacid by replacing a hydroxyl group with a halide group.If the acid is a carboxylic acid, the compound contains a ?COX functional group, which consists of a carbonyl group singly bonded to a halogen atom....
    s with alcohol
    Alcohol

    In chemistry, an alcohol is any organic compound in which a hydroxyl Functional group is bound to a carbon atom of an alkyl or substituted alkyl group....
    s
  • Baeyer-Villiger oxidation
    Baeyer-Villiger oxidation

    The Baeyer-Villiger oxidation is an organic reaction in which a ketone is redox to an ester by treatment with peroxy acids or hydrogen peroxide....
     of ketones with peroxides
  • Pinner reaction
    Pinner reaction

    The Pinner reaction is an organic reaction of a nitrile with an alcohol under acid catalysis for instance hydrochloric acid. The product formed is the hydrochloric acid salt of an imino ester or an alkyl imidate, which sometimes is called a Pinner salt....
     of nitrile
    Nitrile

    A nitrile is any organic compound which has a -Carbon=Nitrogen functional group. The -C=N functional group is called a nitrile group....
    s with an alcohol


Ester reactions


Ester Hydrolysis
Esters react in a number of ways:

  • Esters may undergo hydrolysis
    Hydrolysis

    Hydrolysis is a chemical reaction during which one or more water are split into hydrogen and hydroxide ions which may go on to participate in further reactions....
     - the breakdown of an ester by water. This process can be catalyzed both by acids and bases. The base-catalyzed process is called saponification
    Saponification

    Saponification is the hydrolysis of an ester under base conditions to form an alcohol and the salt of a carboxylic acid . Saponification is commonly used to refer to the reaction of a metallic alkali with a fat or oil to form soap....
    . The hydrolysis yields an alcohol and a carboxylic acid
    Carboxylic acid

    Carboxylic acids are organic acids characterized by the presence of a carboxyl group, which has the Chemical formula -COH, usually written -COOH or -CO2H....
     or its carboxylate salt
    Salt

    A salt, in chemistry, is defined as the product formed from the neutralisation reaction of acids and base . Salts are ionic compounds composed of cations and anions so that the product is electrically electric charge ....
    .
  • Esters also react if heated with primary or secondary amine
    Amine

    Amines are organic compounds and functional groups that contain a base nitrogen atom with a lone pair. Amines are derivative s of ammonia, wherein one or more hydrogen atoms are replaced by organic substituents such as alkyl and aryl groups....
    s, producing amide
    Amide

    In chemistry, an amide is one of three kinds of compounds:* the organic chemistry functional group characterized by a carbonyl group linked to a nitrogen atom , or a compound that contains this functional group ; or...
    s.
  • Phenyl esters react to hydroxyarylketones in the Fries rearrangement
    Fries rearrangement

    The Fries rearrangement, named for the German chemist Karl Theophil Fries, is a rearrangement reaction of a phenyl ester to a hydroxy aryl ketone by catalysis of lewis acids....
    .
  • Di-esters such as diethyl malonate
    Diethyl malonate

    Diethyl malonate, also known as DEM, is the diethyl ester of malonic acid. It occurs naturally in grapes and strawberries as a colourless liquid with an apple-like odor, and is used in perfumes....
     react as nucleophile
    Nucleophile

    In chemistry, a nucleophile is a reagent that forms a chemical bond to its reaction partner by donating both bonding electrons. Because nucleophiles donate electrons, they are by definition Lewis bases ....
     with alkyl halides in the malonic ester synthesis
    Malonic ester synthesis

    The malonic ester synthesis is a chemical reaction where diethyl malonate or another ester of malonic acid is alkylated at the carbon Alpha carbon to both carbonyl groups, and then converted to a substituted acetic acid....
     after deprotonation
    Deprotonation

    Deprotonation is a chemistry term that refers to the removal of a proton from a molecule, forming the conjugate base. The relative ability for a molecule to give up a proton is measured by a pKa value....
    .
  • Specific esters are functionalized with an a-hydroxyl group in the Chan rearrangement
    Chan rearrangement

    The Chan rearrangement is a chemical reaction that involves rearrangement reaction an acyloxy acetate in the presence of a strong base to a 2-hydroxy-3-keto-ester ....
    .
  • Esters are converted to isocyanate
    Isocyanate

    Isocyanate is the functional group of atoms ?N=C=O , not to be confused with the cyanate functional group which is arranged as ?O?C=N....
    s through intermediate hydroxamic acid
    Hydroxamic acid

    A hydroxamic acid is a class of chemical compounds sharing the same functional group in which an hydroxylamine is inserted into an carboxylic acid....
    s in the Lossen rearrangement
    Lossen rearrangement

    The Lossen rearrangement is the chemical reaction of a hydroxamic acid 1 with a dehydration agent to form the O-derivative 2, which spontaneously rearranges to form an isocyanate 3....
    .
  • Esters with ß-hydrogen atoms can be converted to alkenes in ester pyrolysis
    Ester pyrolysis

    Ester pyrolysis in organic chemistry is a vacuum pyrolysis reaction converting esters containing a ?-hydrogen atom into the corresponding carboxylic acid and the alkene....
    .


External links

  • A simple guide to naming and making esters, as well as the chemistry behind it.