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Rose oil (rose otto, attar of rose, attar of roses, or rose essence) is the
essential oil An essential oil is a concentrated hydrophobic liquid containing volatile (easily evaporated at normal temperatures) chemical compounds from plants. Essential oils are also known as volatile oils, ethereal oils, aetheroleum, or simply as the o ...
extracted from the
petal Petals are modified Leaf, leaves that surround the reproductive parts of flowers. They are often advertising coloration, brightly colored or unusually shaped to attract pollinators. All of the petals of a flower are collectively known as the ''c ...
s of various types of
rose A rose is either a woody perennial flowering plant of the genus ''Rosa'' (), in the family Rosaceae (), or the flower it bears. There are over three hundred species and tens of thousands of cultivars. They form a group of plants that can be ...
. ''Rose ottos'' are extracted through steam distillation, while ''rose absolutes'' are obtained through
solvent extraction A solvent (s) (from the Latin '' solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a solution. A solvent is usually a liquid but can also be a solid, a gas, or a supercritical fluid. Water is a solvent for ...
, the
absolute Absolute may refer to: Companies * Absolute Entertainment, a video game publisher * Absolute Radio, (formerly Virgin Radio), independent national radio station in the UK * Absolute Software Corporation, specializes in security and data risk manage ...
being used more commonly in
perfumery Perfume (, ; french: parfum) is a mixture of fragrant essential oils or aroma compounds (fragrances), fixatives and solvents, usually in liquid form, used to give the human body, animals, food, objects, and living-spaces an agreeable scent. Th ...
. The production technique originated in
Persia Iran, officially the Islamic Republic of Iran, and also called Persia, is a country located in Western Asia. It is bordered by Iraq and Turkey to the west, by Azerbaijan and Armenia to the northwest, by the Caspian Sea and Turkmeni ...
. Even with their high price and the advent of
organic synthesis Organic synthesis is a special branch of chemical synthesis and is concerned with the intentional construction of organic compounds. Organic molecules are often more complex than inorganic compounds, and their synthesis has developed into one o ...
, rose oils are still perhaps the most widely used essential oil in perfumery.


Components

Two major species of rose are cultivated for the production of rose oil: * ''
Rosa damascena Rosa or De Rosa may refer to: People *Rosa (given name) * Rosa (surname) *Santa Rosa (female given name from Latin-a latinized variant of Rose) Places *223 Rosa, an asteroid *Rosa, Alabama, a town, United States *Rosa, Germany, in Thuringia, Ge ...
'', the damask rose, which is widely grown in Bulgaria, Syria, Turkey, Russia, Pakistan, India, Uzbekistan, Iran and China * ''
Rosa centifolia Rosa or De Rosa may refer to: People *Rosa (given name) * Rosa (surname) *Santa Rosa (female given name from Latin-a latinized variant of Rose) Places *223 Rosa, an asteroid *Rosa, Alabama, a town, United States * Rosa, Germany, in Thuringia, G ...
'', the cabbage rose, which is more commonly grown in Morocco, France and Egypt. The most common chemical compounds present in rose oil are:
citronellol Citronellol, or dihydrogeraniol, is a natural acyclic monoterpenoid. Both enantiomers occur in nature. (+)-Citronellol, which is found in citronella oils, including ''Cymbopogon nardus'' (50%), is the more common isomer. (−)-Citronellol is w ...
,
geraniol Geraniol is a monoterpenoid and an alcohol. It is the primary component of citronella oil and is a primary component of rose oil, palmarosa oil. It is a colorless oil, although commercial samples can appear yellow. It has low solubility in w ...
,
nerol Nerol is a monoterpenoid alcohol found in many essential oils such as lemongrass and hops. It was originally isolated from neroli oil, hence its name. This colourless liquid is used in perfumery. Like geraniol, nerol has a sweet rose odor but it ...
,
linalool Linalool () refers to two enantiomers of a naturally occurring terpene alcohol found in many flowers and spice plants. Linalool has multiple commercial applications, the majority of which are based on its pleasant scent (floral, with a touch of ...
, phenyl ethyl alcohol,
farnesol Farnesol is a natural 15-carbon organic compound which is an acyclic sesquiterpene alcohol. Under standard conditions, it is a colorless liquid. It is hydrophobic, and thus insoluble in water, but miscible with oils. Farnesol is produced from 5- ...
, stearoptene,
α-pinene α-Pinene is an organic compound of the terpene class, one of two isomers of pinene. It is an alkene and it contains a reactive four-membered ring. It is found in the oils of many species of many coniferous trees, notably the pine. It is also ...
, β-pinene, α-terpinene,
limonene Limonene is a colorless liquid aliphatic hydrocarbon classified as a cyclic monoterpene, and is the major component in the oil of citrus fruit peels. The -isomer, occurring more commonly in nature as the fragrance of oranges, is a flavoring ag ...
,
p-cymene ''p''-Cymene is a naturally occurring aromatic organic compound. It is classified as an alkylbenzene related to a monoterpene. Its structure consists of a benzene ring ''para''-substituted with a methyl group and an isopropyl group. ''p''-Cym ...
,
camphene Camphene is a bicyclic organic compound. It is one of the most pervasive monoterpenes. As for other terpenes, it is insoluble in water, flammable, colorless, and has a pungent smell. It is a minor constituent of many essential oils such as tur ...
,
β-caryophyllene Caryophyllene (), more formally (−)-β-caryophyllene, (BCP), is a natural bicyclic sesquiterpene that is a constituent of many essential oils, especially clove oil, the oil from the stems and flowers of ''Syzygium aromaticum'' (cloves), the esse ...
, neral, citronellyl acetate,
geranyl acetate Geranyl acetate is a monoterpene. It is a colorless liquid with a pleasant floral or fruity rose aroma. It is a colorless liquid but commercial samples can appear yellowish. Geranyl acetate is insoluble in water but soluble in organic solvents. S ...
,
neryl acetate Neryl acetate is a terpenoid found in citrus oils. It is the acetate ester of nerol, an isomer of the more common fragrance geranyl acetate. In flavors and perfumery it is used to impart floral and fruity aromas.eugenol Eugenol is an allyl chain-substituted guaiacol, a member of the allylbenzene class of chemical compounds. It is a colorless to pale yellow, aromatic oily liquid extracted from certain essential oils especially from clove, nutmeg, cinnamon, basil ...
,
methyl eugenol Methyl eugenol (allylveratrol) is a natural chemical compound classified as a phenylpropene, a type of phenylpropanoid. It is the methyl ether of eugenol and is important to insect behavior and pollination. It is found in various essential oils. ...
,
rose oxide A rose is either a woody perennial flowering plant of the genus ''Rosa'' (), in the family Rosaceae (), or the flower it bears. There are over three hundred species and tens of thousands of cultivars. They form a group of plants that can be e ...
, α-damascenone, β-damascenone, benzaldehyde,
benzyl alcohol Benzyl alcohol is an aromatic alcohol with the formula C6H5CH2OH. The benzyl group is often abbreviated "Bn" (not to be confused with "Bz" which is used for benzoyl), thus benzyl alcohol is denoted as BnOH. Benzyl alcohol is a colorless liquid w ...
, rhodinyl acetate and phenyl ethyl formate. The key flavor compounds that contribute to the distinctive scent of rose oil, however, are beta-damascenone, beta-damascone, beta-ionone, and
rose oxide A rose is either a woody perennial flowering plant of the genus ''Rosa'' (), in the family Rosaceae (), or the flower it bears. There are over three hundred species and tens of thousands of cultivars. They form a group of plants that can be e ...
. Beta-damascenone's presence and quantity is considered as the marker for the quality of rose oil. Even though these compounds exist in less than 1% quantity of rose oil, they make up for slightly more than 90% of the odor content due to their low
odor detection threshold The odor detection threshold is the lowest concentration of a certain odor compound that is perceivable by the human sense of smell. The threshold of a chemical compound is determined in part by its shape, polarity, partial charges, and molecu ...
s.


Production

Due to the labor-intensive production process and the low content of oil in the rose blooms, rose oil commands a very high price. Harvesting of flowers is done by hand in the morning before
sunrise Sunrise (or sunup) is the moment when the upper rim of the Sun appears on the horizon in the morning. The term can also refer to the entire process of the solar disk crossing the horizon and its accompanying atmospheric effects. Terminology Al ...
, and the material is distilled the same day. There are three main methods of extracting the oil from the plant material: * Steam distillation, which produces an
essential oil An essential oil is a concentrated hydrophobic liquid containing volatile (easily evaporated at normal temperatures) chemical compounds from plants. Essential oils are also known as volatile oils, ethereal oils, aetheroleum, or simply as the o ...
called ''rose otto'' or ''attar of roses''. *
Solvent extraction A solvent (s) (from the Latin '' solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a solution. A solvent is usually a liquid but can also be a solid, a gas, or a supercritical fluid. Water is a solvent for ...
, which results in an
absolute Absolute may refer to: Companies * Absolute Entertainment, a video game publisher * Absolute Radio, (formerly Virgin Radio), independent national radio station in the UK * Absolute Software Corporation, specializes in security and data risk manage ...
called ''rose absolute''. * Supercritical carbon dioxide extraction, yielding a
concrete Concrete is a composite material composed of fine and coarse aggregate bonded together with a fluid cement (cement paste) that hardens (cures) over time. Concrete is the second-most-used substance in the world after water, and is the most wi ...
that may be marketed as a ''concrete'', ''absolute'' or '' extract''.


Distillation

In the first part of the two-stage process of distillation, large stills - traditionally of copper - are filled with roses and water. The still is fired for 60–105 minutes. The vaporized water and rose oil exit the still and enter a condensing apparatus and are then collected in a flask. This distillation yields a very concentrated oil, direct oil, which makes up about 20% of the final product of the whole process. The water which condenses along with the oil is drained off and redistilled,
cohobation In pre-modern chemistry and alchemy, cohobation was the process of repeated distillation of the same matter, with the liquid drawn from it; that liquid being poured again and again upon the matter left at the bottom of the vessel. Cohobation is a ...
, in order to obtain the water-soluble fractions of the rose oil such as
phenethyl alcohol Phenethyl alcohol, or 2-phenylethanol, is the organic compound that consists of a phenethyl group (C6H5CH2CH2) attached to OH. It is a colourless liquid that is slightly soluble in water (2 ml/100 ml H2O), but miscible with most organic solvents. ...
which are a vital component of the aroma and which make up the large bulk, 80%, of the oil. The two oils are combined and make the final rose attar. Rose attar is mobile in room temperature and is usually clear, light yellow in color. It will form white crystals at normal room temperature which disappear when the oil is gently warmed. It will tend to become more
viscous The viscosity of a fluid is a measure of its resistance to deformation at a given rate. For liquids, it corresponds to the informal concept of "thickness": for example, syrup has a higher viscosity than water. Viscosity quantifies the inter ...
at lower temperatures due to this crystallization of some of its components. The essence has a very strong odor, but is pleasant when diluted and used for perfume. Attar of roses was once made in India, Persia, Syria, and the Ottoman Empire. The Rose Valley in Bulgaria, near the town of
Kazanlak Kazanlak ( bg, Казанлък , Thracian and Greek Σευθόπολις (''Seuthopolis''), tr, Kazanlık) is a Bulgarian town in Stara Zagora Province, located in the middle of the plain of the same name, at the foot of the Balkan mountai ...
, is among the major producers of attar of roses in the world. In India,
Kannauj Kannauj ( Hindustani pronunciation: ənːɔːd͡ʒ is a city, administrative headquarters and a municipal board or Nagar Palika Parishad in Kannauj district in the Indian state of Uttar Pradesh. The city's name is a corrupted form of the class ...
is an important city of fabrication of rose attar,
Kannauj Kannauj ( Hindustani pronunciation: ənːɔːd͡ʒ is a city, administrative headquarters and a municipal board or Nagar Palika Parishad in Kannauj district in the Indian state of Uttar Pradesh. The city's name is a corrupted form of the class ...
is nicknamed "The Grasse of the East" or "The Grasse of the Orient".
Grasse Grasse (; Provençal dialect, Provençal oc, Grassa in classical norm or in Mistralian norm ; traditional it, Grassa) is the only Subprefectures in France, subprefecture of the Alpes-Maritimes Departments of France, department in the Provence- ...
(in France) is an important city of fabrication of rose fragrance. Due to the heat required for distillation, some of the compounds extracted from the rose denature or break down chemically. As such, rose attar does not smell very similar to "fresh" roses. The
hydrosol Herbal distillates, also known as floral waters, hydrosols, hydrolates, herbal waters, and essential waters, are aqueous products of hydrodistillation. They are colloidal suspensions of essential oils as well as water-soluble components obtained ...
portion of the distillate is known as '' rosewater''. This inexpensive by-product is used widely as a food flavoring as well as in skin care.


Solvent extraction

In the solvent extraction method, the flowers are agitated in a vat with a
solvent A solvent (s) (from the Latin '' solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a solution. A solvent is usually a liquid but can also be a solid, a gas, or a supercritical fluid. Water is a solvent for ...
such as
hexane Hexane () is an organic compound, a straight-chain alkane with six carbon atoms and has the molecular formula C6H14. It is a colorless liquid, odorless when pure, and with boiling points approximately . It is widely used as a cheap, relatively ...
, which draws out the
aroma compound An aroma compound, also known as an odorant, aroma, fragrance or flavoring, is a chemical compound that has a smell or odor. For an individual chemical or class of chemical compounds to impart a smell or fragrance, it must be sufficiently vo ...
s as well as other soluble substances such as
wax Waxes are a diverse class of organic compounds that are lipophilic, malleable solids near ambient temperatures. They include higher alkanes and lipids, typically with melting points above about 40 °C (104 °F), melting to giv ...
and
pigment A pigment is a colored material that is completely or nearly insoluble in water. In contrast, dyes are typically soluble, at least at some stage in their use. Generally dyes are often organic compounds whereas pigments are often inorganic compo ...
s. The extract is subjected to vacuum processing which removes the solvent for re-use. The remaining waxy mass is known as a ''
concrete Concrete is a composite material composed of fine and coarse aggregate bonded together with a fluid cement (cement paste) that hardens (cures) over time. Concrete is the second-most-used substance in the world after water, and is the most wi ...
''. The concrete is then mixed with
alcohol Alcohol most commonly refers to: * Alcohol (chemistry), an organic compound in which a hydroxyl group is bound to a carbon atom * Alcohol (drug), an intoxicant found in alcoholic drinks Alcohol may also refer to: Chemicals * Ethanol, one of sev ...
which dissolves the aromatic constituents, leaving behind the wax and other substances. The alcohol is low-pressure evaporated, leaving behind the finished absolute. The absolute may be further processed to remove any impurities that are still present from the solvent extraction. Rose absolute is a deep reddish brown with no crystals. Due to the low temperatures in this process, the absolute may be more faithful to the
scent An odor (American English) or odour (Commonwealth English; see spelling differences) is caused by one or more volatilized chemical compounds that are generally found in low concentrations that humans and animals can perceive via their sense ...
of the fresh rose than the otto.


Carbon dioxide extraction

A third process, supercritical carbon dioxide extraction, combines the best aspects of the other two methods. When carbon dioxide is put under at least of pressure and at a temperature of at least (the critical point), it becomes a supercritical fluid with the permeation properties of a gas and the solvation properties of a liquid. (Under normal pressure changes directly from a solid to a gas in a process known as sublimation.) The supercritical fluid extracts the aromatics from the plant material. Like solvent extraction, the extraction takes place at a low temperature, extracts a wide range of compounds rendering an essence more faithful to the original, and leaves the aromatics unaltered by heat. Because is gas at normal
atmospheric pressure Atmospheric pressure, also known as barometric pressure (after the barometer), is the pressure within the atmosphere of Earth. The standard atmosphere (symbol: atm) is a unit of pressure defined as , which is equivalent to 1013.25 millibars, 7 ...
, it leaves no trace of itself in the final product. The equipment for extraction is expensive, which is reflected in the price of the essential oils obtained from the process.


Adulteration

It takes a large amount of rose
petal Petals are modified Leaf, leaves that surround the reproductive parts of flowers. They are often advertising coloration, brightly colored or unusually shaped to attract pollinators. All of the petals of a flower are collectively known as the ''c ...
s to distill a small amount of essential oil. Depending on extraction method and plant species, the typical yield can be approximately 1:3,000. To mitigate the cost, some dishonest dealers will dilute rose oil with geranium (''Pelargonium graveolens'') or
palmarosa ''Cymbopogon martinii'' is a species of grass in the genus ''Cymbopogon'' (lemongrasses) native to India and Indochina, but widely cultivated in many places for its aromatic oil. It is best known by the common name palmarosa (''palm rose'') as it ...
(''
Cymbopogon martinii ''Cymbopogon martinii'' is a species of grass in the genus ''Cymbopogon'' (lemongrasses) native to India and Indochina, but widely cultivated in many places for its aromatic oil. It is best known by the common name palmarosa (''palm rose'') as it ...
'') essential oils, both of which are rich in
geraniol Geraniol is a monoterpenoid and an alcohol. It is the primary component of citronella oil and is a primary component of rose oil, palmarosa oil. It is a colorless oil, although commercial samples can appear yellow. It has low solubility in w ...
, the main constituent of rose oil. Some of these "rose oils" are up to 90% geranium or palmarosa to 10% rose. This is referred to as ''extending'' the rose fragrance. This may be done to compensate for chemotype, e.g. Bulgarian distilled rose oil is naturally low in phenylethanol, and Ukrainian or Russian rose oil is naturally high in phenylethanol. Pure rose oil should not be used directly on the skin, as it can cause allergic reactions such as red skin and spots.


Bulgarian rose oil

Bulgarian rose oil is generally characterized by the following qualities: * It differs to other rose oils in the quantitative content of its ingredients. About 283 components have been identified in the composition of Bulgarian rose oil. They are divided into two groups of substances: ** odor carriers - represent the liquid part of the oil-eleoptene; ** odor fixatives - hard at room temperature and odorless, but fix the odor and give it durability-stearoptene. Of the many components of eleoptene with a rosy odor are citronellol, geraniol, nerol, phenylethyl alcohol, but the typical rose odor is also formed by the presence of some characteristic molecules in trace amounts. ** contains:
Ethanol Ethanol (abbr. EtOH; also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic compound. It is an Alcohol (chemistry), alcohol with the chemical formula . Its formula can be also written as or (an ethyl ...
(up to 3%),
Linalool Linalool () refers to two enantiomers of a naturally occurring terpene alcohol found in many flowers and spice plants. Linalool has multiple commercial applications, the majority of which are based on its pleasant scent (floral, with a touch of ...
(1 to 3%),
Phenethyl alcohol Phenethyl alcohol, or 2-phenylethanol, is the organic compound that consists of a phenethyl group (C6H5CH2CH2) attached to OH. It is a colourless liquid that is slightly soluble in water (2 ml/100 ml H2O), but miscible with most organic solvents. ...
(up to 3%),
Citronellol Citronellol, or dihydrogeraniol, is a natural acyclic monoterpenoid. Both enantiomers occur in nature. (+)-Citronellol, which is found in citronella oils, including ''Cymbopogon nardus'' (50%), is the more common isomer. (−)-Citronellol is w ...
(24 to 35%),
Nerol Nerol is a monoterpenoid alcohol found in many essential oils such as lemongrass and hops. It was originally isolated from neroli oil, hence its name. This colourless liquid is used in perfumery. Like geraniol, nerol has a sweet rose odor but it ...
(5 to 12%),
Geraniol Geraniol is a monoterpenoid and an alcohol. It is the primary component of citronella oil and is a primary component of rose oil, palmarosa oil. It is a colorless oil, although commercial samples can appear yellow. It has low solubility in w ...
(13 to 22%),
Geranyl acetate Geranyl acetate is a monoterpene. It is a colorless liquid with a pleasant floral or fruity rose aroma. It is a colorless liquid but commercial samples can appear yellowish. Geranyl acetate is insoluble in water but soluble in organic solvents. S ...
(up to 1.5%),
Eugenol Eugenol is an allyl chain-substituted guaiacol, a member of the allylbenzene class of chemical compounds. It is a colorless to pale yellow, aromatic oily liquid extracted from certain essential oils especially from clove, nutmeg, cinnamon, basil ...
(up to 2.5%),
Methyl eugenol Methyl eugenol (allylveratrol) is a natural chemical compound classified as a phenylpropene, a type of phenylpropanoid. It is the methyl ether of eugenol and is important to insect behavior and pollination. It is found in various essential oils. ...
(up to 2%) and
Farnesol Farnesol is a natural 15-carbon organic compound which is an acyclic sesquiterpene alcohol. Under standard conditions, it is a colorless liquid. It is hydrophobic, and thus insoluble in water, but miscible with oils. Farnesol is produced from 5- ...
(at least 1.4%); hydrocarbons - C17 heptadecane (from 1 to 2.5%), C19 saturated hydrocarbon nonadecane CH3 (CH2) 17CH3 (from 8 to 15%), C19 unsaturated hydrocarbon with one or more double carbon bonds nonadecene CH3 (CH2) 16CH = CH2 from 2 to 5%), C21 heneicosan (from 3 to 5.5%) and C23 tricosan (from 0.5 to 1.5%). *It has a light yellow color with a greenish tinge; *It resembles almond oil in consistency; *It has a strong aroma and sharp balsamic taste; *It has an excellent combination of liquid and solid components.


References


External links

* {{Rose Essential oils Roses Flavors