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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 leaves that surround the reproductive parts of flowers. They are often brightly colored or unusually shaped to attract pollinators. All of the petals of a flower are collectively known as the ''corolla''. Petals are usuall ...
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 Steam distillation is a separation process that consists in distilling water together with other volatile and non-volatile components. The steam from the boiling water carries the vapor of the volatiles to a condenser; both are cooled and re ...
, while ''rose absolutes'' are obtained through solvent extraction, 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 manag ...
being used more commonly in perfumery. 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 ...
'', the damask rose, which is widely grown in Bulgaria, Syria, Turkey, Russia, Pakistan, India, Uzbekistan, Iran and China * '' Rosa centifolia'', the cabbage rose, which is more commonly grown in Morocco, France and Egypt. The most common chemical compounds present in rose oil are: citronellol,
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, 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 a ...
, p-cymene, camphene, β-caryophyllene, neral, citronellyl acetate, geranyl acetate, neryl acetate,
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, bas ...
, methyl eugenol, rose oxide, α-damascenone,
β-damascenone Damascenones are a series of closely related chemical compounds that are components of a variety of essential oils. The damascenones belong to a family of chemicals known as rose ketones, which also includes damascones and ionones. ''beta''-Dam ...
,
benzaldehyde Benzaldehyde (C6H5CHO) is an organic compound consisting of a benzene ring with a formyl substituent. It is the simplest aromatic aldehyde and one of the most industrially useful. It is a colorless liquid with a characteristic almond-like odor. ...
,
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 In organic chemistry, the phenyl group, or phenyl ring, is a cyclic group of atoms with the formula C6 H5, and is often represented by the symbol Ph. Phenyl group is closely related to benzene and can be viewed as a benzene ring, minus a hydrogen ...
. The key flavor compounds that contribute to the distinctive scent of rose oil, however, are beta-damascenone, beta-damascone,
beta-ionone The ionones are a series of closely related chemical substances that are part of a group of compounds known as rose ketones, which also includes damascones and damascenones. Ionones are aroma compounds found in a variety of essential oils, incl ...
, and rose oxide. 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 thresholds.


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 A ...
, and the material is distilled the same day. There are three main methods of extracting the oil from the plant material: *
Steam distillation Steam distillation is a separation process that consists in distilling water together with other volatile and non-volatile components. The steam from the boiling water carries the vapor of the volatiles to a condenser; both are cooled and re ...
, 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, 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 manag ...
called ''rose absolute''. *
Supercritical carbon dioxide Supercritical carbon dioxide (s) is a fluid state of carbon dioxide where it is held at or above its critical temperature and critical pressure. Carbon dioxide usually behaves as a gas in air at standard temperature and pressure (STP), or as ...
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 wid ...
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 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 in ...
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 oc, Grassa in classical norm or in Mistralian norm ; traditional it, Grassa) is the only subprefecture of the Alpes-Maritimes department in the Provence-Alpes-Côte-d'Azur region on the French Riviera. In 2017, the c ...
(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 portion of the distillate is known as ''
rosewater Rose water ( fa, گلاب) is a flavoured water made by steeping rose petals in water. It is the hydrosol portion of the distillate of rose petals, a by-product of the production of rose oil for use in perfume. Rose water is also used to fla ...
''. 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, relative ...
, which draws out the aroma compounds as well as other soluble substances such as wax 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 compou ...
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 wid ...
''. 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 of the fresh rose than the otto.


Carbon dioxide extraction

A third process,
supercritical carbon dioxide Supercritical carbon dioxide (s) is a fluid state of carbon dioxide where it is held at or above its critical temperature and critical pressure. Carbon dioxide usually behaves as a gas in air at standard temperature and pressure (STP), or as ...
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, ...
, 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 leaves that surround the reproductive parts of flowers. They are often brightly colored or unusually shaped to attract pollinators. All of the petals of a flower are collectively known as the ''corolla''. Petals are usuall ...
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 ''Geranium'' is a genus of 422 species of annual, biennial, and perennial plants that are commonly known as geraniums or cranesbills. They are found throughout the temperate regions of the world and the mountains of the tropics, but mostly i ...
(''Pelargonium graveolens'') or palmarosa ('' Cymbopogon martinii'') 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 with the chemical formula . Its formula can be also written as or (an ethyl group linked to a ...
(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 (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 (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, bas ...
(up to 2.5%), Methyl eugenol (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