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{{Short description|Essential oil extracted from rose petals}}
{{ref improve|date=August 2014}}
{{more citations needed|date=June 2023}}
[[Image:RoseEssentialOil.png|250px|thumb|right|Rose (''Rosa damascena'') essential oil in clear glass vial]]
[[Image:RoseEssentialOil.png|250px|thumb|right|Rose (''Rosa damascena'') essential oil in clear glass vial]]
'''Rose oil''' ('''rose otto''', '''attar of rose''', '''attar of roses''' or '''rose essence''') is the [[essential oil]] extracted from the [[petal]]s of various types of [[rose]]. ''Rose ottos'' are extracted through [[steam distillation]], while ''rose absolutes'' are obtained through [[solvent extraction]] or [[supercritical carbon dioxide|supercritical carbon dioxide extraction]], with the absolute being used more commonly in [[perfumery]]. Even with their high price and the advent of [[organic synthesis]], rose oils are still perhaps the most widely used essential oil in perfumery.
'''Rose oil''' ('''rose otto''', '''attar of rose''', '''attar of roses''', or '''rose essence''') is an [[essential oil]] that is extracted from the [[petal]]s of various types of [[rose]]. ''Rose ottos'' are extracted through [[steam distillation]],<ref name="Nedeltcheva2021">{{cite journal |last1=Antonova |first1=Daniela V. |last2=Medarska |first2=Yana N. |last3=Stoyanova |first3=Albena St. |last4=Nenov |first4=Nenko St. |last5=Slavov |first5=Anton M. |last6=Antonov |first6=Liudmil M. |title=Chemical profile and sensory evaluation of Bulgarian rose ( Rosa damascena Mill.) aroma products, isolated by different techniques |journal=Journal of Essential Oil Research |date=4 March 2021 |volume=33 |issue=2 |pages=171–181 |doi=10.1080/10412905.2020.1839583 |s2cid=230534578 |url=https://figshare.com/articles/journal_contribution/13353272 }}</ref> while ''rose absolutes''<ref>{{cite journal | vauthors = Nedeltcheva-Antonova D, Stoicheva P, Antonov L| title = Chemical profiling of Bulgarian rose absolute (Rosa damascena Mill.) using gas chromatography–mass spectrometry and trimethylsilyl derivatives| journal = Industrial Crops and Products | volume = 108 | pages = 36–43 | date = 2017 | doi = 10.1016/j.indcrop.2017.06.007 }}</ref> are obtained through [[solvent extraction]], the [[absolute (perfumery)|absolute]] being used more commonly in [[perfumery]]. The production technique originated in [[Greater Iran]].<ref>{{cite journal |last1=Nikbakht |first1=A. |last2=Kafi |first2=M. |title=A study on the relationships between Iranian people and Damask rose (Rosa damascena) and its therapeutic and healing properties |journal=Acta Horticulturae |date=June 2008 |issue=790 |pages=251–254 |doi=10.17660/ActaHortic.2008.790.36 }}</ref><ref>{{cite journal |last1=Mahboubi |first1=Mohaddese |title=Rosa damascena as holy ancient herb with novel applications |journal=Journal of Traditional and Complementary Medicine |date=January 2016 |volume=6 |issue=1 |pages=10–16 |doi=10.1016/j.jtcme.2015.09.005 |pmid=26870673 |pmc=4737971 }}</ref> Even with their high price and the advent of [[organic synthesis]], rose oils are still perhaps the most widely used essential oil in perfumery.


==''R. damascena'' and ''R. centifolia''==
==Components==
Two major [[species]] of rose are cultivated for the production of rose oil:<ref>{{Cite news|title = Francis Kurkdjian and Fabien Ducher, Changing History in a Bottle|url = http://www.nytimes.com/2015/09/24/t-magazine/francis-kurkdijan-fabien-ducher-rose.html|newspaper = The New York Times (Style Magazine)|date = September 24, 2015|access-date = 2015-10-26|issn = 0362-4331|first = Nancy|last = Hass}}</ref>
Two major species of rose are cultivated for the production of rose oil:<ref>{{cite news |last1=Hass |first1=Nancy |title=Francis Kurkdjian and Fabien Ducher, Changing History in a Bottle |url=https://www.nytimes.com/2015/09/24/t-magazine/francis-kurkdijan-fabien-ducher-rose.html |work=The New York Times |date=24 September 2015 }}</ref>
* ''[[Rosa damascena]]'', the damask rose, which is widely grown in [[Syria]], [[Bulgaria]], [[Turkey]], [[Russia]], [[Pakistan]], [[India]], [[Uzbekistan]], [[Iran]] and [[China]]
* ''[[Rosa damascena]]'' production today is dominated by 3 producers account for over 70% of the Rose oil market share:
** [[Bulgaria]], sold as "Bulgarian Rose"
* ''[[Rosa centifolia]]'', the cabbage rose, which is more commonly grown in [[Morocco]], [[France]] and [[Egypt]]
** [[Turkey]], sold as "Turkish Rose"
** [[Saudi Arabia]], sold as "Taif Rose"
The most common chemical compounds present in rose oil are:
** It is also grown on a smaller scale in Afghanistan, Armenia, Azerbaijan, Bosnia, Croatia, Cyprus, Ethiopia, Georgia, Greece, Jordan, Lebanon, India, Iran, Iraq, Israel, Moldova, North Macedonia, Oman, Serbia, Syria, Tajikistan, Turkmenistan, Pakistan, Romania, Russia, Ukraine, United Arab Emirates and Yemen.
:[[citronellol]], [[geraniol]], [[nerol]], [[linalool]], [[phenyl ethyl alcohol]], [[farnesol]], [[stearoptene]], [[α-pinene]], [[β-pinene]], [[α-terpinene]], [[limonene]], [[p-cymene]], [[camphene]], [[β-caryophyllene]], [[Citral|neral]], [[citronellyl acetate]], [[geranyl acetate]], [[neryl acetate]], [[eugenol]], [[methyl eugenol]], [[rose oxide]], [[α-damascenone]], [[β-damascenone]], [[benzaldehyde]], [[benzyl alcohol]], [[rhodinyl acetate]] and [[phenyl ethyl formate]].<ref name="rose oil composition">[http://scienceofacne.com/rose-flower-essential-oil/], Chemical composition of rose oil.</ref>{{rs|date=August 2014}}
* ''[[Rosa centifolia]]'', the cabbage rose, which is more commonly grown in Morocco, Egypt and France.


===''Rosa damascena'' composition===
The key [[flavor]] compounds that contribute to the distinctive [[scent]] of rose oil, however, are [[beta-damascenone]], [[beta-damascone]], [[beta-ionone]], and [[rose oxide]]. [[Beta-damascenone]] presence and quantity is considered as the marker for the quality of rose oil.
Composition of rose oil and headspace vary, but the Rose international standard survey of 2003–2020 lists three components as the major components with a specific range specified in ISO 9842:2003.<ref>{{cite web | url=https://www.iso.org/standard/28611.html | title=Iso 9842:2003 }}</ref>
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]]s.<ref>{{cite web|author=Leffingwell, John C.|year=1999|title=Rose (Rosa damascena)|work=Aroma from Carotenoids|publisher=Leffingwell & Associates|url=http://www.leffingwell.com/rose.htm|accessdate=2006-06-08}}</ref>


====Major rose components====
==Production==
* [[Citronellol]] 20–34%
{{main|Extraction (fragrance)}}
* [[Geraniol]] 15–22%
* [[Nonadecane]] 8–15%


====Minor rose components====
[[Image:Rose-picking in Bulgaria 1870ies.jpg|250px|thumb|right|Rose-picking in the [[Rose Valley, Bulgaria|Rose Valley]] near the town of [[Kazanlak]] in [[Bulgaria]], 1870s, engraving by [[Austria-Hungary|Austro-Hungarian]] traveller [[Felix Philipp Kanitz]]]]
[[Heneicosane]], [[eicosane]], [[docosane]], [[tricosane]], [[tetracosane]], [[pentacosane]], [[hexacosane]], [[heptacosane]], [[nonacosane]], [[dodecane]], [[tetradecane]], [[pentadecane]], [[hexadecane]], [[heptadecane]], [[octadecane]], [[nerol]], [[linalool]], [[phenyl ethyl alcohol]], [[farnesol]], [[α-pinene]], [[β-pinene]], [[α-terpinene]], [[limonene]], [[p-cymene]], [[camphene]], [[β-caryophyllene]], [[Citral|neral]],
[[geranyl acetate]], [[neryl acetate]], [[eugenol]], [[methyl eugenol]], [[benzaldehyde]], [[benzyl alcohol]], [[octane]] and [[tetradecanol]].<ref name="KhanAbourashed2011">{{cite book|last1=Khan|first1=Ikhlas A. |last2=Abourashed|first2=Ehab A. |title=Leung's Encyclopedia of Common Natural Ingredients: Used in Food, Drugs and Cosmetics|url=https://books.google.com/books?id=kIP2Lf9H4dkC&pg=PA208|year=2010|publisher=Wiley|location=Hoboken, NJ|isbn= 9780471467434|page=208}}</ref>


====Key rose components====
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]] and material is distilled the same day.
* [[β-damascenone]] (0.01–1.85%)
* [[beta-damascone|β-damascone]] (under 1%)
* [[damascone|other damascones]] (under 1%)
* [[beta-ionone]] (under 1%)
* [[rose oxide]] (under 1%)

[[Beta-damascenone]]'s presence is considered as the marker for the quality of rose oil.
Even though these compounds usually 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]]s.<ref>{{cite web|author=Leffingwell, John C.|year=1999|title=Rose (Rosa damascena)|work=Aroma from Carotenoids|publisher=Leffingwell & Associates|url=http://www.leffingwell.com/rose.htm|access-date=2006-06-08}}</ref>

=== ''Rosa centifolia'' composition ===
''Rosa centifolia'' does not have a rose oil because of the delicate nature of its petals. The ''Rosa centifolia'' absolute is composed of more than 50% [[phenylethyl alcohol]] and the rest of the composition resembles a ''Rosa damascena''.<ref>{{cite journal |last1=Boskabady |first1=Mohammad Hossein |last2=Shafei |first2=Mohammad Naser |last3=Saberi |first3=Zahra |last4=Amini |first4=Somayeh |title=Pharmacological effects of rosa damascena |journal=Iranian Journal of Basic Medical Sciences |date=July 2011 |volume=14 |issue=4 |pages=295–307 |pmid=23493250 |pmc=3586833 }}</ref>

== Production ==
{{main|Extraction (fragrance)}}
[[File:BASA-2072K-1-321-17-Rose oil factory, Bulgaria.JPG|thumb|left|upright|Rose oil factory in Bulgaria]]
[[Image:Rose-picking in Bulgaria 1870ies.jpg|upright|thumb|right|Rose-picking in the [[Rose Valley, Bulgaria|Rose Valley]] near the town of [[Kazanlak]] in [[Bulgaria]], 1870s, engraving by [[Austria-Hungary|Austro-Hungarian]] traveller [[Felix Philipp Kanitz]]]]

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]], and the material is distilled the same day.


There are three main methods of extracting the oil from the plant material:
There are three main methods of extracting the oil from the plant material:


* [[Steam distillation]], which produces an oil called ''rose otto'' or ''attar of roses''.
* [[Steam distillation]], which produces an [[essential oil]] called ''rose otto'' or ''attar of roses''.
* [[Solvent extraction]], which results in an oil called ''rose absolute''.
* [[Solvent extraction]], which results in an [[absolute (perfumery)|absolute]] called ''rose absolute''.
* [[Supercritical carbon dioxide|Supercritical carbon dioxide extraction]], yielding an essential oil that may be marketed as either an ''absolute'' or as a [[Carbon dioxide|CO<sub>2</sub>]] ''extract''.
* [[Supercritical carbon dioxide]] extraction, yielding a [[concrete (perfumery)|concrete]] that may be marketed as a ''concrete'', ''absolute'' or ''{{chem|C|O|2}} extract''.


===Distillation===
===Distillation===
In the process of distillation, large [[still]]s, 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. 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]] which are a vital component of the aroma and which make up the large bulk, 80%, of the oil.
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]] 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 otto.
The two oils are combined and make the final rose attar.


Rose otto is usually dark olive-green in color and will form white crystals at normal [[room temperature]] which disappear when the oil is gently warmed. It will tend to become more [[viscous]] at lower temperatures due to this [[crystallization]] of some of its components.
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]] 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]], [[Iran|Persia]], [[Syria]], and the [[Ottoman Empire]]. The [[Rose Valley, Bulgaria|Rose Valley]] in [[Bulgaria]], near the town of [[Kazanlak]], is among the major producers of attar of roses in the world.<ref>{{Nuttall}}</ref>
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, Bulgaria|Rose Valley]] in Bulgaria, near the town of [[Kazanlak]], is among the major producers of attar of roses in the world.<ref>{{Nuttall}}</ref>
In [[India]], [[Kannauj]] is an important city of fabrication of [[Rose]] Attar, [[Kannauj]] is nicknamed "The [[Grasse]] of East" or "The [[Grasse]] of Orient".
In India, [[Kannauj]] is an important city of fabrication of rose attar, [[Kannauj]] is nicknamed "The Grasse of the East" or "The Grasse of the Orient". [[Grasse]] (in France) is an important city of fabrication of rose fragrance.
[[Grasse]] (in [[France]]) is an important city of fabrication of [[rose]] fragance.
Due to the heat required for distillation, some of the compounds extracted from the rose undergo [[Denaturation (biochemistry)|denaturing]] or chemical breakdown. As such, rose otto does not smell very similar to "fresh" roses.


Due to the heat required for distillation, some of the compounds extracted from the rose [[Denaturation (biochemistry)|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]]''. This inexpensive by-product is used widely as a food flavoring as well as in [[skin care]].

The [[Herbal distillate|hydrosol]] portion of the distillate is known as ''[[Rose water|rosewater]]''. This inexpensive by-product is used widely as a food flavoring as well as in skin care.


===Solvent extraction===
===Solvent extraction===
In the solvent extraction method, the flowers are agitated in a vat with a [[solvent]] such as [[hexane]], which draws out the [[aromatic]] compounds as well as other soluble substances such as [[wax]] and [[pigment]]s. The extract is subjected to vacuum processing which removes the solvent for re-use. The remaining waxy mass is known as a ''[[concrete (extraction)|concrete]]''. The concrete is then mixed with [[alcohol]] 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.
In the solvent extraction method, the flowers are agitated in a vat with a [[solvent]] such as [[hexane]], which draws out the [[aroma compound]]s as well as other soluble substances such as [[wax]] and [[pigment]]s. The extract is subjected to vacuum processing which removes the solvent for re-use. The remaining waxy mass is known as a ''[[concrete (extraction)|concrete]]''. The concrete is then mixed with [[Alcohol (chemistry)|alcohol]] 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 ottor.
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===
===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 {{convert|72.9|atm|mb|abbr=on}} of pressure and at a temperature of at least {{convert|31.1|C|F}} (the [[Critical point (thermodynamics)|critical point]]), it becomes a supercritical fluid with the permeation properties of a gas and the solvation properties of a liquid. (Under normal pressure CO<sub>2</sub> changes directly from a solid to a gas in a process known as [[Sublimation (chemistry)|sublimation]].) The supercritical fluid CO<sub>2</sub> extracts the aromatics from the plant material.
A third process, [[supercritical carbon dioxide]] extraction, combines the best aspects of the other two methods. When carbon dioxide is put under at least {{convert|72.9|atm|bar|abbr=on}} of pressure and at a temperature of at least {{convert|31.1|C|F}} (the [[Critical point (thermodynamics)|critical point]]), it becomes a supercritical fluid with the permeation properties of a gas and the solvation properties of a liquid. (Under normal pressure {{chem|C|O|2}} changes directly from a solid to a gas in a process known as [[Sublimation (chemistry)|sublimation]].) The supercritical fluid {{chem|C|O|2}} extracts the aromatics from the plant material.

Like solvent extraction, the {{chem|C|O|2}} 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 {{chem|C|O|2}} is gas at normal [[atmospheric pressure]], it leaves no trace of itself in the final product. The equipment for {{chem|C|O|2}} 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]]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.<ref name="Parry1899">{{cite book|last=Parry|first=Ernest John|title=The Chemistry of Essential Oils and Artificial Perfumes: Illustrated with Engravings|url=https://archive.org/details/b28059979|year=1899|publisher=Scott, Greenwood & Company|location=London|page=[https://archive.org/details/b28059979/page/n299 288]}}</ref> To mitigate the cost, most dealers cut rose oil with [[Citronellol]], [[Geraniol]], [[Pelargonium|Geranium]] or [[Palmarosa]] (''[[Cymbopogon martinii]]'') essential oils, both of which are rich in [[Geraniol]], 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.{{medcn|date=August 2014}}


=== Bulgarian rose oil ===
Like solvent extraction, the CO<sub>2</sub> 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 CO<sub>2</sub> is gas at normal [[atmospheric pressure]], it leaves no trace of itself in the final product. The equipment for CO<sub>2</sub> extraction is expensive, which is reflected in the price of the essential oils obtained from the process.
Bulgarian rose oil is generally characterized by the following qualities:<ref name="Nedeltcheva2021"/>


* 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:
==Adulteration==
** odor carriers – represent the liquid part of the oil-eleoptene;
It takes many [[pound (mass)|pounds]] of rose [[petal]]s to distill one ounce of essential oil. Depending on extraction method and plant species, the average yield can range from 1:1,500 to 1:10,000.<ref>{{cite book | title = The Chemistry of Essential Oils and Artificial Perfumes | date = 1921}}{{full|date=August 2014}}</ref> To mitigate the cost, some dishonest dealers will dilute rose oil with [[Pelargonium|geranium]] (''Pelargonium graveolens'') or [[palmarosa]] (''[[Cymbopogon martinii]]'') essential oils, both of which are rich in [[geraniol]], 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.{{medcn|date=August 2014}}
** 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]] (up to 3%), [[linalool]] (1 to 3%), [[phenethyl alcohol]](up to 3%), [[citronellol]] (24 to 35%), [[nerol]] (5 to 12%), [[geraniol]] (13 to 22%), [[geranyl acetate]] (up to 1.5%), [[eugenol]] (up to 2.5%), [[methyl eugenol]] (up to 2%) and [[farnesol]] (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 [[heneicosane]] (from 3 to 5.5%) and C23 [[Higher alkane|tricosane]] (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==
==References==
Line 57: Line 93:


==External links==
==External links==
{{wiktionary inline|rose oil}}
*{{wiktionary inline|rose oil}}


{{Rose}}
{{Rose}}

Latest revision as of 21:46, 22 December 2024

Rose (Rosa damascena) essential oil in clear glass vial

Rose oil (rose otto, attar of rose, attar of roses, or rose essence) is an essential oil that is extracted from the petals of various types of rose. Rose ottos are extracted through steam distillation,[1] while rose absolutes[2] are obtained through solvent extraction, the absolute being used more commonly in perfumery. The production technique originated in Greater Iran.[3][4] Even with their high price and the advent of organic synthesis, rose oils are still perhaps the most widely used essential oil in perfumery.

R. damascena and R. centifolia

[edit]

Two major species of rose are cultivated for the production of rose oil:[5]

  • Rosa damascena production today is dominated by 3 producers account for over 70% of the Rose oil market share:
    • Bulgaria, sold as "Bulgarian Rose"
    • Turkey, sold as "Turkish Rose"
    • Saudi Arabia, sold as "Taif Rose"
    • It is also grown on a smaller scale in Afghanistan, Armenia, Azerbaijan, Bosnia, Croatia, Cyprus, Ethiopia, Georgia, Greece, Jordan, Lebanon, India, Iran, Iraq, Israel, Moldova, North Macedonia, Oman, Serbia, Syria, Tajikistan, Turkmenistan, Pakistan, Romania, Russia, Ukraine, United Arab Emirates and Yemen.
  • Rosa centifolia, the cabbage rose, which is more commonly grown in Morocco, Egypt and France.

Rosa damascena composition

[edit]

Composition of rose oil and headspace vary, but the Rose international standard survey of 2003–2020 lists three components as the major components with a specific range specified in ISO 9842:2003.[6]

Major rose components

[edit]

Minor rose components

[edit]

Heneicosane, eicosane, docosane, tricosane, tetracosane, pentacosane, hexacosane, heptacosane, nonacosane, dodecane, tetradecane, pentadecane, hexadecane, heptadecane, octadecane, nerol, linalool, phenyl ethyl alcohol, farnesol, α-pinene, β-pinene, α-terpinene, limonene, p-cymene, camphene, β-caryophyllene, neral, geranyl acetate, neryl acetate, eugenol, methyl eugenol, benzaldehyde, benzyl alcohol, octane and tetradecanol.[7]

Key rose components

[edit]

Beta-damascenone's presence is considered as the marker for the quality of rose oil. Even though these compounds usually 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.[8]

Rosa centifolia composition

[edit]

Rosa centifolia does not have a rose oil because of the delicate nature of its petals. The Rosa centifolia absolute is composed of more than 50% phenylethyl alcohol and the rest of the composition resembles a Rosa damascena.[9]

Production

[edit]
Rose oil factory in Bulgaria
Rose-picking in the Rose Valley near the town of Kazanlak in Bulgaria, 1870s, engraving by Austro-Hungarian traveller Felix Philipp Kanitz

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, and the material is distilled the same day.

There are three main methods of extracting the oil from the plant material:

Distillation

[edit]

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 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 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, is among the major producers of attar of roses in the world.[10] In India, Kannauj is an important city of fabrication of rose attar, Kannauj is nicknamed "The Grasse of the East" or "The Grasse of the Orient". Grasse (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. This inexpensive by-product is used widely as a food flavoring as well as in skin care.

Solvent extraction

[edit]

In the solvent extraction method, the flowers are agitated in a vat with a solvent such as hexane, which draws out the aroma compounds as well as other soluble substances such as wax and pigments. The extract is subjected to vacuum processing which removes the solvent for re-use. The remaining waxy mass is known as a concrete. The concrete is then mixed with alcohol 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

[edit]

A third process, supercritical carbon dioxide extraction, combines the best aspects of the other two methods. When carbon dioxide is put under at least 72.9 atm (73.9 bar) of pressure and at a temperature of at least 31.1 °C (88.0 °F) (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 CO
2
changes directly from a solid to a gas in a process known as sublimation.) The supercritical fluid CO
2
extracts the aromatics from the plant material.

Like solvent extraction, the CO
2
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 CO
2
is gas at normal atmospheric pressure, it leaves no trace of itself in the final product. The equipment for CO
2
extraction is expensive, which is reflected in the price of the essential oils obtained from the process.

Adulteration

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It takes a large amount of rose petals to distill a small amount of essential oil. Depending on extraction method and plant species, the typical yield can be approximately 1:3,000.[11] To mitigate the cost, most dealers cut rose oil with Citronellol, Geraniol, Geranium or Palmarosa (Cymbopogon martinii) essential oils, both of which are rich in Geraniol, 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.[medical citation needed]

Bulgarian rose oil

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Bulgarian rose oil is generally characterized by the following qualities:[1]

  • 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 (up to 3%), linalool (1 to 3%), phenethyl alcohol(up to 3%), citronellol (24 to 35%), nerol (5 to 12%), geraniol (13 to 22%), geranyl acetate (up to 1.5%), eugenol (up to 2.5%), methyl eugenol (up to 2%) and farnesol (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 heneicosane (from 3 to 5.5%) and C23 tricosane (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

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  1. ^ a b Antonova, Daniela V.; Medarska, Yana N.; Stoyanova, Albena St.; Nenov, Nenko St.; Slavov, Anton M.; Antonov, Liudmil M. (4 March 2021). "Chemical profile and sensory evaluation of Bulgarian rose ( Rosa damascena Mill.) aroma products, isolated by different techniques". Journal of Essential Oil Research. 33 (2): 171–181. doi:10.1080/10412905.2020.1839583. S2CID 230534578.
  2. ^ Nedeltcheva-Antonova D, Stoicheva P, Antonov L (2017). "Chemical profiling of Bulgarian rose absolute (Rosa damascena Mill.) using gas chromatography–mass spectrometry and trimethylsilyl derivatives". Industrial Crops and Products. 108: 36–43. doi:10.1016/j.indcrop.2017.06.007.
  3. ^ Nikbakht, A.; Kafi, M. (June 2008). "A study on the relationships between Iranian people and Damask rose (Rosa damascena) and its therapeutic and healing properties". Acta Horticulturae (790): 251–254. doi:10.17660/ActaHortic.2008.790.36.
  4. ^ Mahboubi, Mohaddese (January 2016). "Rosa damascena as holy ancient herb with novel applications". Journal of Traditional and Complementary Medicine. 6 (1): 10–16. doi:10.1016/j.jtcme.2015.09.005. PMC 4737971. PMID 26870673.
  5. ^ Hass, Nancy (24 September 2015). "Francis Kurkdjian and Fabien Ducher, Changing History in a Bottle". The New York Times.
  6. ^ "Iso 9842:2003".
  7. ^ Khan, Ikhlas A.; Abourashed, Ehab A. (2010). Leung's Encyclopedia of Common Natural Ingredients: Used in Food, Drugs and Cosmetics. Hoboken, NJ: Wiley. p. 208. ISBN 9780471467434.
  8. ^ Leffingwell, John C. (1999). "Rose (Rosa damascena)". Aroma from Carotenoids. Leffingwell & Associates. Retrieved 2006-06-08.
  9. ^ Boskabady, Mohammad Hossein; Shafei, Mohammad Naser; Saberi, Zahra; Amini, Somayeh (July 2011). "Pharmacological effects of rosa damascena". Iranian Journal of Basic Medical Sciences. 14 (4): 295–307. PMC 3586833. PMID 23493250.
  10. ^ This article incorporates text from a publication now in the public domainWood, James, ed. (1907). The Nuttall Encyclopædia. London and New York: Frederick Warne. {{cite encyclopedia}}: Missing or empty |title= (help)
  11. ^ Parry, Ernest John (1899). The Chemistry of Essential Oils and Artificial Perfumes: Illustrated with Engravings. London: Scott, Greenwood & Company. p. 288.
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  • The dictionary definition of rose oil at Wiktionary