Orange oil

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Citrus sinensis (L.) Histoire et culture des orangers A. Risso et A. Poiteau. - Paris Henri Plon, Editeur, 1872 Histoire et culture des orangers A. Risso et A. Poiteau. -- Paris Henri Plon, Editeur, 1872.jpg
Citrus sinensis (L.) Histoire et culture des orangers A. Risso et A. Poiteau. – Paris Henri Plon, Editeur, 1872

Orange oil is an essential oil produced by cells within the rind of an orange fruit (Citrus sinensis fruit). In contrast to most essential oils, it is extracted as a by-product of orange juice production by centrifugation, producing a cold-pressed oil. [1] It is composed of mostly (greater than 90%) d-limonene, [2] and is often used in place of pure d-limonene. D-limonene can be extracted from the oil by distillation.

Contents

Composition

The compounds inside an orange oil vary with each different oil extraction. Composition varies as a result of regional and seasonal changes as well as the method used for extraction. Several hundred compounds have been identified with gas chromatograph-mass spectrometry. Most of the substances in the oil belong to the terpene group with limonene being the dominant one. Long chain aliphatic hydrocarbon alcohols and aldehydes like 1-octanol and octanal are second important group of substances. The presence of sinensetin, a flavone, explains the orange color. [3]

CompoundItalian Orange Oil [4] Concentration [%]Valencia orange oil [5] Concentration [%]Valencia orange oil [6] Concentration [%]Valencia orange oil [7] Concentration [%]
Limonene 93.6791.495.1797.0
α-Pinene 0.651.40.42
Sabinene and β-Pinene 1.000.40.24
Myrcene 2.094.31.860.03
Octanal 0.41-
Linalool 0.310.80.250.3
δ-3-Carene 0.31
Decanal 0.270.40.28

Uses

Structural pest control

Both California and Florida have authorized and registered d-Limonene (orange oil) as an active ingredient with the Environmental Protection Agency for the extermination of drywood termites, Formosan termites, and other structural pests. [8] [9] It is the active ingredient of the popular structural termiticide XT-2000. [10] Regarded an alternative to traditional fumigation, d-Limonene orange oil is increasing in popularity as approximately 70% of modern consumers in California prefer local structural chemical injections over traditional "tenting" or fumigation. [11]

Biological pest control

Orange oil can be used in green pesticides for biological pest control. It can exterminate or control ants and other insects by erasing their scent-pheromone trail indicators, or dissolving their exoskeleton, [12] eliminating the infestation or disrupting re-infestation. [13] [9]

The d-limonene in orange oil may be useful to exterminate drywood termites ( Incisitermes ). [14]

Domestic cleaning agent

Orange oil contains d-limonene, which may be used in cleaning agents as a solvent or added to furniture polish as an aroma. [15]

Hazards

As a main component of orange oil, limonene dissolves skin oils, possibly causing irritation. [15] Commercial use of orange oil, like that found in XT-2000, requires the use of protective gloves, according to EPA-approved labeling. [8] Most reported cases of irritation have involved long-term industrial exposure to the pure compound, e.g. during degreasing or the preparation of paints. [8]

Limonene in orange oil is flammable and is an irritant if ingested, inhaled, or contacts the eyes, and may cause allergic reactions in some people. [15]

See also

Related Research Articles

<span class="mw-page-title-main">Orange juice</span> Juice made from oranges

Orange juice is a liquid extract of the orange tree fruit, produced by squeezing or reaming oranges. It comes in several different varieties, including blood orange, navel oranges, valencia orange, clementine, and tangerine. As well as variations in oranges used, some varieties include differing amounts of juice vesicles, known as "pulp" in American English, and "(juicy) bits" in British English. These vesicles contain the juice of the orange and can be left in or removed during the manufacturing process. How juicy these vesicles are depend upon many factors, such as species, variety, and season. In American English, the beverage name is often abbreviated as "OJ".

<span class="mw-page-title-main">Insecticide</span> Pesticide used against insects

Insecticides are pesticides used to kill insects. They include ovicides and larvicides used against insect eggs and larvae, respectively. Acaricides, which kill mites and ticks, are not strictly insecticides, but are usually classified together with insecticides. The major use of Insecticides is agriculture, but they are also used in home and garden, industrial buildings, vector control and control of insect parasites of animals and humans. Insecticides are claimed to be a major factor behind the increase in the 20th-century's agricultural productivity. Nearly all insecticides have the potential to significantly alter ecosystems; many are toxic to humans and/or animals; some become concentrated as they spread along the food chain.

<span class="mw-page-title-main">Essential oil</span> Hydrophobic liquid containing volatile aroma compounds from plants

An essential oil is a concentrated hydrophobic liquid containing volatile chemical compounds from plants. Essential oils are also known as volatile oils, ethereal oils, aetheroleum, or simply as the oil of the plant from which they were extracted, such as oil of clove. An essential oil is essential in the sense that it contains the essence of the plant's fragrance—the characteristic fragrance of the plant from which it is derived. The term "essential" used here does not mean indispensable or usable by the human body, as with the terms essential amino acid or essential fatty acid, which are so called because they are nutritionally required by a living organism.

<span class="mw-page-title-main">Fumigation</span> Pest control technique

Fumigation is a method of pest control or the removal of harmful microorganisms by completely filling an area with gaseous pesticides, or fumigants, to suffocate or poison the pests within. It is used to control pests in buildings, soil, grain, and produce. Fumigation is also used during the processing of goods for import or export to prevent the transfer of exotic organisms.

<span class="mw-page-title-main">Thymol</span> Chemical compound found in plants including thyme

Thymol, C10H14O, is a natural monoterpenoid phenol derivative of p-Cymene, isomeric with carvacrol, found in oil of thyme, and extracted from Thymus vulgaris, ajwain, and various other plants as a white crystalline substance of a pleasant aromatic odor and strong antiseptic properties. Thymol also provides the distinctive, strong flavor of the culinary herb thyme, also produced from T. vulgaris. Thymol is only slightly soluble in water at neutral pH, but it is extremely soluble in alcohols and other organic solvents. It is also soluble in strongly alkaline aqueous solutions due to deprotonation of the phenol. Its dissociation constant (pKa) is 10.59±0.10. Thymol absorbs maximum UV radiation at 274 nm.

<span class="mw-page-title-main">Citronella oil</span> Fragrant essential oil derived from lemongrass

Citronella oil is an essential oil obtained from the leaves and stems of different species of Cymbopogon (lemongrass). The oil is used extensively as a source of perfumery chemicals such as citronellal, citronellol, and geraniol. These chemicals find extensive use in soap, candles and incense, perfumery, cosmetic, and flavouring industries throughout the world.

<span class="mw-page-title-main">Linalool</span> Chemical compound with a floral aroma

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. A colorless oil, linalool is classified as an acyclic monoterpenoid. In plants, it is a metabolite, a volatile oil component, an antimicrobial agent, and an aroma compound. Linalool has uses in manufacturing of soaps, fragrances, food additives as flavors, household products, and insecticides. Esters of linalool are referred to as linalyl, e.g. linalyl pyrophosphate, an isomer of geranyl pyrophosphate.

<span class="mw-page-title-main">Bergamot orange</span> Citrus fruit

Citrus bergamia, the bergamot orange, is a fragrant citrus fruit the size of an orange, with a yellow or green colour similar to a lime, depending on ripeness.

<span class="mw-page-title-main">Sulfuryl fluoride</span> Chemical compound

Sulfuryl fluoride (also spelled sulphuryl fluoride) is an inorganic compound with the formula SO2F2. It is an easily condensed gas and has properties more similar to sulfur hexafluoride than sulfuryl chloride, being resistant to hydrolysis even up to 150 °C. It is neurotoxic and a potent greenhouse gas, but is widely used as a fumigant insecticide to control termites.

<span class="mw-page-title-main">Anethole</span> Chemical compound

Anethole is an organic compound that is widely used as a flavoring substance. It is a derivative of the aromatic compound allylbenzene and occurs widely in plants in essential oils. It is in the class of phenylpropanoid organic compounds. It contributes a large component of the odor and flavor of anise and fennel, anise myrtle (Myrtaceae), liquorice (Fabaceae), magnolia blossoms, and star anise (Schisandraceae). Closely related to anethole is its isomer estragole, which is abundant in tarragon (Asteraceae) and basil (Lamiaceae), and has a flavor reminiscent of anise. It is a colorless, fragrant, mildly volatile liquid. Anethole is only slightly soluble in water but exhibits high solubility in ethanol. This trait causes certain anise-flavored liqueurs to become opaque when diluted with water; this is called the ouzo effect.

<span class="mw-page-title-main">Carvone</span> Chemical compound

Carvone is a member of a family of chemicals called terpenoids. Carvone is found naturally in many essential oils, but is most abundant in the oils from seeds of caraway, spearmint, and dill.

<span class="mw-page-title-main">Citral</span> Chemical compound

Citral is an acyclic monoterpene aldehyde. Being a monoterpene, it is made of two isoprene units. Citral is a collective term which covers two geometric isomers that have their own separate names; the E-isomer is named geranial or citral A. The Z-isomer is named neral or citral B. These stereoisomers occur as a mixture, often not in equal proportions; e.g. in essential oil of Australian ginger, the neral to geranial ratio is 0.61.

<span class="mw-page-title-main">Limonene</span> Liquid terpene hydrocarbon fragrance and flavor, extract of citrus peel

Limonene is a colorless liquid aliphatic hydrocarbon classified as a cyclic monoterpene, and is the major component in the volatile oil of citrus fruit peels. The (+)-isomer, occurring more commonly in nature as the fragrance of oranges, is a flavoring agent in food manufacturing. It is also used in chemical synthesis as a precursor to carvone and as a renewables-based solvent in cleaning products. The less common (-)-isomer has a piny, turpentine-like odor, and is found in the edible parts of such plants as caraway, dill, and bergamot orange plants.

<span class="mw-page-title-main">Pinene</span> Oily organic chemical found in plants

Pinene is a collection of unsaturated bicyclic monoterpenes. Two geometric isomers of pinene are found in nature, α-pinene and β-pinene. Both are chiral. As the name suggests, pinenes are found in pines. Specifically, pinene is the major component of the liquid extracts of conifers. Pinenes are also found in many non-coniferous plants such as camphorweed (Heterotheca) and big sagebrush.

Monoterpenes are a class of terpenes that consist of two isoprene units and have the molecular formula C10H16. Monoterpenes may be linear (acyclic) or contain rings (monocyclic and bicyclic). Modified terpenes, such as those containing oxygen functionality or missing a methyl group, are called monoterpenoids. Monoterpenes and monoterpenoids are diverse. They have relevance to the pharmaceutical, cosmetic, agricultural, and food industries.

Rose hip seed oil is a pressed seed oil, extracted from the seeds of the wild rose bush Rosa rubiginosa in the southern Andes. Rosehip seed oil can also be extracted from Rosa canina, a wild rose species native to Europe, northwest Africa, and western Asia. The fruits of the rosehip have been used in folk medicine for a long time. Rosehips have prophylactic and therapeutic actions against the common cold, infectious diseases, gastrointestinal disorders, urinary tract diseases, and inflammatory diseases.

<span class="mw-page-title-main">Bergamot essential oil</span> Cold-pressed essential oil

Bergamot essential oil is a cold-pressed essential oil produced by cells inside the rind of a bergamot orange fruit. It is a common flavoring and top note in perfumes. The scent of bergamot essential oil is similar to a sweet light orange peel oil with a floral note.

<i>Incisitermes minor</i> Species of termite

Incisitermes minor is a species of termite in the family Kalotermitidae known commonly as the western drywood termite. It is native to western North America, including the western United States and northern Mexico. It has been found in many other parts of the United States, all the way to the East Coast. It has been reported from Toronto. It has been introduced to Hawaii. It has been noted in China and it is not uncommon in Japan. This is an economically important pest of wooden structures, including houses. In California and Arizona alone its economic impact is estimated to be about $250 million per year.

<span class="mw-page-title-main">Pompia</span> Variety of plant

Pompia, also called pumpia, sa pompia, spompia, and China citron, is a Citrus hybrid cultivated for its edible fruit. It is a taxonomical synonym of Citrus medica.

References

  1. Dominic W. S. Wong (1989). Mechanism and theory in food chemistry. Springer. p. 253. ISBN   0-442-20753-0.
  2. K. Bauer, D. Garbe, and H. Surburg, "Common Fragrance and Flavor Materials", 4th Ed, Wiley VCH, 2001, ISBN   3-527-30364-2. 189.
  3. Steinke, K., Jose, E., Sicker, D., Siehl, H.-U., Zeller, K.-P. and Berger, S. (2013), Sinensetin. Chemie in unserer Zeit, 47: 158–163. doi : 10.1002/ciuz.201300627
  4. A. Verzera; A. Trozzi; G. Dugo; G. Di Bella; A. Cotroneo (2004). "Biological lemon and sweet orange essential oil composition". Flavour and Fragrance Journal. 19 (6): 544–548. doi:10.1002/ffj.1348.
  5. Pino, J.; Sánchez, M.; Sánchez, R.; Roncal, E. (1992). "Chemical composition of orange oil concentrates". Food/Nahrung. 36 (6): 539–542. doi:10.1002/food.19920360604.
  6. J. D. Vora; R. F. Matthews; P. G. Crandall; R. Cook (1983). "Preparation and Chemical Composition of Orange Oil Concentrates". Journal of Food Science. 48 (4): 1197–1199. doi:10.1111/j.1365-2621.1983.tb09190.x.
  7. R. L. Colman; E. D. Lund; M. G. Moshonas (1969). "Composition of Orange Essence Oil". Journal of Food Science. 34 (6): 610–611. doi:10.1111/j.1365-2621.1969.tb12102.x.
  8. 1 2 3 "EPA Registration for XT-2000" (PDF). EPA,gov. Retrieved 4 April 2021.
  9. 1 2 Matthew A. Borden, Eileen A. Buss (26 September 2018). "Natural Products for Managing Landscape and Garden Pests in Florida". edis.ifas.ufl.edu. Retrieved 19 April 2021.
  10. "XT-2000 Orange Oil Plus". PCT – Pest Control Technology. Retrieved 19 April 2021.
  11. Mashek, Bill (February 2008). "Orange Oil for Drywood Termites: Magic or Marketing Madness?" (PDF). The IPM Practitioner: Monitoring the Field of Pest Management. Jan/Feb 2008: 3 via Bio Integral Resource Center (BIRC).
  12. Mashek, Bill (February 2008). "Orange Oil for Drywood Termites:Magic or Marketing Madness?" (PDF). The IPM Practitioner. Jan/Feb 2008: 1 via Bio-Integral Resource Center (BIRC).
  13. "A Review of "Organic" and Other Alternative Methods for Fire Ant Control" (PDF). Archived from the original (PDF) on 2 April 2015.
  14. Perry DT, Choe DH (June 2020). "Volatile Essential Oils Can Be Used to Improve the Efficacy of Heat Treatments Targeting the Western Drywood Termite: Evidence from a Laboratory Study". Journal of Economic Entomology. 113 (3): 1373–81. doi: 10.1093/jee/toaa008 .
  15. 1 2 3 "Limonene". PubChem, US National Library of Medicine. 11 May 2024. Retrieved 17 May 2024.