Names | |
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Preferred IUPAC name (1aS,4aS,8aS)-2,4a,8,8-Tetramethyl-1,1a,4,4a,5,6,7,8-octahydrocyclopropa[d]naphthalene | |
Other names Sesquichamene; Thujopsen; Widdrene | |
Identifiers | |
3D model (JSmol) | |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.006.753 |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C15H24 | |
Molar mass | 204.357 g·mol−1 |
Density | 0.936 g/mL (20 °C) [1] |
Boiling point | 258 to 260 °C (496 to 500 °F; 531 to 533 K) [1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Thujopsene is a natural chemical compound, classified as a sesquiterpene, with the molecular formula C15H24.
Thujopsene is found in the essential oil of a variety of conifers, [2] in particular Juniperus cedrus and Thujopsis dolabrata in which it comprises around 2.2% of the weight of the heartwood. [3]
Thujopsene is biosynthesized from farnesyl pyrophosphate (FPP): [4]
Cedrus, with the common English name cedar, is a genus of coniferous trees in the plant family Pinaceae. They are native to the mountains of the western Himalayas and the Mediterranean region, occurring at altitudes of 1,500–3,200 m in the Himalayas and 1,000–2,200 m in the Mediterranean.
Cedar oil, also known as cedarwood oil, is an essential oil derived from various types of conifers, most in the pine or cypress botanical families. It is produced from the foliage, and sometimes the wood, roots, and stumps left after logging of trees for timber. It has many uses in art, industry, and perfumery, and while the characteristics of oils derived from various species may vary, all have some degree of pesticidal effects.
Junipers are coniferous trees and shrubs in the genus Juniperus of the cypress family Cupressaceae. Depending on the taxonomy, between 50 and 67 species of junipers are widely distributed throughout the Northern Hemisphere, from the Arctic, south to tropical Africa, throughout parts of western, central and southern Asia, east to eastern Tibet in the Old World, and in the mountains of Central America. The highest-known juniper forest occurs at an altitude of 4,900 metres (16,100 ft) in southeastern Tibet and the northern Himalayas, creating one of the highest tree lines on earth.
Cedrus libani, the cedar of Lebanon or Lebanese cedar, is a species of tree in the genus Cedrus, a part of the pine family, native to the mountains of the Eastern Mediterranean basin. It is a large evergreen conifer that has great religious and historical significance in the cultures of the Middle East, and is referenced many times in the literature of ancient civilisations. It is the national emblem of Lebanon and is widely used as an ornamental tree in parks and gardens.
Juniperus virginiana, also known as eastern redcedar, red cedar, Virginian juniper, eastern juniper, red juniper, and other local names, is a species of juniper native to eastern North America from southeastern Canada to the Gulf of Mexico and east of the Great Plains. Further west it is replaced by the related Juniperus scopulorum and to the southwest by Juniperus ashei. It is not to be confused with Thuja occidentalis.
Cedrus atlantica, the Atlas cedar, is a species of tree in the pine family Pinaceae, native to the Rif and Atlas Mountains of Morocco, and to the Tell Atlas in Algeria. A majority of the modern sources treat it as a distinct species Cedrus atlantica, but some sources consider it a subspecies of Lebanon cedar.
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.
Juniperus oxycedrus, vernacularly called Cade, cade juniper, prickly juniper, prickly cedar, or sharp cedar, is a species of juniper, native across the Mediterranean region, growing on a variety of rocky sites from sea level. The specific epithet oxycedrus means "sharp cedar" and this species may have been the original cedar or cedrus of the ancient Greeks.
Juniperus osteosperma is a shrub or small tree native to the southwestern United States.
Peavy Arboretum is an arboretum operated by Oregon State University and located on Arboretum Road, Corvallis, Oregon. It is open to the public daily without charge.
Juniperus cedrus, the Canary Islands juniper, is a species of juniper, native to the western Canary Islands and Madeira, where it occurs at altitudes of 500–2400 m. It is closely related to Juniperus oxycedrus of the Mediterranean region and Juniperus brevifolia of the Azores.
Juniperus phoenicea, the Phoenicean juniper or Arâr, is a juniper found throughout the Mediterranean region.
Tropolone is an organic compound with the chemical formula C7H5(OH)O. It is a pale yellow solid that is soluble in organic solvents. The compound has been of interest to research chemists because of its unusual electronic structure and its role as a ligand precursor. Although not usually prepared from tropone, it can be viewed as its derivative with a hydroxyl group in the 2-position.
Juniperus brevifolia, the Azores juniper, is a species of juniper, endemic to the Azores, where it occurs at altitudes of 240–800 metres, rarely up to 1,500 m (4,900 ft). It is closely related to Juniperus oxycedrus of the Mediterranean region and Juniperus cedrus of the neighboring Macaronesian islands. It is threatened by habitat loss.
The Arboretum de Villardebelle is an arboretum specializing in conifers located in Villardebelle, Aude, Languedoc-Roussillon, France.
Thujaplicins are a series of tropolone-related chemical substances that have been isolated from the softwoods of the trees of Cupressaceae family. These compounds are known for their antibacterial, antifungal, and antioxidant properties. They were the first natural tropolones to be made synthetically.
Hinokitiol (β-thujaplicin) is a natural monoterpenoid found in the wood of trees in the family Cupressaceae. It is a tropolone derivative and one of the thujaplicins. Hinokitiol is used in oral and skin care products, and is a food additive used in Japan.
The Western Himalayan subalpine conifer forests is a temperate coniferous forests ecoregion of the middle and upper elevations of the western Middle Himalayas of Nepal, India, and Pakistan.
Cedrol is a sesquiterpene alcohol found in the essential oil of conifers, especially in the genera Cupressus (cypress) and Juniperus (juniper). It has also been identified in Origanum onites, a plant related to oregano. Its main uses are in the chemistry of aroma compounds. It makes up about 19% of cedarwood oil Texas and 15.8% of cedarwood oil Virginia.