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Pinene information


Pinene
Pinene
Names
IUPAC names
(1S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene
(1S,5S)-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane
Identifiers
CAS Number
  • (mixture): 1330-16-1 checkY
  • (1R-α): 7785-70-8 checkY
  • (1S-α): 7785-26-4 checkY
  • (1R-β): 19902-08-0 checkY
  • (1S-β): 18172-67-3 checkY
3D model (JSmol)
  • (mixture): Interactive image
ChEBI
  • (mixture): CHEBI:17187
  • (1R-α): CHEBI:28261
  • (1S-α): CHEBI:28660
  • (1S-β): CHEBI:50025
ChemSpider
  • (1R-α): 74205
  • (1S-α): 389795
  • (1R-β): 8466294
  • (1S-β): 14198
ECHA InfoCard 100.029.170 Edit this at Wikidata
EC Number
  • (1R-α): 232-087-8
PubChem CID
  • (1R-α): 82227
  • (1S-α): 15837102
  • (1R-β): 10290825
  • (1S-β): 440967
UNII
  • (mixture): 996299PUKB checkY
  • (1R-α): H6CM4TWH1W checkY
  • (1S-α): TZR3GM95PR checkY
  • (1R-β): IGO73S04D5 checkY
  • (1S-β): AFN153A7SU checkY
CompTox Dashboard (EPA)
  • (mixture): DTXSID7041671 Edit this at Wikidata
SMILES
  • (mixture): CC1=CCC2CC1C2(C)C
Properties
Chemical formula
C10H16
Molar mass 136.24 g/mol
Appearance Liquid
Density 0,86 g·cm−3 (alpha, 15 °C)[1][2]
Melting point −62 to −55 °C (−80 to −67 °F; 211 to 218 K) (alpha)[1]
Boiling point 155 to 156 °C (311 to 313 °F; 428 to 429 K) (alpha)[1]
Solubility in water
Practically insoluble in water
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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.[3] Pinenes are also found in many non-coniferous plants such as camphorweed (Heterotheca)[4] and big sagebrush (Artemisia tridentata).

  1. ^ a b c Record of alpha-Pinen in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 07-January-2016.
  2. ^ Record of beta-Pinen in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 07-January-2016.
  3. ^ Gscheidmeier, Manfred; Fleig, Helmut (2000). "Turpentines". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a27_267. ISBN 978-3527306732.
  4. ^ Lincoln DE, Lawrence BM (1984). "The Volatile Constituents of Camphorweed, Heterotheca subaxillaris". Phytochemistry. 23 (4): 933–934. doi:10.1016/S0031-9422(00)85073-6.

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Pinene

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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...

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Pinene synthase

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a pinene synthase (EC 4.2.3.14) is an enzyme that catalyzes the chemical reaction geranyl diphosphate ⇌ {\displaystyle \rightleftharpoons } pinene + diphosphate...

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Camphor

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saw a brief end to the camphor monopoly. Camphor is produced from alpha-pinene, which is abundant in the oils of coniferous trees and can be distilled...

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C10H16

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Limonene Myrcene Ocimene Pentamethylcyclopentadiene Phellandrene Pinenes alpha-Pinene beta-Pinene Sabinene Syntin Terpinene Thujene Tricyclodecane Turpentine...

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Angelica archangelica

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seeds have a similar chemical composition to the roots, including α-pinene, β-pinene, camphene, myrcene, β-phellandrene, limonene, caryophyllene, borneol...

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Turpentine

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Turpentine is composed of terpenes, primarily the monoterpenes alpha- and beta-pinene, with lesser amounts of carene, camphene, limonene, and terpinolene. Substitutes...

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Nigella sativa

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thymoquinone, dihydrothymoquinone, p-cymene, carvacrol, α-thujene, thymol, α-pinene, β-pinene and trans-anethole. Protein and various alkaloids are present in the...

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Terpene

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sesquiterpenes (C15), diterpenes (C20), as examples. The terpene alpha-pinene is a major component of the common solvent, turpentine. The one terpene...

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Resin

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plant resins are composed of terpenes. Specific components are alpha-pinene, beta-pinene, delta-3 carene, and sabinene, the monocyclic terpenes limonene and...

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Juniper berry

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berries, fatty acids, terpenes, aromatic compounds, and hydrocarbons, such as pinene, sabinene, terpinen-4-ol, limonene, and myrcene, were isolated. While classified...

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Galbanum

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colorless crystalline substance umbelliferone. It also contains α-pinene, β-pinene, limonene, cadinene, 3-carene, and ocimene. In the Book of Exodus 30:34...

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Mentha arvensis

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limonene, methyl acetate, piperitone, beta-caryophyllene, alpha-pinene, beta-pinene, tannins and flavonoids. Mint extracts and menthol-related chemicals...

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Turnera diffusa

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tricosan-2-one; acacetin; p-cymene; β-sitosterol; 1,8-cineole; apigenin; α-pinene; β-carotene; β-pinene; tannins; thymol; and hexacosanol. In total, 22 flavonoids, maltol...

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Pinane

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Existing as chiral cis and trans isomers, they arise from the hydrogenation of pinene. Both isomers undergo reaction with air to give 2-pinane hydroperoxides...

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Minthostachys mollis

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of essential oil are as follows: pulegone menthone menthol (−)-β-pinene (−)-α-pinene limonene isomenthone piperic acid eucalyptol carvone In the flowering...

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Nutmeg oil

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approximately 90% terpene hydrocarbons. Prominent components are sabinene, α-pinene, β-pinene, and limonene. A major oxygen-containing component is terpinen-4-ol...

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Frankincense

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mainly monoterpenes and sesquiterpenes, such as alpha-pinene, Limonene, alpha-Thujene, and beta-Pinene with small amounts of diterpenoid components being...

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Caraway

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seed oil include thymol, o-cymene, γ‑terpinene, trimethylene dichloride, β-pinene, 2-(1-cyclohexenyl), cyclohexanone, β-phellandrene, 3-carene, α-thujene...

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Tarragon

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α-trans-ocimene (20.6%), limonene (12.4%), α-pinene (5.1%), allo-ocimene (4.8%), methyl eugenol (2.2%), β-pinene (0.8%), α-terpinolene (0.5%), bornyl acetate...

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Lavandula latifolia

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Camphor (10.8–23.2%) Eucalyptol (28.0–34.9%) Borneol (0.9–3.6%) α-Pinene(? %) β-Pinene(0.8–2.6%) Caryophyllene (0.5–1.9%) Camphene(0.4–0.6%) Guaiazulene...

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Croton eluteria

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also a long list of flavory terpene and diterpene compounds, including pinene, vanillin, D-limonene, and thujene. Croton eluteria is used as a fumigant...

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