beta-Pinene

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β-Pinene
Beta-pinen.png
(1S)-(-)-beta-pinene-2D-projected-skeletal.png
(1S)-(−)-beta-pinene-from-xtal-3D-balls.png
Names
IUPAC name
6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane
Other names
2(10)-Pinene; Nopinene; Pseudopinene
Identifiers
127-91-3 YesY
ChEBI CHEBI:50025 YesY
ChEMBL ChEMBL501351 YesY
ChemSpider 14198 YesY
Jmol 3D model Interactive image
KEGG C09882 YesY
PubChem 14896
UNII 4MS8VHZ1HJ YesY
  • InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3 YesY
    Key: WTARULDDTDQWMU-UHFFFAOYSA-N YesY
  • InChI=1/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3
    Key: WTARULDDTDQWMU-UHFFFAOYAW
  • C1(=C)C2CC(CC1)C2(C)C
Properties
C10H16
Molar mass 136.24 g·mol−1
Appearance Colourless liquid
Density 0.872 g/mL
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

beta-Pinene (β-pinene) is a monoterpene, an organic compound found in plants. It is one of the two isomers of pinene, the other being α-pinene. It is colorless liquid soluble in alcohol, but not water. It has a woody-green pine-like smell.

This is one of the most abundant compounds released by forest trees.[1] If oxidized in air, the allylic products of the pinocarveol and myrtenol family prevail.[2]

Plants that contain β-pinene

Many plants from many botanical families contain the compound, including:

See also

References

  1. Geron, C., et al. (2000). A review and synthesis of monoterpene speciation from forests in the United States. Atmospheric Environment 34(11), 1761-81.
  2. 2.0 2.1 Neuenschwander, U., et al. (2011). Peculiarities of β-pinene autoxidation. ChemSusChem 4(11), 1613-21.
  3. Li, R. and Z. T. Jiang. (2004). Chemical composition of the essential oil of Cuminum cyminum L. from China. Flavour and Fragrance Journal 19(4), 311-13.
  4. Wang, L., et al. (2009). Ultrasonic nebulization extraction coupled with headspace single drop microextraction and gas chromatography-mass spectrometry for analysis of the essential oil in Cuminum cyminum L. Analytica Chimica Acta 647(1), 72-77.
  5. Tinseth, G. The Essential Oil of Hops: Hop Aroma and Flavor in Hops and Beer. Brewing Techniques January/February 1994. Accessed July 21, 2010.

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