beta-Pinene

β-Pinene
Beta-pinen.svg
(1S)-(-)-beta-pinene-2D-projected-skeletal.png
(1S)-(−)-beta-pinene-from-xtal-3D-balls.png
Names
Preferred IUPAC name

6,6-Dimethyl-2-methylidenebicyclo[3.1.1]heptane
Other names

6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane
2(10)-Pinene
Nopinene
Pseudopinene
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.430
KEGG
UNII
Properties
C10H16
Molar mass 136.238 g·mol−1
Appearance Colorless liquid
Density 0.872 g/mL
Melting point −61.54 °C; −78.77 °F; 211.61 K[1]
Boiling point 165–167 °C; 329–332 °F; 438–440 K[2]
Thermochemistry
−6214.1±2.9 kJ/mol [3]
Hazards
R-phrases (outdated) R10 R36 R37 R38
S-phrases (outdated) S26 S36
NFPA 704
Flammability code 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g., gasoline Health code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentine Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no code

NFPA 704 four-colored diamond

3
1
0
Flash point 36 °C (97 °F; 309 K)
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

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.[4] If oxidized in air, the allylic products of the pinocarveol and myrtenol family prevail.[5]

Plants that contain β-pinene[edit]

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

See also[edit]

References[edit]

  1. ^ http://webbook.nist.gov/cgi/cbook.cgi?Name=beta-pinene&Units=SI&cTG=on&cIR=on&cTC=on&cTZ=on&cTP=on&cMS=on&cTR=on&cUV=on&cIE=on&cGC=on&cIC=on&cES=on&cDI=on&cSO=on visited on 01/29/2018
  2. ^ https://www.sigmaaldrich.com/catalog/product/aldrich/402753?lang=pt&region=BR visited on 01/29/2018
  3. ^ http://webbook.nist.gov/cgi/cbook.cgi?Name=beta-pinene&Units=SI&cTG=on&cIR=on&cTC=on&cTZ=on&cTP=on&cMS=on&cTR=on&cUV=on&cIE=on&cGC=on&cIC=on&cES=on&cDI=on&cSO=on visited on 01/29/2018
  4. ^ Geron, C., et al. (2000). A review and synthesis of monoterpene speciation from forests in the United States. Atmospheric Environment 34(11), 1761-81.
  5. ^ a b Neuenschwander, U., et al. (2011). Peculiarities of β-pinene autoxidation. ChemSusChem 4(11), 1613-21.
  6. ^ 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.
  7. ^ 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.
  8. ^ Tinseth, G. The Essential Oil of Hops: Hop Aroma and Flavor in Hops and Beer. Brewing Techniques January/February 1994. Accessed July 21, 2010.
  9. ^ Hillig, Karl W (October 2004). “A chemotaxonomic analysis of terpenoid variation in Cannabis”. Biochemical Systematics and Ecology. 32 (10): 875–891. doi:10.1016/j.bse.2004.04.004. ISSN 0305-1978.