- Pinene
Chembox new
Name = Pinene
ImageFile = Alpha-pinen.png
ImageName = Pinene
IUPACName = Pinene
OtherNames =
Section1 = Chembox Identifiers
SMILES =
CASOther = [80-56-8] (unspecified)
[7785-70-8] (1"R"-α)
[7785-26-4] (1"S"-α)
[2437-95-8] ((±)-α)
[18172-67-3] (β)
RTECS =
Section2 = Chembox Properties
Formula = C10H16
MolarMass = 136.24 g/mol
Appearance = Liquid
Density = 0,86 g·cm−3 (alpha, 15 °C)GESTIS|CAS=80-56-8|Name=alpha-Pinen|Datum=24. Januar 2008] GESTIS|ZVG=492888|Name=beta-Pinen|Datum=24. Januar 2008]
Solubility = Practically insoluble in water
MeltingPt = −62–−55 °C (alpha)
BoilingPt = 155–156 °C (alpha)chemical compound pinene is a bicyclicterpene (C10H16, 136.24 g/mol) known as a monoterpene Ref|Mann. There are two structuralisomer s found in nature: α-pinene and β-pinene. As the name suggests, both forms are important constituents ofpine resin ; they are also found in the resins of many other conifers, and more widely in otherplant s. Both are also used by many insects in their chemical communication system.Systematic names are (1"S",5"S")-2,6,6-trimethylbicyclo [3.1.1] hept-2-ene and (1"S",5"S")-6,6-dimethyl-2-methylenebicyclo [3.1.1] heptane.
Isomers
Biosynthesis
α-Pinene and β-pinene are both produced from
geranyl pyrophosphate , via cyclisation of linaloyl pyrophosphate followed by loss of a proton from the carbocation equivalent.Usage
Selective oxidation of pinene with some catalysts in chemical industry give many components for pharmacy, artificial odorants and so on. The primary oxidation product is
verbenone .It can form by simple air oxidation but a synthetic method employs
lead tetraacetate Ref|orgsyn.Pinenes form the primary constituents of
turpentine .References
# J. Mann, R. S. Davidson, J. B. Hobbs, D. V. Banthorpe, J. B. Harborne, "Natural Products", pp309-311, Addison Wesley Longman Ltd., Harlow, UK, 1994. ISBN 0-582-06009-5.
#Organic Syntheses , Coll. Vol. 9, p.745 (1998); Vol. 72, p.57 (1995). [http://www.orgsyn.org/orgsyn/prep.asp?prep=cv9p0745 Article]External links
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