Ensiklopedia Dunia

Technopedia Center

Faculty of Engineering and Computer Science
S1 Informatics S1 Information Systems S1 Information Technology S1 Computer Engineering S1 Electrical Engineering S1 Civil Engineering

faculty of Economics and Business
S1 Management S1 Accountancy

Faculty of Letters and Educational Sciences
S1 English literature S1 English language education S1 Mathematics education S1 Sports Education

β-Pinene - Wikipedia

From Wikipedia, the free encyclopedia

(Redirected from Beta-pinene)

β-Pinene

Names

IUPAC names

6,6-Dimethyl-2-methylidenebicyclo[3.1.1]heptane
Pin-2(10)-ene

Other names

6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane
2(10)-Pinene
Nopinene
Pseudopinene

Identifiers

CAS Number

127-91-3^Y

3D model (JSmol)

Interactive image

ChEBI

CHEBI:50025^Y

ChEMBL

ChEMBL501351^Y

ChemSpider

14198^Y

DrugBank

DB15574

ECHA InfoCard

100.004.430

EC Number

204-872-5

KEGG

C09882^Y

PubChem CID

14896

UNII

4MS8VHZ1HJ^Y

CompTox Dashboard (EPA)

DTXSID7027049

InChI

InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3^Y
Key: WTARULDDTDQWMU-UHFFFAOYSA-N^Y
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

SMILES

C1(=C)C2CC(CC1)C2(C)C

Properties

Chemical formula

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

Std enthalpy of
combustion (Δ_cH^⦵₂₉₈)

−6214.1±2.9 kJ/mol^[1]

Hazards

GHS labelling:

Pictograms

Signal word

Danger

Hazard statements

H226, H304, H315, H317, H410

Precautionary statements

P210, P233, P240, P241, P242, P243, P261, P264, P272, P273, P280, P301+P310, P302+P352, P303+P361+P353, P321, P331, P332+P313, P333+P313, P362, P363, P370+P378, P391, P403+P235, P405, P501

NFPA 704 (fire diamond)

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).

verify (what is ^YN ?)

Infobox references

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 a colorless liquid soluble in alcohol, but not water. It has a woody-green pine-like smell.

β-Pinene is one of the most abundant compounds released by forest trees.^[3] If oxidized in air, the allylic products of the pinocarveol and myrtenol family prevail.^[4]

Sources

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

The clear compound is produced by distillation of turpentine oils.^[10]

Uses

This section needs expansion. You can help by adding to it. (October 2023)

β-Pinene is used in fragrances and essential oils. It is also used in the production of other aroma compounds, such as myrcene and nerol (got by careful fractional distillation of crude nerol got from myrcene^[11]). The myrcene is got by pyrolysis of α-Pinene or β-Pinene.^[12] Reacting with formaldehyde, result is nopol. When nopol is acetylated, the result is nopyl acetate, which is used as fragrance material.^[10]^[13]

References

^ ^a ^b "β-Pinene". National Institute of Standards and Technology. Retrieved January 29, 2018.
^ "(−)-β-Pinene". Sigma-Aldrich. Retrieved January 29, 2018.
^ Geron, C., et al. (2000). A review and synthesis of monoterpene speciation from forests in the United States. Atmospheric Environment 34(11), 1761-81.
^ ^a ^b Neuenschwander, U.; Meier, E.; Hermans, I. (2011). "Peculiarities of β-pinene autoxidation". ChemSusChem. 4 (11): 1613–21. doi:10.1002/cssc.201100266. PMID 21901836.
^ Li, Rong; Jiang, Zi-Tao (2004). "Chemical composition of the essential oil of Cuminum cyminum L. From China". Flavour and Fragrance Journal. 19 (4): 311–313. doi:10.1002/ffj.1302.
^ Wang, L.; Wang, Z.; Zhang, H.; Li, X.; Zhang, H. (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): 72–7. doi:10.1016/j.aca.2009.05.030. PMID 19576388.
^ Tinseth, G. The Essential Oil of Hops: Hop Aroma and Flavor in Hops and Beer. Archived 2013-11-11 at the Wayback Machine Brewing Techniques January/February 1994. Accessed July 21, 2010.
^ 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.
^ ^a ^b ^c ^d Santana de Oliveira, Mozaniel (2022). Essential oils: applications and trends in food science and technology. Cham, Switzerland: Springer. ISBN 978-3-030-99476-1.
^ ^a ^b Surburg, Horst; Panten, Johannes (2016). Common fragrance and flavor materials: preparation, properties and uses (6. completely revised and updated ed.). Weinheim: Wiley-VCH Verlag GmbH & Co. KGaA. ISBN 978-3-527-33160-4.
^ Opdyke, D. L. J. (2013-10-22). Monographs on Fragrance Raw Materials: A Collection of Monographs Originally Appearing in Food and Cosmetics Toxicology. Elsevier. ISBN 978-1-4831-4797-0.
^ Mattiello, Joseph J. (1945). Protective and Decorative Coatings. U.S. Government Printing Office.
^ Opdyke, D. L. J. (2013-10-22). Monographs on Fragrance Raw Materials: A Collection of Monographs Originally Appearing in Food and Cosmetics Toxicology. Elsevier. ISBN 978-1-4831-4797-0.

Categories:

Hidden categories: