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(Top)
 


1 Reactions and uses  





2 References  














3-Carene






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From Wikipedia, the free encyclopedia
 


3-Carene
Carene
Names
Preferred IUPAC name

3,7,7-Trimethylbicyclo[4.1.0]hept-3-ene

Other names

Δ3-Carene
Car-3-ene

Identifiers

CAS Number

3D model (JSmol)

Beilstein Reference

1902767
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.033.367 Edit this at Wikidata
EC Number
  • 236-719-3

Gmelin Reference

663435
KEGG

PubChem CID

UNII
UN number 2319

CompTox Dashboard (EPA)

  • InChI=1S/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h6-8H,4-5H2,1-3H3 checkY

    Key: KALFVDDBBPRATR-UHFFFAOYSA-N checkY

  • InChI=1/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h6-8H,4-5H2,1-3H3

    Key: KALFVDDBBPRATR-UHFFFAOYAY

  • CC2(C)C\1CCC(C)/C=C/12

Properties

Chemical formula

C10H16
Molar mass 136.238 g·mol−1
Density 0.86 g/cm3 (20 °C)[1]
Boiling point 170–172 °C (338–342 °F; 443–445 K)[1]
Hazards
GHS labelling:

Pictograms

GHS02: FlammableGHS07: Exclamation markGHS08: Health hazard

Signal word

Danger

Hazard statements

H226, H304, H315, H317, H412

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, P403+P235, P405, P501

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

☒N verify (what is checkY☒N ?)

Infobox references

3-Carene is a bicyclic monoterpene consisting of fused cyclohexene and cyclopropane rings. It occurs as a constituent of turpentine,[2] with a content as high as 42% depending on the source. Carene has a sweet and pungent odor,[3] best described as a combination of fir needles, musky earth, and damp woodlands.[4]

A colorless liquid, it is not soluble in water, but miscible with fats and oils.[3] It is chiral, occurring naturally both as the racemate and enantio-enriched forms.

Reactions and uses[edit]

Treatment with peracetic acid gives 3,4-caranediol. Pyrolysis over ferric oxide induces rearrangement, giving p-cymene. Carene is used in the perfume industry and as a chemical intermediate.[2]

Because carene can be found in cannabis naturally, it can also be found in cannabis distillates. Greater concentrations of carene in a distillate give it an earthier taste and smell.[5] 3-Carene is also present in mango, giving the fruit a characteristic pine-like flavor and aroma.

References[edit]

  • ^ a b M. Eggersdorfer (2005). "Terpenes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a26_205. ISBN 978-3527306732.
  • ^ a b Merck Index (12th ed.). 1996. p. 300. 1885.
  • ^ Mediavilla, Vito, Simon Steinemann, Essential oil of Cannabis sativa L. strains. Journal of the International Hemp Association, 1997, 4(2):80-82.
  • ^ "What is Delta 3 Carene?". ionizationlabs.com. Ionization Labs. Retrieved 6 August 2020.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=3-Carene&oldid=1224683177"

    Categories: 
    Flavors
    Cyclohexenes
    Monoterpenes
    Bicyclic compounds
    Cyclopropanes
    Sweet-smelling chemicals
    Wood extracts
    Hidden categories: 
    ECHA InfoCard ID from Wikidata
    Chembox having GHS data
    Articles containing unverified chemical infoboxes
    Chembox image size set
    Articles with short description
    Short description is different from Wikidata
     



    This page was last edited on 19 May 2024, at 20:47 (UTC).

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