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3-Carene

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]

3-Carene
Names
Preferred IUPAC name
3,7,7-Trimethylbicyclo[4.1.0]hept-3-ene
Other names
Δ3-Carene
Car-3-ene
Identifiers
  • 13466-78-9 Y
3D model (JSmol)
  • Interactive image
1902767
ChEBI
  • CHEBI:7
ChEMBL
  • ChEMBL506854 Y
ChemSpider
  • 10660720 Y
ECHA InfoCard 100.033.367
EC Number
  • 236-719-3
663435
KEGG
  • C11382 Y
  • 26049
UNII
  • H2M15SNR6N Y
UN number 2319
  • DTXSID4047462
  • InChI=1S/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h6-8H,4-5H2,1-3H3 Y
    Key: KALFVDDBBPRATR-UHFFFAOYSA-N Y
  • 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
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:
Danger
H226, H304, H315, H317, H412
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 YN ?)

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

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

carene, carene, redirects, here, town, ancient, mysia, carene, mysia, bicyclic, monoterpene, consisting, fused, cyclohexene, cyclopropane, rings, occurs, constituent, turpentine, with, content, high, depending, source, carene, sweet, pungent, odor, best, descr. Carene redirects here For the town of ancient Mysia see Carene Mysia 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 3 Carene NamesPreferred IUPAC name 3 7 7 Trimethylbicyclo 4 1 0 hept 3 eneOther names D3 CareneCar 3 eneIdentifiersCAS Number 13466 78 9 Y3D model JSmol Interactive imageBeilstein Reference 1902767ChEBI CHEBI 7ChEMBL ChEMBL506854 YChemSpider 10660720 YECHA InfoCard 100 033 367EC Number 236 719 3Gmelin Reference 663435KEGG C11382 YPubChem CID 26049UNII H2M15SNR6N YUN number 2319CompTox Dashboard EPA DTXSID4047462InChI InChI 1S C10H16 c1 7 4 5 8 9 6 7 10 8 2 3 h6 8H 4 5H2 1 3H3 YKey KALFVDDBBPRATR UHFFFAOYSA N YInChI 1 C10H16 c1 7 4 5 8 9 6 7 10 8 2 3 h6 8H 4 5H2 1 3H3Key KALFVDDBBPRATR UHFFFAOYAYSMILES CC2 C C 1CCC C C C 12PropertiesChemical formula C 10H 16Molar mass 136 238 g mol 1Density 0 86 g cm3 20 C 1 Boiling point 170 172 C 338 342 F 443 445 K 1 HazardsGHS labelling PictogramsSignal word DangerHazard statements H226 H304 H315 H317 H412Precautionary 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 P501Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references 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 EditTreatment 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 Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health a b M Eggersdorfer 2005 Terpenes Ullmann s Encyclopedia of Industrial Chemistry Weinheim Wiley VCH doi 10 1002 14356007 a26 205 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 amp oldid 1079686962, wikipedia, wiki, book, books, library,

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