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of about −6°. The rare (+)-α-copaene is also found in small amounts in some plants. (+)-α-copaene is of economic significance because it is strongly attracting to an agricultural pest, the
Mediterranean fruit fly
133:
415:
313:
278:
537:
L. Westfelt; Westfelt, Lars; Sky, K.; Nilsson, Åke; Theorell, H.; Blinc, R.; Paušak, S.; Ehrenberg, L.; Dumanović, J. (1967).
539:"Beta-Copaene and beta-Ylangene, Minor Sesquiterpenes of the Wood of Pinus silvestris L. And of Swedish Sulphate Turpentine"
297:(α): InChI=1/C15H24/c1-9(2)11-7-8-15(4)12-6-5-10(3)14(15)13(11)12/h5,9,11-14H,6-8H2,1-4H3/t11-,12-,13-,14+,15+/m0/s1
246:
632:
422:
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V.H. Kapadia; Nagasampagi, B.A.; Naik, V.G.; Dev, Sukh; et al. (1963). "Structure of mustakone and copaene".
194:
287:
InChI=1S/C15H24/c1-9(2)11-7-8-15(4)12-6-5-10(3)14(15)13(11)12/h5,9,11-14H,6-8H2,1-4H3/t11-,12-,13-,14+,15+/m0/s1
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that is found in a number of essential oil-producing plants. The name is derived from that of the
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R. Nishida; Shelly, Todd E.; Whittier, Timothy S.; Kaneshiro, Kenneth Y.; et al. (2000).
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459:, from which the compound was first isolated in 1914. Its structure, including the
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Except where otherwise noted, data are given for materials in their
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441:, is the common (or trivial) chemical name of an oily liquid
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most commonly found in higher plants exhibits a negative
463:, was determined in 1963. The double-bond isomer with an
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386:124 °C (255 °F; 397 K) (15 mmHg)
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478:. The molecules are chiral, and the α-copaene
471:group, β-copaene, was first reported in 1967.
8:
77:)-8-isopropyl-1,3-dimethyltricyclodec-3-ene
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15:
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474:Chemically, the copaenes are tricyclic
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290:Key: VLXDPFLIRFYIME-BTFPBAQTSA-N
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321:(α): CC(C)1CC3(C)2C(/C)=C\C312
300:Key: VLXDPFLIRFYIME-BTFPBAQTBX
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556:10.3891/acta.chem.scand.21-0152
396:(at 25 °C , 100 kPa).
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524:10.1016/S0040-4039(01)90945-1
572:Journal of Chemical Ecology
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543:Acta Chemica Scandinavica
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584:10.1023/A:1005489411397
456:Copaifera langsdorffii
437:, or more precisely,
449:-producing tropical
512:Tetrahedron Letters
366: g·mol
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633:Alkene derivatives
490:Ceratitis capitata
423:Infobox references
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607:Missing or empty
431:Chemical compound
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134:Interactive image
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484:optical rotation
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638:Sesquiterpenes
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42:(−)-β-Copaene
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29:(−)-α-Copaene
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609:|title=
600:cite journal
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518:(28): 1933.
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83:Identifiers
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62:
58:
443:hydrocarbon
376:0.939 g/mL
330:Properties
162:CHEBI:64799
154:CHEBI:10221
108:317819-78-6
627:Categories
497:References
480:enantiomer
359:Molar mass
264:FDX76373XC
256:0V56HXQ8N5
174:ChemSpider
131:(α):
120:3D model (
90:CAS Number
54:IUPAC name
469:methylene
465:exocyclic
461:chirality
439:α-copaene
267: (β)
259: (α)
238: (β)
230: (α)
204:223-364-4
196:EC Number
186: (α)
165: (β)
157: (α)
111: (β)
103: (α)
100:3856-25-5
592:44000579
235:57339298
227:70678558
183:10231594
17:Copaene
549:: 152.
451:copaiba
435:Copaene
416:what is
414: (
372:Density
364:204.357
214:PubChem
590:
578:: 87.
453:tree,
411:verify
408:
314:SMILES
48:Names
588:S2CID
447:resin
279:InChI
145:ChEBI
122:JSmol
57:α: (1
613:help
247:UNII
580:doi
551:doi
520:doi
217:CID
629::
604::
602:}}
598:{{
586:.
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516:4
467:-
406:N
349:H
343:C
124:)
75:S
71:S
67:S
63:S
59:R
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