Phenanthrene, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,8,8a,9-dodecahydro-1,1,4b,7-tetramethyl-, [4aS-(4aα,4bβ,7α,8aα)]-

Formula: C₂₀H₃₂
Molecular weight: 272.4681
IUPAC Standard InChI: InChI=1S/C20H32/c1-6-19(4)12-13-20(5)15(14-19)9-10-16-17(20)8-7-11-18(16,2)3/h6,10,15,17H,1,7-9,11-14H2,2-5H3/t15?,17?,19-,20-/m1/s1
IUPAC Standard InChIKey: BAIWMJSLFJWAQP-LYBGUNNDSA-N
CAS Registry Number: 1686-67-5
Chemical structure:
This structure is also available as a 2d Mol file
Other names: Rimuen; Rimuene; 5,15-Rosadiene; Rosa-5,15-diene, (13S)-; Phenanthrene, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,8,8a,9-dodecahydro-1,1,4b,7-tetramethyl-, (4aS,4bR,7S,8aR)-; (4aS,4bR,7S,8aR)-1,1,4b,7-Tetramethyl-7-vinyl-1,2,3,4,4a,4b,5,6,7,8,8a,9-dodecahydrophenanthrene; 15372-66-4; Rosa-5,15-diene; Rosadiene
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Other data available:
- Mass spectrum (electron ionization)
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Gas Chromatography

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, isothermal

Column type	Active phase	Temperature (C)	I	Reference	Comment
Capillary	SE-30	170.	1884.	Perry and Weavers, 1984
Capillary	SE-30	190.	1906.	Perry and Weavers, 1984
Capillary	SE-30	170.	1914.	Perry and Weavers, 1984
Capillary	SE-30	190.	1936.	Perry and Weavers, 1984
Packed	SE-30	170.	1886.	Carman and Sutherland, 1979	Chromosorb G AW DMCS; Column length: 2. m
Packed	Apiezon L	170.	1927.	Carman and Sutherland, 1979	Chromosorb G AW DMCS; Column length: 2. m

Kovats' RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	SE-54	1930.	Adams, 2000	30. m/0.26 mm/0.25 μm, He, 3. K/min; T_start: 60. C; T_end: 246. C
Capillary	SE-54	1894.	Adams, 2000, 2	30. m/0.26 mm/0.25 μm, 3. K/min; T_start: 60. C; T_end: 246. C
Capillary	SE-54	1930.	Adams, 2000, 2	30. m/0.26 mm/0.25 μm, 3. K/min; T_start: 60. C; T_end: 246. C
Capillary	DB-5	1930.	Adams, 2000, 3	30. m/0.26 mm/0.25 μm, He, 3. K/min; T_start: 60. C; T_end: 246. C
Capillary	DB-5	1930.	Adams, 1999	30. m/0.26 mm/0.25 μm, He, 3. K/min; T_start: 60. C; T_end: 246. C

Kovats' RI, polar column, isothermal

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Column type	Active phase	Temperature (C)	I	Reference
Capillary	Carbowax 20M	170.	2156.	Perry and Weavers, 1984
Capillary	Carbowax 20M	190.	2187.	Perry and Weavers, 1984
Capillary	Carbowax 20M	170.	2200.	Perry and Weavers, 1984
Capillary	Carbowax 20M	190.	2233.	Perry and Weavers, 1984

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	HP-5MS	1894.	Demetzos, Angelopoulou, et al., 2002	30. m/0.25 mm/0.25 μm, 50. C @ 5. min, 3. K/min; T_end: 280. C

Van Den Dool and Kratz RI, non-polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	HP-5MS	1901.9	Andriamaharavo, 2014	30. m/0.25 mm/0.25 μm, He; Program: 60C (1 min) => 5 C/min => 210C => 10 C/min => 280C (15 min)

Normal alkane RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	DP-5	1926.	Vijayakumar, Duraipandiyan, et al., 2012	30. m/0.25 mm/0.25 μm, Helium, 80. C @ 1. min, 4. K/min, 300. C @ 40. min
Capillary	DB-5MS	1953.	Marongiu, Porcedda, et al., 2001	30. m/0.25 mm/0.25 μm, He, 3. K/min, 240. C @ 30. min; T_start: 60. C

Normal alkane RI, non-polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	CP Sil 8 CB	1894.	Mockute, Nivinskiene, et al., 2003	50. m/0.32 mm/0.25 μm, He; Program: 60C(1min) => 5C/min => 160C => 10C/min => 250C(5min)

Normal alkane RI, polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	HP Innowax FSP	2232.	Tasdemir, Demirci, et al., 2003	60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min => 220C (10min) => 1C/min => 240C

References

Go To: Top, Gas Chromatography, Notes

Perry and Weavers, 1984
Perry, N.B.; Weavers, R.T., Kovats indices of diterpene hydrocarbons on fused-silica capillary columns, J. Chromatogr., 1984, 284, 478-481, https://doi.org/10.1016/S0021-9673(01)87850-X . [all data]

Carman and Sutherland, 1979
Carman, R.M.; Sutherland, M.D., Cupressene and other diterpenes of Cupressus species, Aust. J. Chem., 1979, 32, 5, 1131-1142, https://doi.org/10.1071/CH9791131 . [all data]

Adams, 2000
Adams, R.P., Systematics of smooth leaf margin Juniperus of the western hemisphere based on leaf essential oils and RAPD DNA fingerprinting, Biochem. Syst. Ecol., 2000, 28, 2, 149-162, https://doi.org/10.1016/S0305-1978(99)00047-2 . [all data]

Adams, 2000, 2
Adams, R.P., Systematics of the one seeded Juniperus of the eastern hemisphere based on leaf essential oils and random amplified polymorphic DNAs (RAPDs), Biochem. Syst. Ecol., 2000, 28, 6, 529-543, https://doi.org/10.1016/S0305-1978(99)00096-4 . [all data]

Adams, 2000, 3
Adams, R.P., The serrate leaf margined Juniperus (Section Sabina) of the western hemisphere: systematics and evolution based on leaf essential oils and Random Amplified Polymorphic DNAs (RAPDs), Biochem. Syst. Ecol., 2000, 28, 10, 975-989, https://doi.org/10.1016/S0305-1978(00)00022-3 . [all data]

Adams, 1999
Adams, R.P., Systematics of multi-seeded eastern hemisphere Juniperus based on leaf essential oils and RAPD DNA fingerprinting, Biochem. Syst. Ecol., 1999, 27, 7, 709-725, https://doi.org/10.1016/S0305-1978(99)00016-2 . [all data]

Demetzos, Angelopoulou, et al., 2002
Demetzos, C.; Angelopoulou, D.; Perdetzoglou, D., A comparative study of the essential oils of Cistus salviifolius in several populations of Crete (Greece), Biochem. Syst. Ecol., 2002, 30, 7, 651-665, https://doi.org/10.1016/S0305-1978(01)00145-4 . [all data]

Andriamaharavo, 2014
Andriamaharavo, N.R., Retention Data. NIST Mass Spectrometry Data Center., NIST Mass Spectrometry Data Center, 2014. [all data]

Vijayakumar, Duraipandiyan, et al., 2012
Vijayakumar, A.; Duraipandiyan, V.; Jeyarai, B.; Agastian, P.; Raj, M.K.; Ignacimunthu, S., Phytochemical analysis and in vitro antimicrobial activity of Illicium griffithii Hook f. Thoms extracts, Asian Pacific J. Tropical Diseases, 2012, 2, 3, 190-199, https://doi.org/10.1016/S2222-1808(12)60045-0 . [all data]

Marongiu, Porcedda, et al., 2001
Marongiu, B.; Porcedda, S.; Porta, G.D.; Reverchon, E., Extraction and isolation of Salvia desoleana and Mentha spicata subsp. insularis essential oils by supercritical CO₂, Flavour Fragr. J., 2001, 16, 5, 384-388, https://doi.org/10.1002/ffj.1021 . [all data]

Mockute, Nivinskiene, et al., 2003
Mockute, D.; Nivinskiene, O.; Bernotiene, G.; Butkiene, R., The cis-thujone chemotype of Salvia officinalis L. essential oils, Chemija, 2003, 14, 4, 216-220. [all data]

Tasdemir, Demirci, et al., 2003
Tasdemir, D.; Demirci, B.; Demirci, F.; Dönmez, A.A.; Baser, K.H.C.; Rüedi, P., Analysis of the Volatile Components of Five Turkish Rhododendron Species by Headspace Solid-Phase Microextraction and GC-MS (HS-SPME-GC-MS), Z. Naturforsch., 2003, 58c, 797-803. [all data]

Notes

Go To: Top, Gas Chromatography, References

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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