3H-3a,7-Methanoazulene, 2,4,5,6,7,8-hexahydro-1,4,9,9-tetramethyl-, [3aR-(3aα,4β,7α)]-
- Formula: C15H24
- Molecular weight: 204.3511
- IUPAC Standard InChIKey: RTBLDXVIGWSICW-UHFFFAOYSA-N
- CAS Registry Number: 2387-78-2
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Species with the same structure:
- Stereoisomers:
- Other names: 3H-3aβ,7-Methanoazulene, 2,4,5,6,7α,8-hexahydro-1,4α,9,9-tetramethyl-, (-)-; Cyperene; (3aR,4R,7R)-1,4,9,9-Tetramethyl-3,4,5,6,7,8-hexahydro-2H-3a,7-methanoazulene
- Information on this page:
- Other data available:
- Options:
Normal alkane RI, non-polar column, temperature ramp
Go To: Top, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 MS | RTX-1 | HP-5 MS | HP-5 MS | DB-5 |
Column length (m) | 30. | 60. | 30. | 30. | 30. |
Carrier gas | Helium | Helium | Helium | Helium | Helium |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.22 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Tstart (C) | 60. | 60. | 60. | 100. | 35. |
Tend (C) | 230. | 230. | 220. | 220. | 220. |
Heat rate (K/min) | 3. | 2. | 4. | 2. | 3. |
Initial hold (min) | 20. | ||||
Final hold (min) | 45. | 20. | 40. | ||
I | 1399. | 1396. | 1390. | 1391. | 1394. |
Reference | Pripdeevech and Saansoomchai, 2013 | Yapi, Boti, et al., 2012 | Feizbakhsh and Naeemy, 2011 | Pripdeevech, Chumpolsri, et al., 2010 | El-Massry, El-Ghorab, et al., 2009 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | SPB-5 | DB-5 | HP-5 | HP-5 | CP Sil 5 CB |
Column length (m) | 60. | 30. | 30. | 60. | 30. |
Carrier gas | Nitrogen | Helium | Helium | He | |
Substrate | |||||
Column diameter (mm) | 0.35 | 0.25 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Tstart (C) | 60. | 70. | 40. | 60. | 40. |
Tend (C) | 230. | 240. | 260. | 250. | 220. |
Heat rate (K/min) | 4. | 5. | 4. | 3. | 3. |
Initial hold (min) | |||||
Final hold (min) | 40. | 3. | |||
I | 1420. | 1397. | 1393. | 1410. | 1399. |
Reference | Gauvin-Bialecki and Marodon, 2009 | Lawal and Oyedelji, 2009 | Ristic, Krivokuca-Dokic, et al., 2007 | Bertrand, Comte, et al., 2006 | Hymete, Rohloff, et al., 2006 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | CP-Sil 5 CB | HP-5 | DB-5 | DB-5 | HP-5 |
Column length (m) | 25. | 25. | 30. | 30. | 30. |
Carrier gas | Hydrogen | He | He | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.2 | 0.25 | 0.25 | 0.32 |
Phase thickness (μm) | 0.15 | 0.33 | 0.25 | 0.25 | |
Tstart (C) | 50. | 60. | 40. | 40. | 60. |
Tend (C) | 230. | 240. | 240. | 260. | 260. |
Heat rate (K/min) | 3. | 3. | 4. | 2. | 5. |
Initial hold (min) | 5. | 2. | |||
Final hold (min) | 7. | 20. | 13. | ||
I | 1407. | 1393. | 1397. | 1399. | 1400. |
Reference | Olawore, Usman, et al., 2006 | Duarte, Figueira, et al., 2005 | Sefidkon and Jamzad, 2005 | Senatore, Apostolides Arnold, et al., 2005 | Yayli, Yasar, et al., 2005 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | CP Sil 5 CB | DB-1 | DB-5 | DB-1 | DB-5 |
Column length (m) | 30. | 30. | 30. | 60. | 30. |
Carrier gas | N2 | N2 | He | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.2 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Tstart (C) | 50. | 50. | 75. | 50. | 60. |
Tend (C) | 200. | 200. | 220. | 280. | 240. |
Heat rate (K/min) | 5. | 5. | 3. | 4. | 3. |
Initial hold (min) | 4. | ||||
Final hold (min) | |||||
I | 1393. | 1387. | 1391. | 1399. | 1399. |
Reference | Agnaniet, Menut, et al., 2004 | Fekam Boyom, Ngouana, et al., 2003 | Priestap, van Baren, et al., 2003 | Shahmir, Ahmadi, et al., 2003 | Zoghbi, Andrade, et al., 2003 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | OV-101 | DB-5 | DB-5 | HP-1 | DB-5 |
Column length (m) | 25. | 25. | 30. | 60. | 30. |
Carrier gas | N2 | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.32 | 0.23 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.15 | 0.25 | 0.25 | 0.25 | |
Tstart (C) | 50. | 50. | 60. | 60. | 40. |
Tend (C) | 200. | 250. | 240. | 200. | 250. |
Heat rate (K/min) | 5. | 3. | 3. | 4. | 2. |
Initial hold (min) | 5. | 5. | |||
Final hold (min) | 25. | 60. | |||
I | 1402. | 1395. | 1399. | 1416. | 1388. |
Reference | Boyom, Keumedjio, et al., 2002 | Mahmout, Bessière, et al., 2002 | Zoghbi, Andrade, et al., 2002 | Meccia, Rojas, et al., 2000 | Porta, Porcedda, et al., 1999 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|
Active phase | DB-1 | DB-5 | SE-30 | SE-30 |
Column length (m) | 60. | 30. | 30. | 30. |
Carrier gas | He | He | ||
Substrate | ||||
Column diameter (mm) | 0.25 | 0.32 | ||
Phase thickness (μm) | 0.25 | |||
Tstart (C) | 50. | 60. | 50. | 50. |
Tend (C) | 220. | 250. | 240. | 240. |
Heat rate (K/min) | 4. | 3. | 4. | 4. |
Initial hold (min) | 2. | 2. | ||
Final hold (min) | 10. | 10. | ||
I | 1397. | 1385. | 1398. | 1398. |
Reference | Sefidkon and Mirza, 1999 | Abreu and Noronha, 1997 | Ramaswami, Briscese, et al., 1988 | Ramaswami, Briscese, et al., 1986 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane RI, non-polar column, temperature ramp, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Pripdeevech and Saansoomchai, 2013
Pripdeevech, P.; Saansoomchai, J.,
Antibacterial activity and chemical composition of essential oil and various extracts of Fagraea fragrans Roxb. flowers,
Chiang Mai J. Sci., 2013, 40, 2, 214-223. [all data]
Yapi, Boti, et al., 2012
Yapi, T.A.; Boti, J.B.; Attioua, B.K.; Ahibo, A.C.; Bighelli, A.; Casanova, J.; Tomi, F.,
Three new natural compounds from the root bark essential oil from Xylopia aethiopica,
Phytochem. Anal., 2012, 1-6. [all data]
Feizbakhsh and Naeemy, 2011
Feizbakhsh, A.; Naeemy, A.,
Volatile constituents of essential oils of Eleocharis pauciflora (Light) Link and Eleocharis uniglumis (Link) J.A. Schultes growing wild in Iran,
Bull. Chem. Soc. Ethiop., 2011, 25, 3, 461-464, https://doi.org/10.4314/bcse.v25i3.68606
. [all data]
Pripdeevech, Chumpolsri, et al., 2010
Pripdeevech, P.; Chumpolsri, W.; Suttiarporn, P.; Wongpornchai, S.,
The chemical composition and antioxidant activities of Basil from Thailand using retention indices and comprehensive two-dimensional gas chromatography,
J. Seb. Chem. Soc., 2010, 75, 11, 1503-1513, https://doi.org/10.2298/JSC100203125P
. [all data]
El-Massry, El-Ghorab, et al., 2009
El-Massry, K.F.; El-Ghorab, A.H.; Shaaban, H.A.; Shibamoto, T.,
Chemical compositions and antioxidant/antimicrobial activities of various samples prepared from Schinus terebinthifolius leaves cultivated in Egipt,
J. Agric. Food Chem., 2009, 57, 12, 5265-5270, https://doi.org/10.1021/jf900638c
. [all data]
Gauvin-Bialecki and Marodon, 2009
Gauvin-Bialecki, A.; Marodon, C.,
Essential oil of Ayapana triplinervis from Reunion island: a good natural source of thymohydroquinone dimethyl ether,
Biochem. Systematics Ecol., 2009, 36, 11, 853-858, https://doi.org/10.1016/j.bse.2008.09.006
. [all data]
Lawal and Oyedelji, 2009
Lawal, O.A.; Oyedelji, A.O.,
Chemical composition of the essential oils of Cyperus rotundus L. from South Africa,
Molecules, 2009, 14, 8, 2909-2917, https://doi.org/10.3390/molecules14082909
. [all data]
Ristic, Krivokuca-Dokic, et al., 2007
Ristic, M.; Krivokuca-Dokic, D.; Radanovic, D.; Nastovski, T.,
Etarsko ulje Arnica montata i Arnica chamissonis,
Hem. Ind., 2007, 61, 5, 272-277, https://doi.org/10.2298/HEMIND0704272R
. [all data]
Bertrand, Comte, et al., 2006
Bertrand, C.; Comte, G.; Piola, F.,
Solid-phase microextraction of volatile compounds from flowers of two Brunfelsia species,
Biochem. Syst. Ecol., 2006, 34, 5, 371-375, https://doi.org/10.1016/j.bse.2005.12.005
. [all data]
Hymete, Rohloff, et al., 2006
Hymete, A.; Rohloff, J.; Iversen, T.-H.,
Essential oil from seeds and husks of Aframomum corrorima from Ethiopia,
Flavour Fragr. J., 2006, 21, 4, 642-644, https://doi.org/10.1002/ffj.1634
. [all data]
Olawore, Usman, et al., 2006
Olawore, N.O.; Usman, L.A.; Ogunwande, I.A.; Adeleke, K.A.,
Constituents of rhizome essential oils of two types of Cyperus articulatus L. grown in Nigeria,
J. Essent Oil Res., 2006, 18, 6, 604-606, https://doi.org/10.1080/10412905.2006.9699179
. [all data]
Duarte, Figueira, et al., 2005
Duarte, M.C.T.; Figueira, G.M.; Sartoratto, A.; Rehder, V.L.G.; Delarmelina, C.,
Anti-Candida activity of Brazilian medicinal plants,
J. Ethnopharmacol., 2005, 97, 2, 305-311, https://doi.org/10.1016/j.jep.2004.11.016
. [all data]
Sefidkon and Jamzad, 2005
Sefidkon, F.; Jamzad, Z.,
Chemical composition of the essential oil of three Iranian Satureja species (S. mutica, S. macrantha and S. intermedia),
Food Chem., 2005, 91, 1, 1-4, https://doi.org/10.1016/j.foodchem.2004.01.027
. [all data]
Senatore, Apostolides Arnold, et al., 2005
Senatore, F.; Apostolides Arnold, N.; Bruno, M.,
Volatile components of Centaurea eryngioides Lam. and Centaurea liberica Trev. var. hermonis Boiss. Lam., two Asteraceae growing wild in Lebanon,
Nat. Prod. Res., 2005, 19, 8, 749-754, https://doi.org/10.1080/14786410412331302136
. [all data]
Yayli, Yasar, et al., 2005
Yayli, N.; Yasar, A.; Gülec, C.; Usta, A.; Kolayli, S.; Coskuncelebi, K.; Karaoglu, S.,
Composition and antimicrobial activity of essential oils from Centaurea sessilis and Centaurea armena,
Phytochemistry, 2005, 66, 14, 1741-1745, https://doi.org/10.1016/j.phytochem.2005.04.006
. [all data]
Agnaniet, Menut, et al., 2004
Agnaniet, H.; Menut, C.; Bessière, J.-M.,
Aromatic plants of tropical central Africa. Part XLIX: chemical composition of essential oils of the leaf and rhizome of Aframomum giganteum K. Schum from Gabon,
Flavour Fragr. J., 2004, 19, 3, 205-209, https://doi.org/10.1002/ffj.1403
. [all data]
Fekam Boyom, Ngouana, et al., 2003
Fekam Boyom, F.; Ngouana, V.; Amvam Zollo, P.H.; Menut, C.; Bessiere, J.M.; Gut, J.; Rosenthal, P.J.,
Composition and anti-plasmodial activities of essential oils from some Cameroonian medicinal plants,
Phytochemistry, 2003, 64, 7, 1269-1275, https://doi.org/10.1016/j.phytochem.2003.08.004
. [all data]
Priestap, van Baren, et al., 2003
Priestap, H.A.; van Baren, C.M.; Lira, P.D.L.; Coussio, J.D.; Bandoni, A.L.,
Volatile constituents of Aristolochia argentina,
Phytochemistry, 2003, 63, 2, 221-225, https://doi.org/10.1016/S0031-9422(02)00751-3
. [all data]
Shahmir, Ahmadi, et al., 2003
Shahmir, F.; Ahmadi, L.; Mirza, M.; Korori, S.A.A.,
Secretory elements of needles and berries of Juniperus communis L. ssp. communis and its volatile constituents,
Flavour Fragr. J., 2003, 18, 5, 425-428, https://doi.org/10.1002/ffj.1243
. [all data]
Zoghbi, Andrade, et al., 2003
Zoghbi, M.G.B.; Andrade, E.H.A.; da Silva, M.H.; Carreira, L.M.M.; Maia, J.G.S.,
Essential oils from three Myrcia species,
Flavour Fragr. J., 2003, 18, 5, 421-424, https://doi.org/10.1002/ffj.1242
. [all data]
Boyom, Keumedjio, et al., 2002
Boyom, F.F.; Keumedjio, F.; Dongmo, P.M.J.; Ngadjui, B.T.; Zollo, A.; Menut, C.; Bessiere, J.M.,
Essential oils from Croton zambesicus Muell. Arg. growing in Cameroon,
Flavour Fragr. J., 2002, 17, 3, 215-217, https://doi.org/10.1002/ffj.1081
. [all data]
Mahmout, Bessière, et al., 2002
Mahmout, Y.; Bessière, J.-M.; Dolmazon, R.,
Constituents of the essential oil of Cyperus maculatus Boëck,
J. Essent. Oil Res., 2002, 14, 4, 263-265, https://doi.org/10.1080/10412905.2002.9699848
. [all data]
Zoghbi, Andrade, et al., 2002
Zoghbi, M.G.B.; Andrade, E.H.A.; da Silva, M.H.; Maia, J.G.S.; Luz, A.I.R.; da Silva, J.D.,
Chemical variation in the essential oils of Hyptis crenata Pohl ex Benth.,
Flavour Fragr. J., 2002, 17, 1, 5-8, https://doi.org/10.1002/ffj.1031
. [all data]
Meccia, Rojas, et al., 2000
Meccia, G.; Rojas, L.B.; Rosquete, C.; Feliciano, A.S.,
Essential oil of Croton ovalifolius Vahl from Venezuela,
Flavour Fragr. J., 2000, 15, 3, 144-146, https://doi.org/10.1002/1099-1026(200005/06)15:3<144::AID-FFJ882>3.0.CO;2-C
. [all data]
Porta, Porcedda, et al., 1999
Porta, G.D.; Porcedda, S.; Marongiu, B.; Reverchon, E.,
Isolation of eucalyptus oil by supercritical fluid extraction,
Flavour Fragr. J., 1999, 14, 4, 214-218, https://doi.org/10.1002/(SICI)1099-1026(199907/08)14:4<214::AID-FFJ814>3.0.CO;2-H
. [all data]
Sefidkon and Mirza, 1999
Sefidkon, F.; Mirza, M.,
Chemical composition of the essential oils of two Salvia species from Iran, Salvia virgata Jacq. and Salvia syriaca L.,
Flavour Fragr. J., 1999, 14, 1, 45-46, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<45::AID-FFJ774>3.0.CO;2-S
. [all data]
Abreu and Noronha, 1997
Abreu, P.M.; Noronha, R.G.,
Volatile constituents of the rhizomes of Aframomum alboviolaceum (Ridley) K. Schum. from Guinea-Bissau,
Flavour Fragr. J., 1997, 12, 2, 79-83, https://doi.org/10.1002/(SICI)1099-1026(199703)12:2<79::AID-FFJ617>3.0.CO;2-7
. [all data]
Ramaswami, Briscese, et al., 1988
Ramaswami, S.K.; Briscese, P.; Gargiullo, R.J.; von Geldern, T.,
Sesquiterpene hydrocarbons: from mass confusion to orderly line-up
in Flavors and Fragrances: A World Perspective. Proceedings of the 10th International Congress of Essential Oils, Fragrances and Flavors, Lawrence,B.M.; Mookherjee,B.D.; Willis,B.J., ed(s)., Elsevier, New York, 1988, 951-980. [all data]
Ramaswami, Briscese, et al., 1986
Ramaswami, S.K.; Briscese, P.; Gargiullo, R.J.; von Geldern, T.,
Sesquiterpene hydrocarbons: from mass confusion to orderly line-up
in Flavors and Fragrances: A World Perspective, Lawrence,B.M.; Mookherjee,B.D.; Willis,B.J., ed(s)., Proceedings of the 10th International Congress of Essential Oils, Fragrances, and Flavors, Washington, DC, 1986, 951-959. [all data]
Notes
Go To: Top, Normal alkane RI, non-polar column, temperature ramp, References
- Symbols used in this document:
Tend Final temperature Tstart Initial temperature - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.