Longifolene
- Formula: C15H24
- Molecular weight: 204.3511
- IUPAC Standard InChIKey: PDSNLYSELAIEBU-UHFFFAOYSA-N
- CAS Registry Number: 475-20-7
- 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. - Other names: 1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, [1S-(1α,3aβ,4α,8aβ)]-; 1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, (1S,3aR,4S,8aS)-(+)-; (+)-Longifolene; D-longifolene; Junipen; Junipene; Kuromatsuen; Kuromatsuene; Longifolen; 1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-; (+)-Longifolen; α-Longifolene; 1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, (1S,3aR,4S,8aS)-; (1S,3aR,4S,8aS)-4,8,8-Trimethyl-9-methylenedecahydro-1,4-methanoazulene; 1,4-Methanoazulene, decahydro-4,8,8-trimethyl-9-methylene-, [1S-(1a`,3aa',4a`,8aa')]-; Longifolene (=Junipene); [1S-(1α,3aβ,4α,8aβ)]-decahydro-4,8,8-trimethyl-9-methylene-1,4-methanoazulene
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Normal alkane RI, non-polar column, custom temperature program
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 | SLB-5 MS | SLB-5 MS | DB-5 | RTX-1 | |
Column length (m) | 30. | 30. | 30. | 60. | |
Carrier gas | Helium | Helium | Helium | Helium | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.22 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Program | not specified | not specified | not specified | not specified | not specified |
I | 1412. | 1424. | 1404. | 1398. | 1409. |
Reference | Mondello, 2012 | Mondello, 2012 | Cao, Li, et al., 2011 | Karimi, Farmany, et al., 2011 | Dib, Djabou, et al., 2010 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5 | HP-5 | HP-5 | HP-5 | CB-1 |
Column length (m) | 30. | 25. | 25. | 30. | 30. |
Carrier gas | Helium | Helium | Helium | Helium | Helium |
Substrate | |||||
Column diameter (mm) | 0.20 | 0.32 | 0.32 | 0.25 | 0.25 |
Phase thickness (μm) | 0.32 | 0.17 | 0.17 | 0.25 | 0.25 |
Program | 60 0C (1 min) 3 0C/min -> 140 0C 50 0C/min -> 250 0C (3 min) | 60 0C (5 min) 4 0C/min -> 220 0C 11 0C/min -> 280 0C (15 min) | not specified | not specified | 40 0C (2 min) 4 0C/min -> 180 0C 20 0C/min -> 220 0C (1 min) |
I | 1418. | 1405. | 1407. | 1402. | 1388. |
Reference | Nezhadali and Parsa, 2010 | Custer, 2009 | Custer, 2009 | Isidorov, Lech, et al., 2008 | Kannaste, Vongvanich, et al., 2008 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | CB-1 | SPB-5 | SPB-5 | 5 % Phenyl methyl siloxane | DB-5 MS |
Column length (m) | 30. | 60. | |||
Carrier gas | Helium | Helium | |||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.32 | |||
Phase thickness (μm) | 0.25 | 1.0 | |||
Program | not specified | not specified | not specified | not specified | 40 0C (2 min) 6 0C/min -> 100 0C 4 0C/min -> 180 0C 8 0C/min -> 250 0C (12 min) |
I | 1411. | 1402. | 1438. | 1451. | 1455. |
Reference | Kannaste, Vongvanich, et al., 2008 | Kilani, Ledauphin, et al., 2008 | Kilani, Ledauphin, et al., 2008 | Agabriel, Cornu, et al., 2007 | Liu, Xu, et al., 2007 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | CP Sil 8 CB | CP-Sil | 5 % Phenyl methylsiloxane | DB-5 | CP Sil 8 CB |
Column length (m) | 30. | 30. | 30. | 50. | |
Carrier gas | He | Helium | He | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.32 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Program | 50C(3min) => 3C/min => 100C => 2.7C/min => 140C => 2.4C/min => 180C => 6C/min => 250C | 50 0C (3 min) 3 0C/min -> 100 0C 2.7 0C/min -> 140 0C 2.4 0C/min -> 180 0C 6 0C/min -> 250 0C | not specified | 35C => 4C/min => 180C => 10C/min => 250C | 50C(5min) => 2C/min => 90C => 15C/min => 240C(4min) |
I | 1408. | 1407. | 1447. | 1405. | 1408. |
Reference | Meekijjaroenroj, Bessière, et al., 2007 | Proffit, 2007 | Serrano, Cornu, et al., 2007 | Santos, Nunes, et al., 2006 | Butkienë, Nivinskienë, 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 8 CB | Polydimethyl siloxane with 5 % Ph groups | CP Sil 8 CB | OV-1 | DB-5 |
Column length (m) | 50. | 50. | 30. | 30. | |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.32 | 0.32 | 0.25 | 0.25 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Program | 60C(1min) => 5C/min => 160C => 5C/min => 250C(3min) | not specified | 50C(5min) => 2C/min => 90C => 15C/min => 240C(4min) | 45 0C (4 min) 3 0C/min -> 75 0C 4 0C/min -> 115 0C 6 0C/min -> 312 0C | 40C(1min) => 9C/min => 130C => 2C/min => 230C |
I | 1408. | 1389. | 1408. | 1384. | 1416. |
Reference | Nivinskienë, Butkienë, et al., 2005 | Pino, Marbot, et al., 2005 | Butkienë, Nivinskienë, et al., 2004 | Hafez and Abdel-Salam, 2004 | Hamm, Bleton, et al., 2004 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | SE-30 | SE-54 | CP Sil 5 CB | Methyl Silicone | DB-5 |
Column length (m) | 25. | 25. | 30. | ||
Carrier gas | H2 | He | |||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.39 | 0.25 | ||
Phase thickness (μm) | 0.25 | 0.25 | |||
Program | not specified | 110C(2min) => 3C/min => 130C => 8.5C => 290C | not specified | not specified | 35C(1min) => 5C/min => 230C => 20C/min => 280C |
I | 1400. | 1423. | 1409. | 1399. | 1413. |
Reference | Vinogradov, 2004 | Lima, Veiga, et al., 2003 | Weyerstahl, Marschall, et al., 1999 | Zenkevich, 1996 | Jelen H.H., Mirocha C.J., et al., 1995 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary |
---|---|
Active phase | DB-1 |
Column length (m) | 60. |
Carrier gas | |
Substrate | |
Column diameter (mm) | 0.32 |
Phase thickness (μm) | |
Program | not specified |
I | 1402. |
Reference | Binder and Flath, 1989 |
Comment | MSDC-RI |
References
Go To: Top, Normal alkane RI, non-polar column, custom temperature program, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Mondello, 2012
Mondello, L.,
HS-SPME-GCxGC-MS analysis of Yerba Mate (Ilex paraguariensis)
in Shimadzu GC-GC application compendium of comprehensive 2D GC, Vol. 1-5, Shimadzu Corp., 2012, 1-29. [all data]
Cao, Li, et al., 2011
Cao, H.; Li, Z.; Chen, X.,
QSRR study of GC retention indices of volatile compounds emitted from Mosla chinensis Maxim. by multiply linear regression,
Chin. J. Chem., 2011, 29, 10, 2187-2196, https://doi.org/10.1002/cjoc.201180379
. [all data]
Karimi, Farmany, et al., 2011
Karimi, H.; Farmany, A.; Noorizadeh, H.,
Prediction of linear retention index of Teucrium chamaedrys volatiles in GCxGC-TOF/MS by linear model,
World Appl. Sci. J., 2011, 15, 8, 1086-1088. [all data]
Dib, Djabou, et al., 2010
Dib, M.ElA.; Djabou, N.; Desjobert, L.-M.; Allali, H.; Tabti, B.; Muselli, A.; Costa, J.,
Characterization of volatile compounds of Daucus crinitus Desf. headspace solid phase microextraction as alternative technique to hydrodistillation,
Chem, Centr. J., 2010, 4, 16, 1-15. [all data]
Nezhadali and Parsa, 2010
Nezhadali, A.; Parsa, M.,
Study of the volatile compounds in Artemisia Sagebrush from Iran using HS/SPME/GC/MS,
Int. J. Environ. Sci. Development, 2010, 1, 3, 287-289, https://doi.org/10.7763/IJESD.2010.V1.56
. [all data]
Custer, 2009
Custer, Y.,
GC Volatile Components Analysis of Different Parts of Litchi chinensis (Dissertation), 2009. [all data]
Isidorov, Lech, et al., 2008
Isidorov, V.A.; Lech, P.; Zolciak, A.; Rusak, N.; Szczepaniak, L.,
Gas Chromatographic - nass spectrometric investigation of metabolites from the needles and roots of pine seedlings at early stages of pathogenic fungi Armillaria ostoyae attack,
Trees, 2008, 22, 4, 531-542, https://doi.org/10.1007/s00468-008-0213-z
. [all data]
Kannaste, Vongvanich, et al., 2008
Kannaste, A.; Vongvanich, N.; Borg-Karlson, A.-K.,
Infestation by a Nalepella species induces emissions of alpha- and beta-farnesenes, (-)-linalool and aromatic compounds in Norway spruce clones of different susceptibility to the large pine weevil,
Anthropod-Plant Interactions, 2008, 2, 1, 31-41, https://doi.org/10.1007/s11829-008-9029-4
. [all data]
Kilani, Ledauphin, et al., 2008
Kilani, S.; Ledauphin, J.; Bouhlel, I.; Ben Sghaier, M.; Boubaker, J.; Skandrani, I.; Mosrati, R.; Ghedira, K.; Barillier, D.; Chekir-Ghedira, L.,
Comparative study of Cyperus rotundus essential oil by a modified GC/MS analysis method. Evaluation of its antioxidantt, cytotoxic, and apoptoic effects,
Chem. Biodiversity, 2008, 5, 5, 729-742, https://doi.org/10.1002/cbdv.200890069
. [all data]
Agabriel, Cornu, et al., 2007
Agabriel, C.; Cornu, A.; Journal, C.; Sibra, C.; Groller, C.; MArtin, B.,
Tanker milk variability according to farm feeding practices: vitamins A and E, carotenoids, color, and terpenoids,
J. Dairy Sci., 2007, 90, 10, 4884-4896, https://doi.org/10.3168/jds.2007-0171
. [all data]
Liu, Xu, et al., 2007
Liu, Y.; Xu, X.-L.; Zhou, G.-H.,
Comparative study of volatile compounds in traditional Chinese Nanjing marinated duck by different extraction techniques,
Int. J. Food Sci. Technol., 2007, 42, 5, 543-550, https://doi.org/10.1111/j.1365-2621.2006.01264.x
. [all data]
Meekijjaroenroj, Bessière, et al., 2007
Meekijjaroenroj, A.; Bessière, J.-M.; Anstett, M.-C.,
Chemistry of floral scents in four Licuala species (Arecaceae),
Flavour Fragr. J., 2007, 22, 4, 300-310, https://doi.org/10.1002/ffj.1797
. [all data]
Proffit, 2007
Proffit, M.,
Mediation chimique et structuration des communautes d'hymenopteres parasites du mutualisme figuier / pollinisateur (These pour obtenir le grade de Docteur de l'Universite Montpellier II) (Dissertation), 2007. [all data]
Serrano, Cornu, et al., 2007
Serrano, E.; Cornu, A.; Kondjoyan, N.; Figueredo, G.; Agabriel, J.; Micol, D.,
Terpene accumulation in muscle and fatty tissues of calves supplement with essential oils,
J. Animal Feed Sci., 2007, 16, 168-179. [all data]
Santos, Nunes, et al., 2006
Santos, R.P.; Nunes, E.P.; Nascimento, R.F.; Santiago, G.M.P.; Menezes, G.H.A.; Silveira, E.R.; Pessoa, O.D.L.,
Chemical Composition and Larvicidal Activity of the Essential Oils of Cordia leucomalloides and Cordia curassavica from the Northeast of Brazil,
J. Braz. Chem. Soc., 2006, 17, 5, 1027-1030, https://doi.org/10.1590/S0103-50532006000500030
. [all data]
Butkienë, Nivinskienë, et al., 2005
Butkienë, R.; Nivinskienë, O.; Mockutë, D.,
α-Pinene chemotype of leaf (needle) essential oils of Juniperus communis L. growing wild in Vilnius district,
Chemija, 2005, 16, 1, 53-60. [all data]
Nivinskienë, Butkienë, et al., 2005
Nivinskienë, O.; Butkienë, R.; Mockutë, D.,
Chemical composition of seed (fruit) essential oils of Angelica archangelica L. growing wild in Lithuania,
Chemija, 2005, 16, 3-4, 51-54. [all data]
Pino, Marbot, et al., 2005
Pino, J.A.; Marbot, R.; Rosado, A.; Vázquez, C.,
Volatile constituents of Malay rose apple [Syzygium malaccense (L.) Merr. Perry],
Flavour Fragr. J., 2005, 20, 98-100. [all data]
Butkienë, Nivinskienë, et al., 2004
Butkienë, R.; Nivinskienë, O.; Mockutë, D.,
Chemical composition of unripe and ripe berry essential oils of Juniperus communis L. growing wild in Vilnius district,
Chemija, 2004, 15, 4, 57-63. [all data]
Hafez and Abdel-Salam, 2004
Hafez, S.S.; Abdel-Salam, H.A.,
chemical composition and antimicrobial activity of the volatile constituents of thuja occidentalis L. growing in Egipt,
Alexandria J. Pharm. Sci., 2004, 18, 1, 41-47. [all data]
Hamm, Bleton, et al., 2004
Hamm, S.; Bleton, J.; Tchapla, A.,
Headspace solid phase microextraction for screening for the presence of resins in Egyptian archaeological samples,
J. Sep. Sci., 2004, 27, 3, 235-243, https://doi.org/10.1002/jssc.200301611
. [all data]
Vinogradov, 2004
Vinogradov, B.A.,
Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]
Lima, Veiga, et al., 2003
Lima, S.R.M.; Veiga, V.F., Jr.; Christo, H.B.; Pinto, A.C.; Fernandes, P.D.,
In vivo and in vitro studies on the anticancer activity of Copaifera multijuga Hayne and its fractions,
Phytother. Res., 2003, 17, 9, 1048-1053, https://doi.org/10.1002/ptr.1295
. [all data]
Weyerstahl, Marschall, et al., 1999
Weyerstahl, P.; Marschall, H.; Son, P.T.; Giang, P.M.,
Constituents of the flower essential oil of Aglaia odorata Lour. from Vietnam,
Flavour Fragr. J., 1999, 14, 4, 219-224, https://doi.org/10.1002/(SICI)1099-1026(199907/08)14:4<219::AID-FFJ815>3.0.CO;2-#
. [all data]
Zenkevich, 1996
Zenkevich, I.G.,
Analytical Parameters of Components of Essential Oils for their Chromatographic and Chromato-Mass Spectral Identification. Mono- and Sesquiterpenes,
Rastitelnye Resursy (Plant resources), 1996, 34, 1-2, 48-58. [all data]
Jelen H.H., Mirocha C.J., et al., 1995
Jelen H.H.; Mirocha C.J.; Wasowicz E.; Kaminski E.,
Production of volatile sesquiterpenes by Fusarium sambucinum strans with different abilities to synthesize trichlothecenes,
Appl. Environ. Microbiol., 1995, 61, 11, 3815-3820. [all data]
Binder and Flath, 1989
Binder, R.G.; Flath, R.A.,
Volatile components of pineapple guava,
J. Agric. Food Chem., 1989, 37, 3, 734-736, https://doi.org/10.1021/jf00087a034
. [all data]
Notes
Go To: Top, Normal alkane RI, non-polar column, custom temperature program, References
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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