5,7-Octadien-4-one, 2,6-dimethyl-, (E)-

Formula: C₁₀H₁₆O
Molecular weight: 152.2334
IUPAC Standard InChI: InChI=1S/C10H16O/c1-5-9(4)7-10(11)6-8(2)3/h5,7-8H,1,6H2,2-4H3/b9-7+
IUPAC Standard InChIKey: RJXKHBTYHGBOKV-VQHVLOKHSA-N
CAS Registry Number: 6752-80-3
Chemical structure:
This structure is also available as a 2d Mol file
Stereoisomers:
Other names: trans-Tagetone; (5E)-2,6-Dimethyl-5,7-octadien-4-one; (E)-Tagetone; (E)-2,6-Dimethylocta-5,7-dien-4-one
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Information on this page:
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, temperature ramp

Column type	Active phase	I	Reference	Comment
Capillary	SE-30	1132.	Juliani, Koroch, et al., 2002	He, 4. K/min; Column length: 30. m; Column diameter: 0.25 mm; T_start: 60. C; T_end: 240. C
Capillary	DB-5	1120.	Senatore and de Feo, 1999	30. m/0.25 mm/0.33 μm, He, 40. C @ 5. min, 2. K/min, 260. C @ 20. min
Capillary	DB-5	1122.	de Feo, Porta, et al., 1998	30. m/0.25 mm/0.25 μm, He, 40. C @ 5. min, 2. K/min, 250. C @ 20. min

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

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Column type	Active phase	I	Reference	Comment
Capillary	DB-1	1136.	Agnaniet, Makani, et al., 2005	30. m/0.25 mm/0.25 μm, N2, 5. K/min; T_start: 50. C; T_end: 200. C
Capillary	DB-1	1120.	de Feo, Urrunaga Soria, et al., 2005	30. m/0.25 mm/0.25 μm, He, 40. C @ 5. min, 2. K/min, 260. C @ 20. min
Capillary	HP-5	1146.	Ngassapa, Runyoro, et al., 2003	30. m/0.25 mm/0.25 μm, He, 3. K/min; T_start: 60. C; 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	SE-52	1144.	Lorenzo, Loayza, et al., 2002	25. m/0.32 mm/0.40 μm, H2; Program: 60 C (8 min) 3 C/min -> 180 C 20 C/min -> 250 C (10 min)
Capillary	DB-5	1146.	Boulanger, Chassagne, et al., 1999	30. m/0.25 mm/0.25 μm, H2; Program: 40C(5min) => 2C/min => 220C => 5C/min => 250C(15min)
Capillary	DB-5	1149.	Boulanger, Chassagne, et al., 1999	30. m/0.25 mm/0.25 μm, H2; Program: 40C(5min) => 2C/min => 220C => 5C/min => 250C(15min)

Normal alkane RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	ZB-5	1150.	Vazques, Aimar, et al., 2011	30. m/0.25 mm/0.25 μm, Nitrogen, 40. C @ 5. min, 5. K/min; T_end: 200. C
Capillary	ZB-5	1151.	Vazquez, Demmel, et al., 2011	30. m/0.25 mm/0.25 μm, Nitrogen, 40. C @ 5. min, 5. K/min, 200. C @ 5. min
Capillary	DB-5	1126.	Yousefzadi, Heidari, et al., 2011	Nitrogen, 60. C @ 1. min, 4. K/min, 250. C @ 10. min; Column length: 30. m; Column diameter: 0.25 mm
Capillary	DB-1	1129.	Meshkatalsadat, Safaei-Ghomi. J., et al., 2010	60. m/0.25 mm/0.25 μm, Nitrogen, 5. K/min; T_start: 60. C; T_end: 250. C
Capillary	DB-5	1146.	Morteza-Semnani, Saeedi, et al., 2007	30. m/0.25 mm/0.25 μm, Helium, 4. K/min; T_start: 60. C; T_end: 220. C
Capillary	HP-1	1122.	Senatore, Napolitano, et al., 2004	30. m/0.25 mm/0.33 μm, He, 40. C @ 5. min, 2. K/min, 260. C @ 20. min

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

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Column type	Active phase	I	Reference	Comment
Capillary	ZB-5	1149.	Vazques, Aimar, et al., 2011	30. m/0.25 mm/0.25 μm, Nitrogen; Program: not specified
Capillary	ZB-5	1149.	Vazquez, Demmel, et al., 2011	30. m/0.25 mm/0.25 μm, Nitrogen; Program: not specified
Capillary	HP-5	1149.	Singh, Singh, et al., 2003	30. m/0.25 mm/0.25 μm, He; Program: 60C(5min) => 1C/min => 140C => 10C/min => 270C(5min)
Capillary	CP Sil 5 CB	1135.	Weyerstahl, Marschall, et al., 1998	He; Column length: 25. m; Phase thickness: 0.39 μm; Program: not specified
Packed	OV-101	1125.	Swigar and Silverstein, 1981	N2, Chromosorb G 60-80mesh DMCS; Column length: 2.5 m; Program: not specified

Normal alkane RI, polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	HP-Innowax FSC	1522.	Viljoen, Subramoney, et al., 2005	60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C
Capillary	DB-Wax	1501.	Weyerstahl, Marschall, et al., 1998	N2; Column length: 60. m; Phase thickness: 0.25 μm; Program: not specified

References

Go To: Top, Gas Chromatography, Notes

Juliani, Koroch, et al., 2002
Juliani, H.R., Jr.; Koroch, A.R.; Juliani, H.R.; Trippi, V.S.; Zygadlo, J.A., Intraespecific variation in leafoils of Lippia junelliana (mold.) tronc, Biochem. Syst. Ecol., 2002, 30, 2, 163-170, https://doi.org/10.1016/S0305-1978(01)00067-9 . [all data]

Senatore and de Feo, 1999
Senatore, F.; de Feo, V., Chemical composition of the essential oil from Tagetes mandonii Sch. Bip. (Asteraceae), Flavour Fragr. J., 1999, 14, 1, 32-34, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<32::AID-FFJ772>3.0.CO;2-7 . [all data]

de Feo, Porta, et al., 1998
de Feo, V.; Porta, G.D.; Urrunaga Soria, E.; Urrunaga Soria, R.; Senatore, F., Composition of the essential oil of Tagetes filifolia Lag., Flavour Fragr. J., 1998, 13, 3, 145-147, https://doi.org/10.1002/(SICI)1099-1026(199805/06)13:3<145::AID-FFJ707>3.0.CO;2-Q . [all data]

Agnaniet, Makani, et al., 2005
Agnaniet, H.; Makani, T.; Akagah, A.; Menut, C.; Bessière, J.M., Volatile constituents and antioxidant activity of essential oils from Lippia multiflora Mold. growing in Gabon, Flavour Fragr. J., 2005, 20, 1, 34-38, https://doi.org/10.1002/ffj.1383 . [all data]

de Feo, Urrunaga Soria, et al., 2005
de Feo, V.; Urrunaga Soria, E.; Urrunaga Soria, R.; Pizza, C., Composition and in vitro toxicity of the essential oil of Tagetes terniflora HBK. (Asteraceae), Flavour Fragr. J., 2005, 20, 1, 89-92, https://doi.org/10.1002/ffj.1379 . [all data]

Ngassapa, Runyoro, et al., 2003
Ngassapa, O.; Runyoro, D.K.B.; Harvala, E.; Chinou, I.B., Composition and antimicrobial activity of essential oils of two populations of Tanzanian Lippia javanica (Burm. f.) Spreng. (Verbenaceae), Flavour Fragr. J., 2003, 18, 3, 221-224, https://doi.org/10.1002/ffj.1195 . [all data]

Lorenzo, Loayza, et al., 2002
Lorenzo, D.; Loayza, I.; Dellacassa, E., Composition of the essential oil of Tagetes maxima Kuntze from Bolivia, Flavour Fragr. J., 2002, 17, 2, 115-118, https://doi.org/10.1002/ffj.1062 . [all data]

Boulanger, Chassagne, et al., 1999
Boulanger, R.; Chassagne, D.; Crouzet, J., Free and bound flavour components of amazonian fruits. 1: Bacuri, Flavour Fragr. J., 1999, 14, 5, 303-311, https://doi.org/10.1002/(SICI)1099-1026(199909/10)14:5<303::AID-FFJ834>3.0.CO;2-C . [all data]

Vazques, Aimar, et al., 2011
Vazques, A.M.; Aimar, M.L.; Demmel, G.I.; Criado, S.G.; Ruiz, G.M.; Cantero, J.J.; Rossi, L.I.; Velasco, M.I., Determination of volatile organic compounds of Tagetes argentina Cabrera (asteraceae) using HS-SPME analysis, Boletin Latinoamericano y del Caribe Plantas Medicinales y Aromaticas, 2011, 10, 5, 463-469. [all data]

Vazquez, Demmel, et al., 2011
Vazquez, A.M.; Demmel, G.I.; Criado, S.G.; Aimar, M.L.; Cantero, J.; Rossi, L.I.; Velasco, M.I., Phytochemistry of TAgetes minuta L. (Asteraceae) from Cordoba, Argentina: comparative study between essential oil and HS-SPME analyses, Boletin Latinoamericano y del Caribe Plantas Medicinales y Aromaticas, 2011, 10, 4, 351-362. [all data]

Yousefzadi, Heidari, et al., 2011
Yousefzadi, M.; Heidari, M.; Akbarpour, M.; Mirjalili, M.H.; Zainali, A.; Parsa, M., in vitro cytotoxic activity of the essential oil of Dorema ammoniacum D. Don., Middle-East J. Sci. Res., 2011, 7, 4, 511-514. [all data]

Meshkatalsadat, Safaei-Ghomi. J., et al., 2010
Meshkatalsadat, M.H.; Safaei-Ghomi. J.; Moharramipour, S.; Nasseri, M., Chemical characterization of volatile components of Tagetes minuta L. cultivated in South West of Iran by nano scale injection, Digest J. Nanomaterials Biostructures, 2010, 5, 1, 101-106. [all data]

Morteza-Semnani, Saeedi, et al., 2007
Morteza-Semnani, K.; Saeedi, M.; Akbarzadeh, M., Essential oil composition of Teucrium scordium L., Acta Pharm., 2007, 57, 4, 499-504, https://doi.org/10.2478/v10007-007-0040-6 . [all data]

Senatore, Napolitano, et al., 2004
Senatore, F.; Napolitano, F.; Mohamed, M.A.-H.; Harris, P.J.C.; MnKeni, P.N.S.; Henderson, J., Antibacterial activity of Tagetes minuta L. (Asteraceae) essential oil with different chemical composition, Flavour Fragr. J., 2004, 19, 6, 574-578, https://doi.org/10.1002/ffj.1358 . [all data]

Singh, Singh, et al., 2003
Singh, G.; Singh, O.P.; de Lampasona, M.P.; Catalán, C.A.N., Studies on essential oils. Part 35: chemical and biocidal investigations on Tagetes erecta leaf volatile oil, Flavour Fragr. J., 2003, 18, 1, 62-65, https://doi.org/10.1002/ffj.1158 . [all data]

Weyerstahl, Marschall, et al., 1998
Weyerstahl, P.; Marschall, H.; Weirauch, M.; Thefeld, K.; Surburg, H., Constituents of commercial Labdanum oil, Flavour Fragr. J., 1998, 13, 5, 295-318, https://doi.org/10.1002/(SICI)1099-1026(1998090)13:5<295::AID-FFJ751>3.0.CO;2-I . [all data]

Swigar and Silverstein, 1981
Swigar, A.A.; Silverstein, R.M., Monoterpenes, Aldrich Chemical Company, Milwaukee, WI, USA, 1981, 130. [all data]

Viljoen, Subramoney, et al., 2005
Viljoen, A.M.; Subramoney, S.; van Vuuren, S.F.; Baser, K.H.C.; Demirci, B., The composition, geographical variation and antimicrobial activity of Lippia javanica (Verbenaceae) leaf essential oils, J. Ethnopharmacol., 2005, 96, 1-2, 271-277, https://doi.org/10.1016/j.jep.2004.09.017 . [all data]

Notes

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Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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