1,5-Heptadien-4-one, 3,3,6-trimethyl-

Formula: C₁₀H₁₆O
Molecular weight: 152.2334
IUPAC Standard InChI: InChI=1S/C10H16O/c1-6-10(4,5)9(11)7-8(2)3/h6-7H,1H2,2-5H3
IUPAC Standard InChIKey: OTYVBQZXUNBRTK-UHFFFAOYSA-N
CAS Registry Number: 546-49-6
Chemical structure:
This structure is also available as a 2d Mol file
Other names: Artemisia ketone; Isoartemisia ketone; 2,5,5-Trimethyl-2,6-heptadien-4-one; Artemesia; Artemesia ketone; Hepta-1,5-dien-4-one, 3,3,6-trimethyl; 3,3,6-Trimethylhepta-1,5-dien-4-one; 3,3,6-Trimethyl-1,5-heptadien-4-one
Permanent link for this species. Use this link for bookmarking this species for future reference.
Information on this page:
Other data available:
- Mass spectrum (electron ionization)
- Gas Chromatography
Options:
- Switch to SI units

Normal alkane RI, non-polar column, temperature ramp

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

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5 MS	HP-5	RTX-1	RTX-1	HP-5 MS
Column length (m)	30.	30.	60.	60.	30.
Carrier gas	Helium	Hydrogen	Helium	Helium	Helium
Substrate
Column diameter (mm)	0.25	0.25	0.22	0.22	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	40.	70.	60.	60.	60.
T_end (C)	250.	290.	230.	230.	280.
Heat rate (K/min)	3.	5.	2.	2.	3.
Initial hold (min)	1.
Final hold (min)	3.		30.	30.
I	1064.	1062.	1044.	1046.	1062.
Reference	Jian-Yu, Zhu, et al., 2012	Radulovic, Dordevic, et al., 2010	Museli, Pau, et al., 2009	Museli, Pau, et al., 2009	Vagionas, Graikou, et al., 2007
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-1	Methyl Silicone	NB-30	DB-5	RSL-200
Column length (m)	50.	25.	30.	50.	30.
Carrier gas	He	He	He
Substrate
Column diameter (mm)	0.2	0.25	0.2	0.3	0.25
Phase thickness (μm)	0.33	0.25	0.25	0.25	0.25
T_start (C)	60.	90.	50.	60.	40.
T_end (C)	250.	220.	250.	240.	280.
Heat rate (K/min)	2.	7.	2.	2.	6.
Initial hold (min)		2.			2.
Final hold (min)	40.				10.
I	1044.	1088.	1040.	1060.	1062.
Reference	Filippi, Lanfranchi, et al., 2006	Kitchlu, Bakshi, et al., 2006	Orav, Raal, et al., 2006	Chagonda and Chalchat, 2005	Jirovetz, Buchbauer, et al., 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	DB-5	RSL-200	NB-30	BP-1
Column length (m)	30.	30.	30.	50.	25.
Carrier gas	He	He	H2	He	N2
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.2	0.50
Phase thickness (μm)	0.25	0.25	0.25	0.5	0.25
T_start (C)	60.	35.	40.	50.	60.
T_end (C)	220.	220.	280.	250.	220.
Heat rate (K/min)	3.	2.5	6.	2.	5.
Initial hold (min)	4.		2.
Final hold (min)		6.	10.		10.
I	1060.	1062.	1062.	1046.	1047.
Reference	Salehi, Sefidkon, et al., 2005	Rohloff, Mordal, et al., 2004	Jirovetz, Buchbauer, et al., 2003	Raal, Arak, et al., 2003	Das, Ram, et al., 2002
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-1	DB-5MS	OV-101	DB-1	DB-5
Column length (m)	50.	30.	50.	30.	30.
Carrier gas	N2	He	He	N2	He
Substrate
Column diameter (mm)	0.25	0.25	0.2	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.5	0.25	0.25
T_start (C)	80.	60.	50.	80.	60.
T_end (C)	225.	240.	250.	225.	240.
Heat rate (K/min)	4.	3.	2.	4.	3.
Initial hold (min)
Final hold (min)
I	1045.	1050.	1044.	1039.	1062.
Reference	Palá-Paúl, Pérez-Alonso, et al., 2002	Cherchi, Deidda, et al., 2001	Orav, Kailas, et al., 2001	Palá-Paúl, Pérez-Alonso, et al., 2001	Tellez M., Estell R., et al., 2001
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	DB-1	DB-5	DB-5
Column length (m)	60.	50.	30.	30.
Carrier gas	Hydrogen or helium (He2 wrote in original paper)	He	He	Helium
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.30	0.25	0.25	0.25
T_start (C)	60.	70.	60.	60.
T_end (C)	285.	240.	240.	240.
Heat rate (K/min)	4.3	4.	3.	3.
Initial hold (min)
Final hold (min)
I	1062.	1040.	1063.	1061.
Reference	Simic, Andjelkovic, et al., 2000	Palá-Paúl, Pérez-Alonso, et al., 1999	Tellez, Canel, et al., 1999	Tellez, Estell, et al., 1997
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

References

Go To: Top, Normal alkane RI, non-polar column, temperature ramp, Notes

Jian-Yu, Zhu, et al., 2012
Jian-Yu, S.; Zhu, L.; Tian, Y.-J., Chemical composition and antimicrobial activities of essential oil of Matricaria songarica, Int. J. Agriculture Biology, 2012, 14, 1, 107-110. [all data]

Radulovic, Dordevic, et al., 2010
Radulovic, N.S.; Dordevic, N.D.; Palic, R.M., Volatiles of Pleurospermum austriacum (L.) Hoffm. (Apiaceae), J. Serbian Chem. Soc., 2010, 75, 12, 1-11, https://doi.org/10.2298/JSC100323127R . [all data]

Museli, Pau, et al., 2009
Museli, A.; Pau, M.; Desjobert, J.-M.; Foddai, M.; Usai, M.; Costa, J., Volatile constituents of Achllea ligustica All. by HS-SPME/GC/GC-MS. Comparison with essential oils obtained by hydrodistillation from Corsica and Sardinia, Chromatographia, 2009, 69, 5/6, 575-585, https://doi.org/10.1365/s10337-008-0939-1 . [all data]

Vagionas, Graikou, et al., 2007
Vagionas, K.; Graikou, K.; Ngassapa, O.; Runyoro, D.; Chinou, I., Composition and antimicrobial activity of the essential oils of three Satureja species growing in Tansania, Food Chem., 2007, 103, 2, 319-324, https://doi.org/10.1016/j.foodchem.2006.07.051 . [all data]

Filippi, Lanfranchi, et al., 2006
Filippi, J.-J.; Lanfranchi, D.-A.; Prado, S.; Baldovini, N.; Meierhenrich, U.J., Composition, Enantiomeric Distribution, and Antibacterial Activity of the Essential Oil of Achillea ligustica All. from Corsica, J. Agric. Food Chem., 2006, 54, 17, 6308-6313, https://doi.org/10.1021/jf060752y . [all data]

Kitchlu, Bakshi, et al., 2006
Kitchlu, S.; Bakshi, S.K.; Kaul, M.K.; Bhan, M.K.; Thapa, R.K.; Agarwal, S.G., Tanacetum gracile Hook. f T. A new source of lavandulol from Ladakh Himalaya (India), Flavour Fragr. J., 2006, 21, 4, 690-692, https://doi.org/10.1002/ffj.1674 . [all data]

Orav, Raal, et al., 2006
Orav, A.; Raal, A.; Arak, E.; Müürisepp, M.; Kailas, T., Composition of the essential oil of Artemisia absinthium L. of different geographical origin, Proc. Est. Acad. Sci. Chem., 2006, 55, 3, 155-165. [all data]

Chagonda and Chalchat, 2005
Chagonda, L.S.; Chalchat, J.-C., The essential oil of wild and cultivated Hoslundia opposita Vahl. from Zimbabwe, Flavour Fragr. J., 2005, 20, 2, 193-195, https://doi.org/10.1002/ffj.1402 . [all data]

Jirovetz, Buchbauer, et al., 2005
Jirovetz, L.; Buchbauer, G.; Stoyanova, A.; Georgiev, E.V.; Damianova, S.T., Composition, quality control and antimicrobial activity of the essential oil of cumin (Cuminum cyminumL.) seeds from Bulgaria that had been stored for up to 36 years, Int. J. Food Sci. Technol., 2005, 40, 3, 305-310, https://doi.org/10.1111/j.1365-2621.2004.00915.x . [all data]

Salehi, Sefidkon, et al., 2005
Salehi, P.; Sefidkon, F.; Bazzaz Tolami, L.; Sonboli, A., Essential oil composition of Salvia palaestina Benth. from Iran, Flavour Fragr. J., 2005, 20, 5, 525-527, https://doi.org/10.1002/ffj.1448 . [all data]

Rohloff, Mordal, et al., 2004
Rohloff, J.; Mordal, R.; Dragland, S., Chemotypical variation of tansy (Tanacetum vulgare L.) from 40 different locations in Norway, J. Agric. Food Chem., 2004, 52, 6, 1742-1748, https://doi.org/10.1021/jf0352430 . [all data]

Jirovetz, Buchbauer, et al., 2003
Jirovetz, L.; Buchbauer, G.; Stoyanova, A.S.; Georgiev, E.V.; Damianova, S.T., Composition, quality control, and antimicrobial activity of the essential oil of long-time stored dill (Anethum graveolens L.) seeds from Bulgaria, J. Agric. Food Chem., 2003, 51, 13, 3854-3857, https://doi.org/10.1021/jf030004y . [all data]

Raal, Arak, et al., 2003
Raal, A.; Arak, E.; Orav, A.; Ivask, K., Comparison of essential oil content of Matricaria recutita L. from different origins, Ars Pharm., 2003, 44, 2, 159-165, retrieved from http://www.ugr.es/~ars/abstract/44-159-03.pdf. [all data]

Das, Ram, et al., 2002
Das, M.; Ram, G.; Singh, A.; Mallavarapu, G.R.; Ramesh, S.; Ram, M.; Kumar, S., Volatile constituents of different plant parts of Chamomilla recutita L. Rausch grown in the Indo-Gangetic plains, Flavour Fragr. J., 2002, 17, 1, 9-12, https://doi.org/10.1002/ffj.1035 . [all data]

Palá-Paúl, Pérez-Alonso, et al., 2002
Palá-Paúl, J.; Pérez-Alonso, M.J.; Velasco-Negueruela, A.; Sanz, J., Analysis by gas chromatography-mass spectrometry of the volatile components of Ageratina adenophora Spreng., growing in the Canary Islands, J. Chromatogr. A, 2002, 947, 2, 327-331, https://doi.org/10.1016/S0021-9673(02)00016-X . [all data]

Cherchi, Deidda, et al., 2001
Cherchi, G.; Deidda, D.; de Gioannis, B.; Marongiu, B.; Pompei, R.; Porcedda, S., Extraction of Santolina insularis essential oil by supercritical carbon dioxide: influence of some process parameters and biological activity, Flavour Fragr. J., 2001, 16, 1, 35-43, https://doi.org/10.1002/1099-1026(200101/02)16:1<35::AID-FFJ942>3.0.CO;2-Y . [all data]

Orav, Kailas, et al., 2001
Orav, A.; Kailas, T.; Ivask, K., Volatile constituents of Matricaria recutita L. from Estonia, Proc. Est. Acad. Sci. Chem., 2001, 50, 39-45. [all data]

Palá-Paúl, Pérez-Alonso, et al., 2001
Palá-Paúl, J.; Pérez-Alonso, M.J.; Velasco-Negueruela, A.; Palá-Paúl, R.; Sanz, J.; Conejero, Fco., Seasonal variation in chemical constituents of Santolina rosmarinifolia L. ssp. rosmarinifolia, Biochem. Syst. Ecol., 2001, 29, 7, 663-672, https://doi.org/10.1016/S0305-1978(01)00032-1 . [all data]

Tellez M., Estell R., et al., 2001
Tellez M.; Estell R.; Fredrickson E.; Powell J.; Wedge D.; Schrader K.; Kobaisy M., Extracts of Flourensia cernua (L): Volatile constituents and antifungal, antialgal, and antitermite bioactivities, J. Chem. Ecol., 2001, 27, 11, 2263-2273, https://doi.org/10.1023/A:1012283005014 . [all data]

Simic, Andjelkovic, et al., 2000
Simic, N.; Andjelkovic, S.; Palic, R.; Vajs, V.; Milosavljevic, S., Volatile constituents of Achillea serbica Nym., Flavour Fragr. J., 2000, 15, 3, 141-143, https://doi.org/10.1002/1099-1026(200005/06)15:3<141::AID-FFJ881>3.0.CO;2-O . [all data]

Palá-Paúl, Pérez-Alonso, et al., 1999
Palá-Paúl, J.; Pérez-Alonso, M.J.; Velasco-Negueruela, A.; Ramos-Vázquez, P.; Gómez-Contreras, F.; Sanz, J., Essential oil of Santolina rosmarinifolia L. ssp. rosmarinifolia: first isolation of capillene, a diacetylene derivative, Flavour Fragr. J., 1999, 14, 2, 131-134, https://doi.org/10.1002/(SICI)1099-1026(199903/04)14:2<131::AID-FFJ794>3.0.CO;2-7 . [all data]

Tellez, Canel, et al., 1999
Tellez, M.R.; Canel, C.; Rimando, A.M.; Duke, S.O., Differential accumulation of isoprenoids in glanded and glandless Artemisia annua L, Phytochemistry, 1999, 52, 6, 1035-1040, https://doi.org/10.1016/S0031-9422(99)00308-8 . [all data]

Tellez, Estell, et al., 1997
Tellez, M.R.; Estell, R.E.; Frederickson, E.L.; Havstad, K.M., Essntial oil of Flourensia cernua DC, J. Essent. Oil Res., 1997, 9, 6, 619-624, https://doi.org/10.1080/10412905.1997.9700799 . [all data]

Notes

Go To: Top, Normal alkane RI, non-polar column, temperature ramp, References

Symbols used in this document:

T_end Final temperature

T_start 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.