2-Cyclopenten-1-one, 3-methyl-2-(2-pentenyl)-, (Z)-

Formula: C₁₁H₁₆O
Molecular weight: 164.2441
IUPAC Standard InChI: InChI=1S/C11H16O/c1-3-4-5-6-10-9(2)7-8-11(10)12/h4-5H,3,6-8H2,1-2H3/b5-4-
IUPAC Standard InChIKey: XMLSXPIVAXONDL-PLNGDYQASA-N
CAS Registry Number: 488-10-8
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.
Stereoisomers:
- (E)-Jasmone
- 3-Methyl-2-pent-2-enyl-cyclopent-2-enone
Other names: cis-Jasmone; Jasmone; (Z)-Jasmone; 3-Methyl-2-(cis-2-penten-1-yl)-2-cyclopenten-1-one; (Z)-3-Methyl-2-(pent-2-en-1-yl)cyclopent-2-enone; 3-Methyl-2-[(2Z)-2-pentenyl]-2-cyclopenten-1-one; 3-methyl-2-(cis-2-pentenyl)-2-cyclopenten-1-one; 3-methyl-2-pent-2-enylcyclopent-2-enone
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Normal alkane RI, 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	DB-Wax	CP-Wax	DB-Wax	Innowax	DB-Wax
Column length (m)	60.	30.	30.	60.	30.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.25	0.32	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25		0.25
T_start (C)	60.	40.	50.	60.	40.
T_end (C)	180.	180.	180.	220.	210.
Heat rate (K/min)	3.	5.	3.	4.	5.
Initial hold (min)	8.	2.		10.
Final hold (min)	80.		40.	10.
I	1984.	1915.	1938.	1969.	1953.
Reference	Wei A. and Shibamoto T., 2007	Ka, Choi, et al., 2005	Lee, Umano, et al., 2005	Suleimenov, Atazharova, et al., 2003	Kumazawa and Masuda, 2002
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-Wax	DB-Wax	DB-Wax	Carbowax	HP-Innowax FSC
Column length (m)	60.	30.	60.	50.	60.
Carrier gas	He			N2	He
Substrate
Column diameter (mm)	0.25	0.53	0.25	0.2	0.25
Phase thickness (μm)	0.25	1.	0.25
T_start (C)	40.	40.	40.	80.	60.
T_end (C)	210.	210.	210.	200.	240.
Heat rate (K/min)	5.	5.	5.	1.	4.
Initial hold (min)					10.
Final hold (min)				20.	10.
I	1955.	1959.	1961.	1914.	1968.
Reference	Kumazawa and Masuda, 2002	Kumazawa and Masuda, 1999	Kumazawa and Masuda, 1999	Menon, Chacko, et al., 1999	Baser, Kirimer, et al., 1997
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary
Active phase	Supelcowax-10
Column length (m)	60.
Carrier gas	He
Substrate
Column diameter (mm)	0.32
Phase thickness (μm)
T_start (C)	60.
T_end (C)	220.
Heat rate (K/min)	2.
Initial hold (min)	1.
Final hold (min)
I	1980.
Reference	Loughrin, Hamilton-Kemp, et al., 1990
Comment	MSDC-RI

References

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

Wei A. and Shibamoto T., 2007
Wei A.; Shibamoto T., Antioxidant activities and volatile constituents of various essential oils, J. Agric. Food Chem., 2007, 55, 5, 1737-1742, https://doi.org/10.1021/jf062959x . [all data]

Ka, Choi, et al., 2005
Ka, M.-H.; Choi, E.H.; Chun, H.-S.; Lee, K.-G., Antioxidative Activity of Volatile Extracts Isolated from Angelica tenuissimae Roots, Peppermint Leaves, Pine Needles, and Sweet Flag Leaves, J. Agric. Food Chem., 2005, 53, 10, 4124-4129, https://doi.org/10.1021/jf047932x . [all data]

Lee, Umano, et al., 2005
Lee, S.-J.; Umano, K.; Shibamoto, T.; Lee, K.-G., Identification of volatile components in basil (Ocimum basilicum L.) and thyme leaves (Thymus vulgaris L.) and their antioxidant properties, Food Chem., 2005, 91, 1, 131-137, https://doi.org/10.1016/j.foodchem.2004.05.056 . [all data]

Suleimenov, Atazharova, et al., 2003
Suleimenov, E.M.; Atazharova, G.A.; Demirchi, B.; Baser, K.H.C.; Adekenov, S.M., Essential oil composition of Artemisia Lercheana and A. Sieversiana of Kazakhstan flora in Recent problems of development of new medicines of natural origin, Proceedings of symposium, St.Petersburg - Pushkin, 2003, 382-385. [all data]

Kumazawa and Masuda, 2002
Kumazawa, K.; Masuda, H., Identification of potent odorants in different green tea varieties using flavor dilution technique, J. Agric. Food Chem., 2002, 50, 20, 5660-5663, https://doi.org/10.1021/jf020498j . [all data]

Kumazawa and Masuda, 1999
Kumazawa, K.; Masuda, H., Identification of potent odorants in Japanese green tea (Sen-cha), J. Agric. Food Chem., 1999, 47, 12, 5169-5172, https://doi.org/10.1021/jf9906782 . [all data]

Menon, Chacko, et al., 1999
Menon, A.N.; Chacko, S.; Narayanan, C.S., Free and glycosidically bound volatiles of cardamom (Eletteria cardamomum Maton var. miniscula Burkill), Flavour Fragr. J., 1999, 14, 1, 65-68, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<65::AID-FFJ789>3.0.CO;2-A . [all data]

Baser, Kirimer, et al., 1997
Baser, K.H.C.; Kirimer, N.; Duman, H., Composition of the essential oil of Micromeria dolichodontha P. H. Davis, Flavour Fragr. J., 1997, 12, 4, 289-291, https://doi.org/10.1002/(SICI)1099-1026(199707)12:4<289::AID-FFJ640>3.0.CO;2-A . [all data]

Loughrin, Hamilton-Kemp, et al., 1990
Loughrin, J.H.; Hamilton-Kemp, T.R.; Andersen, R.A.; Hildebrand, D.F., Headspace compounds from flowers of Nicotiana tabacum and related species, J. Agric. Food Chem., 1990, 38, 2, 455-460, https://doi.org/10.1021/jf00092a027 . [all data]

Notes

Go To: Top, Normal alkane RI, 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
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