Carvone

Formula: C₁₀H₁₄O
Molecular weight: 150.2176
IUPAC Standard InChI: InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3
IUPAC Standard InChIKey: ULDHMXUKGWMISQ-UHFFFAOYSA-N
CAS Registry Number: 99-49-0
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:
- D-Carvone
- (-)-Carvone
Other names: 2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-; p-Mentha-6,8-dien-2-one; Carvol; Karvon; 1-Carvone; δ(6,8)-(9)-Terpadienone-2; 2-Methyl-5-isopropenyl-2-cyclohexen-1-one; NCI-C55867; 2-Methyl-5-isopropenyl-2-cyclohexenone; 6,8(9)-p-Menthadien-2-one; 2-Methyl-5-(1-methylethenyl)-2-cyclohexene-1-one; DL-Carvone; (.+/-.)-Carvone; 2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-one; Limonen-6-one; NSC 6275; cis-Dihydrocarvone; Dihydrocarvone; (Z)-dihydrocarvone; (-)-carvone; (Z)-Carvone; (E)-Carvone; R-(-)-carvone; (R)-Carvone; t-carvone; 1(6),8-p-Menthadien-2-one; trans-Carvone; d-p-mentha-1(6),8-dien-2-one
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Kovats' RI, non-polar column, temperature ramp

Go To: Top, References, Notes

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

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5MS	DB-5	DB-5	DB-5	DB-5
Column length (m)	30.	30.	30.	30.	30.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.26	0.26	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	60.	60.	60.	60.
T_end (C)	180.		246.	246.	240.
Heat rate (K/min)	3.	3.	3.	3.	3.
Initial hold (min)
Final hold (min)	15.				15.
I	1243.	1244.	1243.	1242.	1246.
Reference	Angioni, Barra, et al., 2006	Lucero, Fredrickson, et al., 2006	Adams, Morris, et al., 2005	Adams and Nguyen, 2005	Barbosa, Paula, et al., 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	BP-5	DB-5MS	SPB-5	DB-5	DB-5
Column length (m)	50.	30.	60.	25.	25.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.32	0.25	0.32	0.25	0.25
Phase thickness (μm)	0.25	0.25	1.	0.25
T_start (C)	50.	60.	60.	60.	40.
T_end (C)	260.	240.	200.	180.	280.
Heat rate (K/min)	5.	3.	4.	5.	3.
Initial hold (min)	2.			6.	5.
Final hold (min)	5.		30.	15.	5.
I	1249.	1243.	1250.	1248.	1240.
Reference	Baranauskiene, Venskutonis, et al., 2005	Maia, Andrade, et al., 2005	Gauvin, Lecomte, et al., 2004	Merle, Morón, et al., 2004	Amparo Blázquez, Pérez, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	HP-5MS	BP-1	SE-30	CP Sil 5 CB
Column length (m)	50.	30.	25.	30.	25.
Carrier gas	He	He	N2	He	He
Substrate
Column diameter (mm)	0.32	0.25	0.55	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25
T_start (C)	50.	60.	60.	60.	50.
T_end (C)	280.	280.	220.	240.	230.
Heat rate (K/min)	5.	3.	5.	4.	3.
Initial hold (min)	2.
Final hold (min)	10.		15.
I	1252.	1231.	1211.	1218.	1215.
Reference	Baranauskiene, Venskutonis, et al., 2003	Gkinis, Tzakou, et al., 2003	Srivastava, Ahmad, et al., 2003	Juliani, Koroch, et al., 2002	Kasali, Adio, et al., 2002
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	BP-1	BP-1	HP-5MS	PTE-5	PTE-5
Column length (m)	25.	25.	30.	60.	60.
Carrier gas	N2	N2	He	H2	H2
Substrate
Column diameter (mm)	0.32	0.55	0.25	0.32	0.32
Phase thickness (μm)	0.25	0.25	0.25	0.39	0.39
T_start (C)	60.	60.	50.	60.	60.
T_end (C)	220.	220.	250.	285.	285.
Heat rate (K/min)	5.	5.	3.	4.3	4.3
Initial hold (min)
Final hold (min)	15.	15.
I	1220.	1217.	1242.	1243.	1245.
Reference	Raina, Srivastava, et al., 2002	Raina, Srivastava, et al., 2002, 2	Salido, Altarejos, et al., 2002	Gudzic, Dordevic, et al., 2001	Gudzic, Dordevic, et al., 2001
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	BP-1	HP-5	DB-5	SE-54	DB-5
Column length (m)	25.	30.	30.	30.	30.
Carrier gas	N2	He	He		He
Substrate
Column diameter (mm)	0.55	0.25	0.26	0.26	0.26
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	60.	60.	60.	60.
T_end (C)	220.	280.	240.	246.	246.
Heat rate (K/min)	5.	3.	3.	3.	3.
Initial hold (min)
Final hold (min)	15.
I	1218.	1242.	1242.	1242.	1242.
Reference	Jain, Srivastava, et al., 2001	Tzakou and Couladis, 2001	Adams, 2000	Adams, 2000, 2	Adams, 2000, 3
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	Methyl Silicone	DB-1	DB-5	DB-5
Column length (m)	30.	30.	60.	30.	30.
Carrier gas		He	He	He	He
Substrate
Column diameter (mm)	0.32	0.32	0.25	0.25	0.25
Phase thickness (μm)		0.25	0.25	0.25	0.25
T_start (C)	50.	60.	50.	60.	60.
T_end (C)	250.	250.	250.	240.	240.
Heat rate (K/min)	3.	2.	3.	4.	4.
Initial hold (min)	5.	2.	5.
Final hold (min)		5.	10.
I	1248.	1210.	1220.	1240.	1198.
Reference	Tzakou, Harvala, et al., 2000	Adegoke, Rao, et al., 1998	Bylaite, Venskutonis, et al., 1998	Zoghbi, Andrade, et al., 1998	Zoghbi, Andrade, et al., 1998
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary
Active phase	BPX-5	DB-5	DB-5
Column length (m)	50.	30.	30.
Carrier gas	N2	He
Substrate
Column diameter (mm)	0.22	0.25
Phase thickness (μm)	0.25	0.25
T_start (C)	60.	60.	40.
T_end (C)	185.	240.	210.
Heat rate (K/min)	2.	3.	2.
Initial hold (min)	10.		2.
Final hold (min)			120.
I	1242.	1243.	1241.
Reference	Fournier, Hadjiakhoondi, et al., 1997	Tellez, Estell, et al., 1997	Loayza, Abujder, et al., 1995
Comment	MSDC-RI	MSDC-RI	MSDC-RI

References

Go To: Top, Kovats' RI, non-polar column, temperature ramp, Notes

Angioni, Barra, et al., 2006
Angioni, A.; Barra, A.; Coroneo, V.; Dessi, S.; Cabras, P., Chemical composition, seasonal variability, and antifungal activity of Lavandula stoechas L. ssp. stoechas essential oils from stem/leaves and flowers, J. Agric. Food Chem., 2006, 54, 12, 4364-4370, https://doi.org/10.1021/jf0603329 . [all data]

Lucero, Fredrickson, et al., 2006
Lucero, M.E.; Fredrickson, E.L.; Estell, R.E.; Morrison, A.A.; Richman, D.B., Volatile Composition of Gutierrezia sarothrae (Broom Snakeweed) as Determined by Steam Distillation and Solid Phase Microextraction, J. Essent. Oil Res., 2006, 18, 2, 121-125, https://doi.org/10.1080/10412905.2006.9699039 . [all data]

Adams, Morris, et al., 2005
Adams, R.P.; Morris, J.A.; Pandey, R.N.; Schwarzbach, A.E., Cryptic speciation between Juniperus deltoides and Juniperus oxycedrus (Cupressaceae) in the Mediterranean, Biochem. Syst. Ecol., 2005, 33, 8, 771-787, https://doi.org/10.1016/j.bse.2005.01.001 . [all data]

Adams and Nguyen, 2005
Adams, R.P.; Nguyen, S., Infra-specific variation in Juniperus deppeana and F. Sperryi in the Davis Mountains of Texas: variation in leaf essential oils and random amplified polymorphic DNAS (RAPDS), Phytologia, 2005, 87, 2, 96-108. [all data]

Barbosa, Paula, et al., 2005
Barbosa, L.C.A.; Paula, V.F.; Azevedo, A.S.; Silva, E.A.M.; Nascimento, E.A., Essential oil composition from some plant parts of Conyza bonariensis (L.) Cronquist, Flavour Fragr. J., 2005, 20, 1, 39-41, https://doi.org/10.1002/ffj.1392 . [all data]

Baranauskiene, Venskutonis, et al., 2005
Baranauskiene, R.; Venskutonis, R.P.; Demyttenaere, J.C.R., Sensory and instrumental evaluation of sweet marjoram (Origanum majorana L.) aroma, Flavour Fragr. J., 2005, 20, 5, 492-500, https://doi.org/10.1002/ffj.1478 . [all data]

Maia, Andrade, et al., 2005
Maia, J.G.S.; Andrade, E.H.A.; da Silva, A.C.M.; Oliveira, J.; Carreira, L.M.M.; Araújo, J.S., Leaf volatile oils from four Brazilian Xylopia species, Flavour Fragr. J., 2005, 20, 5, 474-477, https://doi.org/10.1002/ffj.1499 . [all data]

Gauvin, Lecomte, et al., 2004
Gauvin, A.; Lecomte, H.; Smadja, J., Comparative investigations of the essential oils of two scented geranium (Pelargonium spp.) cultivars grown on Reunion Island, Flavour Fragr. J., 2004, 19, 5, 455-460, https://doi.org/10.1002/ffj.1354 . [all data]

Merle, Morón, et al., 2004
Merle, H.; Morón, M.; Blázquez, A.; Boira, H., Taxonomical contribution of essential oils in mandarins cultivars, Biochem. Syst. Ecol., 2004, 32, 5, 491-497, https://doi.org/10.1016/j.bse.2003.09.010 . [all data]

Amparo Blázquez, Pérez, et al., 2003
Amparo Blázquez, M.; Pérez, I.; Boira, H., Essential oil analysis of Teucrium libanitis and T. turredanum by GC and GC-MS, Flavour Fragr. J., 2003, 18, 6, 497-501, https://doi.org/10.1002/ffj.1256 . [all data]

Baranauskiene, Venskutonis, et al., 2003
Baranauskiene, R.; Venskutonis, R.P.; Demyttenaere, J.C.R., Sensory and instrumental evaluation of catnip (Nepeta cataria L.) aroma, J. Agric. Food Chem., 2003, 51, 13, 3840-3848, https://doi.org/10.1021/jf021187b . [all data]

Gkinis, Tzakou, et al., 2003
Gkinis, G.; Tzakou, O.; Iliopoulou, D.; Roussis, V., Chemical Composition and Biological Activity of Nepeta parnassica Oils and Isolated Nepetalactones, Z. Naturforsch. C:, 2003, 58, 681-686. [all data]

Srivastava, Ahmad, et al., 2003
Srivastava, S.K.; Ahmad, A.; Syamsunder, K.V.; Aggarwal, K.K.; Shanuja, S.P.S., Essential oil composition of Callistemon viminalis leaves from India, Flavour Fragr. J., 2003, 18, 5, 361-363, https://doi.org/10.1002/ffj.1143 . [all data]

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]

Kasali, Adio, et al., 2002
Kasali, A.A.; Adio, A.M.; Oyedeji, A.O.; Eshilokun, A.O.; Adefenwa, M., Volatile constituents of Boswellia serrata Roxb. (Burseraceae) bark, Flavour Fragr. J., 2002, 17, 6, 462-464, https://doi.org/10.1002/ffj.1124 . [all data]

Raina, Srivastava, et al., 2002
Raina, V.K.; Srivastava, S.K.; Syamasunder, K.V., The essential oil of 'greater galangal' [Alpinia galanga (L.) Willd.] from the lower Himalayan region of India, Flavour Fragr. J., 2002, 17, 5, 358-360, https://doi.org/10.1002/ffj.1105 . [all data]

Raina, Srivastava, et al., 2002, 2
Raina, V.K.; Srivastava, S.K.; Jain, N.; Ahmad, A.; Syamasundar, K.V.; Aggarwal, K.K., Essential oil composition of Curcuma longa L. cv. Roma from the plains of northern India, Flavour Fragr. J., 2002, 17, 2, 99-102, https://doi.org/10.1002/ffj.1053 . [all data]

Salido, Altarejos, et al., 2002
Salido, S.; Altarejos, J.; Nogueras, M.; Sánchez, A.; Pannecouque, C.; Witvrouw, M.; De Clercq, E., Chemical studies of essential oils of Juniperus oxycedrus ssp. badia, J. Ethnopharmacol., 2002, 81, 1, 129-134, https://doi.org/10.1016/S0378-8741(02)00045-4 . [all data]

Gudzic, Dordevic, et al., 2001
Gudzic, B.; Dordevic, S.; Palic, R.; Stojanovic, G., Essential oils of Hypericum olympicum L. and Hypericum perforatum L., Flavour Fragr. J., 2001, 16, 3, 201-203, https://doi.org/10.1002/ffj.978 . [all data]

Jain, Srivastava, et al., 2001
Jain, N.; Srivastava, S.K.; Aggarwal, K.K.; Ramesh, S.; Kumar, S., Essential oil composition of Zanthoxylum alatum seeds from northern India, Flavour Fragr. J., 2001, 16, 6, 408-410, https://doi.org/10.1002/ffj.1024 . [all data]

Tzakou and Couladis, 2001
Tzakou, O.; Couladis, M., The essential oil of Micromeria graeca (L.) Bentham et Reichenb. growing in Greece, Flavour Fragr. J., 2001, 16, 2, 107-109, https://doi.org/10.1002/ffj.955 . [all data]

Adams, 2000
Adams, R.P., Systematics of Juniperus section Juniperus based on leaf essential oils and random amplified polymorphic DNAs (RAPDs), Biochem. Syst. Ecol., 2000, 28, 6, 515-528, https://doi.org/10.1016/S0305-1978(99)00089-7 . [all data]

Adams, 2000, 2
Adams, R.P., Systematics of the one seeded Juniperus of the eastern hemisphere based on leaf essential oils and random amplified polymorphic DNAs (RAPDs), Biochem. Syst. Ecol., 2000, 28, 6, 529-543, https://doi.org/10.1016/S0305-1978(99)00096-4 . [all data]

Adams, 2000, 3
Adams, R.P., The serrate leaf margined Juniperus (Section Sabina) of the western hemisphere: systematics and evolution based on leaf essential oils and Random Amplified Polymorphic DNAs (RAPDs), Biochem. Syst. Ecol., 2000, 28, 10, 975-989, https://doi.org/10.1016/S0305-1978(00)00022-3 . [all data]

Tzakou, Harvala, et al., 2000
Tzakou, O.; Harvala, C.; Galati, E.M.; Sanogo, R., Essential oil composition of Nepeta argolica Borey et Chaub. subsp. argolica, Flavour Fragr. J., 2000, 15, 2, 115-118, https://doi.org/10.1002/(SICI)1099-1026(200003/04)15:2<115::AID-FFJ877>3.0.CO;2-9 . [all data]

Adegoke, Rao, et al., 1998
Adegoke, G.O.; Rao, L.J.M.; Shankaracharya, N.B., A comparison of the essential oils of Aframomum daniellii (Hook. f.) K. Schum. and Amomum subulatum Roxb, Flavour Fragr. J., 1998, 13, 5, 349-352, https://doi.org/10.1002/(SICI)1099-1026(1998090)13:5<349::AID-FFJ758>3.0.CO;2-O . [all data]

Bylaite, Venskutonis, et al., 1998
Bylaite, E.; Venskutonis, R.P.; Roozen, J.P., Influence of harvesting time on the composition of volatile components in different anatomical parts of lovage (Levisticum officinale Koch.), J. Agric. Food Chem., 1998, 46, 9, 3735-3740, https://doi.org/10.1021/jf9800559 . [all data]

Zoghbi, Andrade, et al., 1998
Zoghbi, M.G.B.; Andrade, E.H.A.; Santos, A.S.; Silva, M.H.L.; Maia, J.G.S., Essential oils of Lippia alba (Mill.) N. E. Br growing wild in the Brazilian Amazon, Flavour Fragr. J., 1998, 13, 1, 47-48, https://doi.org/10.1002/(SICI)1099-1026(199801/02)13:1<47::AID-FFJ690>3.0.CO;2-0 . [all data]

Fournier, Hadjiakhoondi, et al., 1997
Fournier, G.; Hadjiakhoondi, A.; Leboeuf, M.; Cavé, A.; Charles, B., Essential oils of annonaceae. Part VII. Essential oils of Monanthotaxis declina (Sprague) verdcourt and Unonopsis guatterioides R. E. Fries, Flavour Fragr. J., 1997, 12, 2, 95-98, https://doi.org/10.1002/(SICI)1099-1026(199703)12:2<95::AID-FFJ611>3.0.CO;2-Z . [all data]

Tellez, Estell, et al., 1997
Tellez, M.R.; Estell, R.E.; Fredrickson, E.L.; Havstad, K.M., Essential oil of Dyssodia acerosa DC., J. Agric. Food Chem., 1997, 45, 8, 3276-3278, https://doi.org/10.1021/jf9701502 . [all data]

Loayza, Abujder, et al., 1995
Loayza, I.; Abujder, D.; Aranda, R.; Jakupovic, J.; Collin, G.; Deslauriers, H.; Jean, F.-I., Essential oils of Baccharis salicifolia, B. latifolia and B. dracunculifolia, Phytochemistry, 1995, 38, 2, 381-389, https://doi.org/10.1016/0031-9422(94)00628-7 . [all data]

Notes

Go To: Top, Kovats' 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
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