α-Irone

Formula: C₁₄H₂₂O
Molecular weight: 206.3239
IUPAC Standard InChI: InChI=1S/C14H22O/c1-10-6-7-11(2)14(4,5)13(10)9-8-12(3)15/h6,8-9,11,13H,7H2,1-5H3/b9-8+/t11-,13+/m0/s1
IUPAC Standard InChIKey: JZQOJFLIJNRDHK-MDQMCFMNSA-N
CAS Registry Number: 79-69-6
Chemical structure:
This structure is also available as a 2d Mol file
Stereoisomers:
Other names: 3-Buten-2-one, 4-(2,5,6,6-tetramethyl-2-cyclohexen-1-yl)-; α-Ionone, 6-methyl-; Methyl-α-ionone; 6-Methyl-α-ionone; α-Methyl-ionone; Ionone 6-Methyl, α; 4-(2,5,6,6-Tetramethyl-2-cyclohexen-1-yl)-3-buten-2-one; α-Ionone, methyl-; 4-(2,5,6,6-tetramethylcyclohex-2-enyl)but-3-en-2-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	DB-5	1511.	Senatore, Urrunaga Soria, et al., 1997	30. m/0.25 mm/0.25 μm, He, 40. C @ 5. min, 2. K/min, 250. C @ 20. min

Kovats' RI, non-polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1526.	Roscigno, 1998	30. m/0.25 mm/0.25 μm; Program: 50C(5min) => 2C/min => 250C (60min) => 2C/min => 270C => 1C/min => 290C

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	1518.	Dob T., Berramdane T., et al., 2005	30. m/0.32 mm/0.25 μm, N2, 50. C @ 3. min, 2. K/min, 260. C @ 5. min
Capillary	DB-5	1522.	Nogueira, Bittrich, et al., 2001	30. m/0.25 mm/0.25 μm, H2, 3. K/min; T_start: 60. C; T_end: 240. C

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

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Column type	Active phase	I	Reference	Comment
Capillary	DB-Wax	2068.	Shimoda, Shigematsu, et al., 1995	60. m/0.25 mm/0.25 μm, 2. K/min; T_start: 50. C; T_end: 230. C
Capillary	DB-Wax	2068.	Shimoda, Shigematsu, et al., 1995, 2	60. m/0.25 mm/0.25 μm, He, 2. K/min; T_start: 50. C; T_end: 230. C

Normal alkane RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1517.	Magalhaes, Lima, et al., 2010	30. m/0.25 mm/0.25 μm, Helium, 3. K/min; T_start: 60. C; T_end: 240. C
Capillary	HP-5	1518.	Duarte, Figueira, et al., 2005	25. m/0.2 mm/0.33 μm, He, 3. K/min, 240. C @ 7. min; T_start: 60. C
Capillary	DB-1	1519.0	Santos, Moreira, et al., 2001	He, 3. K/min; Column length: 30. m; Column diameter: 0.2 mm; T_start: 60. C; T_end: 240. C

References

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Senatore, Urrunaga Soria, et al., 1997
Senatore, F.; Urrunaga Soria, E.; Urrunaga Soria, R.; Porta, G.D.; Taddeo, R.; de Feo, V., Essential oil of Eremocharis triradiata (Wolff.) Johnston (Apiaceae) growing wild in Perú, Flavour Fragr. J., 1997, 12, 4, 257-259, https://doi.org/10.1002/(SICI)1099-1026(199707)12:4<257::AID-FFJ645>3.0.CO;2-4 . [all data]

Roscigno, 1998
Roscigno, G., Estrazione supercritica di principi farmaceutici e biopesticidi, Tesi di Laurea, Universita degli Studi di Salerno, Salerno, Italy, 1998, 121. [all data]

Dob T., Berramdane T., et al., 2005
Dob T.; Berramdane T.; Chelghoum C., Analysis of essential oil from the needles of Pinus pinaster growing in Algeria, Chem. Nat. Compd. (Engl. Transl.), 2005, 41, 5, 545-548, https://doi.org/10.1007/s10600-005-0202-z . [all data]

Nogueira, Bittrich, et al., 2001
Nogueira, P.C.L.; Bittrich, V.; Shepherd, G.J.; Lopes, A.V.; Marsaioli, A.J., The ecological and taxonomic importance of flower volatiles of Clusia species (Guttiferae), Phytochemistry, 2001, 56, 5, 443-452, https://doi.org/10.1016/S0031-9422(00)00213-2 . [all data]

Shimoda, Shigematsu, et al., 1995
Shimoda, M.; Shigematsu, H.; Shiratsuchi, H.; Osajima, Y., Comparison of the odor concentrates by SDE and adsorptive column method from green tea infusion, J. Agric. Food Chem., 1995, 43, 6, 1616-1620, https://doi.org/10.1021/jf00054a037 . [all data]

Shimoda, Shigematsu, et al., 1995, 2
Shimoda, M.; Shigematsu, H.; Shiratsuchi, H.; Osajima, Y., Comparison of volatile compounds among different grades of green tea and their relations to odor attributes, J. Agric. Food Chem., 1995, 43, 6, 1621-1625, https://doi.org/10.1021/jf00054a038 . [all data]

Magalhaes, Lima, et al., 2010
Magalhaes, L.A.M.; Lima, M. daP.; Marques, M.O.M.; Facanali, R.; Pinto, A.C. daS.; Tadei, W.P., Chemical composition and larvicidal activity against Aedes aegypti Larvae of essential oils from four Guarea species, Molecules, 2010, 15, 8, 5734-5741, https://doi.org/10.3390/molecules15085734 . [all data]

Duarte, Figueira, et al., 2005
Duarte, M.C.T.; Figueira, G.M.; Sartoratto, A.; Rehder, V.L.G.; Delarmelina, C., Anti-Candida activity of Brazilian medicinal plants, J. Ethnopharmacol., 2005, 97, 2, 305-311, https://doi.org/10.1016/j.jep.2004.11.016 . [all data]

Santos, Moreira, et al., 2001
Santos, P.R.; Moreira, D.L.; Guimaraes, E.F.; Kaplan, M.A.C., Essential oil analysis of 10 piperaceae species from the Brazilian Atlantic forest, Phytochemistry, 2001, 58, 4, 547-551, https://doi.org/10.1016/S0031-9422(01)00290-4 . [all data]

Notes

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Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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