7-Oxabicyclo[4.1.0]heptan-2-one, 6-methyl-3-(1-methylethyl)-

Formula: C₁₀H₁₆O₂
Molecular weight: 168.2328
IUPAC Standard InChI: InChI=1S/C10H16O2/c1-6(2)7-4-5-10(3)9(12-10)8(7)11/h6-7,9H,4-5H2,1-3H3
IUPAC Standard InChIKey: IAFONZHDZMCORS-UHFFFAOYSA-N
CAS Registry Number: 5286-38-4
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:
- cis-Piperitone epoxide
- trans-piperitone oxide
Other names: p-Menthan-3-one, 1,2-epoxy-; Piperitone oxide; Piperitone 1-oxide; Pipertone, oxide; 1,2-Epoxy-p-menthane-3-one; Piperiton epoxid; 3-Isopropyl-6-methyl-7-oxabicyclo[4.1.0]heptan-2-one; 6-methyl-3-(1-methylethyl)-7-oxabicyclo[4.1.0]heptan-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

Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1253.	Bader, Flamini, et al., 2003	30. m/0.25 mm/0.25 μm, He, 3. K/min; T_start: 60. C; T_end: 240. C
Capillary	BP-1	1230.	Baldovini, Ristorcelli, et al., 2000	50. m/0.22 mm/0.25 μm, 2. K/min, 220. C @ 20. min; T_start: 60. C
Capillary	BP-1	1230.	Baldovini, Ristorcelli, et al., 2000	50. m/0.22 mm/0.25 μm, 2. K/min, 220. C @ 20. min; T_start: 60. C

Column type	Active phase	I	Reference	Comment
Capillary	BP-20	1700.	Baldovini, Ristorcelli, et al., 2000	50. m/0.22 mm/0.25 μm, 2. K/min, 220. C @ 20. min; T_start: 60. C
Capillary	BP-20	1722.	Baldovini, Ristorcelli, et al., 2000	50. m/0.22 mm/0.25 μm, 2. K/min, 220. C @ 20. min; T_start: 60. C

Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1241.	Coelho, Grosso, et al., 2007	30. m/0.25 mm/0.25 μm, He, 70. C @ 5. min, 3. K/min, 310. C @ 20. min
Capillary	DB-5	1280.	Yadegarinia, Gachkar, et al., 2006	30. m/0.25 mm/0.25 μm, He, 4. K/min; T_start: 40. C; T_end: 250. C
Capillary	HP-5MS	1259.	Slavkovska, Couladis, et al., 2005	30. m/0.25 mm/0.25 μm, He, 3. K/min; T_start: 60. C; T_end: 280. C
Capillary	SPB-Sulfur	1259.	Mariaca, Berger, et al., 1997	30. m/0.32 mm/4. μm, He, 45. C @ 13. min, 5. K/min, 240. C @ 5. min
Capillary	OV-1	1231.	De Pooter, De Buyck, et al., 1986	He, 2. K/min; T_start: 40. C; T_end: 220. C

Column type	Active phase	I	Reference	Comment
Capillary	HP-5 MS	1253.	Bai, Liu, et al., 2011	30. m/0.25 mm/0.25 μm, Helium; Program: 60 0C (1 min) 10 0C/min -> 180 0C (1 min) 20 0C/min -> 280 0C (15 min)
Capillary	OV-1	1251.	Kökdil, 1998	50. m/0.32 mm/0.25 μm, He; Program: 1)50C(1min) => 4C/min => 180C => 2C/min => 250C(10min) 2)50C(1min) => 6C/min => 200C => 12C/min => 250C(5min)

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Bader, Flamini, et al., 2003
Bader, A.; Flamini, G.; Cioni, P.L.; Morelli, I., Essential oil composition of Achillea santolina L. and Achillea biebersteinii Afan. collected in Jordan, Flavour Fragr. J., 2003, 18, 1, 36-38, https://doi.org/10.1002/ffj.1147 . [all data]

Baldovini, Ristorcelli, et al., 2000
Baldovini, N.; Ristorcelli, D.; Tomi, F.; Casanova, J., Infraspecific variability of the essential oil of Calamintha nepeta from Corsica (France), Flavour Fragr. J., 2000, 15, 1, 50-54, https://doi.org/10.1002/(SICI)1099-1026(200001/02)15:1<50::AID-FFJ871>3.0.CO;2-F . [all data]

Coelho, Grosso, et al., 2007
Coelho, J.A.; Grosso, C.; Pereira, A.P.; Burillo, J.; Urieta, J.S.; Figueiredo, A.C.; Barroso, J.G.; Mendes, R.L.; Palavra, A.M.F., Supercritical carbon dioxide extraction of volatiles from Satureja fruticosa Béguinot, Flavour Fragr. J., 2007, 22, 5, 438-442, https://doi.org/10.1002/ffj.1819 . [all data]

Yadegarinia, Gachkar, et al., 2006
Yadegarinia, D.; Gachkar, L.; Rezaei, M.B.; Taghizadeh, M.; Astaneh, S.A.; Rasooli, I., Biochemical activities of Iranian Mentha piperita L. and Myrtus communis L. essential oils, Phytochemistry, 2006, 67, 12, 1249-1255, https://doi.org/10.1016/j.phytochem.2006.04.025 . [all data]

Slavkovska, Couladis, et al., 2005
Slavkovska, V.; Couladis, M.; Bojovic, S.; Tzakou, O.; Pavlovic, M.; Lakusic, B.; Jancic, R., Essential oil and its systematic significance in species of Micromeria Bentham from Serbia Montenegro, Plant Systematics and Evolution, 2005, 255, 1-2, 1-15, https://doi.org/10.1007/s00606-005-0303-y . [all data]

Mariaca, Berger, et al., 1997
Mariaca, R.G.; Berger, T.F.H.; Gauch, R.; Imhof, M.I.; Jeangros, B.; Bosset, J.O., Occurrence of volatile mono- and sesquiterpenoids in highland and lowland plant species as possible precursors for flavor compounds in milk and dairy products, J. Agric. Food Chem., 1997, 45, 11, 4423-4434, https://doi.org/10.1021/jf970216t . [all data]

De Pooter, De Buyck, et al., 1986
De Pooter, H.L.; De Buyck, L.F.; Schamp, N.M., The Volatiles of Calamintha Nepeta Subsp. Glandulosa, Phytochemistry, 1986, 25, 3, 691-694, https://doi.org/10.1016/0031-9422(86)88025-6 . [all data]

Bai, Liu, et al., 2011
Bai, C.Q.; Liu, Z.L.; Liu, Q.Z., Nematicidal constituents from the essential oil of Chenopodium ambrosioides aerial parts, E-Journal of Chemistry, 2011, 8, S1, s143-s148, https://doi.org/10.1155/2011/470862 . [all data]

Kökdil, 1998
Kökdil, G., Composition of the essential oil of Clinopodium vulgare L. ssp. arundanum (Boiss.) Nyman collected from two different localities in Turkey, Flavour Fragr. J., 1998, 13, 3, 170-172, https://doi.org/10.1002/(SICI)1099-1026(199805/06)13:3<170::AID-FFJ721>3.0.CO;2-H . [all data]

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Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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