Limonene oxide, trans-
- Formula: C10H16O
- Molecular weight: 152.2334
- IUPAC Standard InChI: InChI=1S/C10H16O/c1-7(2)8-4-5-10(3)9(6-8)11-10/h8-9H,1,4-6H2,2-3H3
- IUPAC Standard InChIKey: CCEFMUBVSUDRLG-UHFFFAOYSA-N
- CAS Registry Number: 4959-35-7
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Species with the same structure:
- Stereoisomers:
- Other names: (E)-Limonene oxide; 4-Isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptane-, (1α,4β,6α)-; trans-Limonene oxide; trans-Limonene-1,2-epoxide-; trans-Limonene epoxide; trans-1,2-Limonene epoxide; 7-Oxabicyclo(4.1.0)heptane, 1-methyl-4-(1-methylethenyl)-, (1R,4S,6S)-; trans-1,2-Epoxy-p-menth-8-ene; 10373-59-8; 66141-65-9; trans-limonene-1,2-oxide; trans-Limonen-1,2-epoxide; trans-Limonen oxide; trans-1,2-limonene oxide; trans-Limonene oxyde; 1,2-Epoxylimonene, isomer # 1
- Information on this page:
- Other data available:
- Options:
Normal alkane RI, non-polar column, temperature ramp
Go To: Top, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5MS | CP Sil 5 CB | DB-1 | DB-5 | BP-1 |
| Column length (m) | 30. | 30. | 30. | 30. | 50. |
| Carrier gas | He | N2 | Helium | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.22 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 50. | 50. | 40. | 60. |
| Tend (C) | 250. | 200. | 260. | 260. | 220. |
| Heat rate (K/min) | 2. | 5. | 2.5 | 4. | 2. |
| Initial hold (min) | 8. | 1. | 5. | ||
| Final hold (min) | 15. | 20. | 20. | ||
| I | 1151. | 1127. | 1112. | 1138. | 1121. |
| Reference | Ferhat, Meklati, et al., 2007 | Hnawia, Cabalion, et al., 2007 | Monser-Esfahani, Karamkhani, et al., 2007 | Askari and Sefidkon, 2006 | Boti, Muselli, et al., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-5 | DB-1 | CP Sil 5 CB | DB-1 | DB-1 |
| Column length (m) | 30. | 60. | 30. | 60. | 60. |
| Carrier gas | Helium | N2 | He | ||
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Tstart (C) | 60. | 70. | 50. | 70. | 40. |
| Tend (C) | 260. | 230. | 300. | 230. | 250. |
| Heat rate (K/min) | 3. | 2. | 4. | 2. | 4. |
| Initial hold (min) | 2. | 2. | |||
| Final hold (min) | 20. | 20. | |||
| I | 1139. | 1121. | 1125. | 1122. | 1125. |
| Reference | Javidnia, Miri, et al., 2006 | Lan Phi N.T., Nishiyama C., et al., 2006 | Lis and Milczarek, 2006 | Sawamura, Onishi, et al., 2006 | Sefidkon, Jamzad, et al., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | RSL-200 | DB-5 | DB-5MS | DB-1 | DB-1 |
| Column length (m) | 30. | 30. | 30. | 60. | 50. |
| Carrier gas | He | He | He | N2 | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
| Tstart (C) | 40. | 40. | 60. | 60. | 95. |
| Tend (C) | 280. | 240. | 240. | 250. | 240. |
| Heat rate (K/min) | 6. | 4. | 3. | 5. | 4. |
| Initial hold (min) | 2. | ||||
| Final hold (min) | 10. | 10. | |||
| I | 1142. | 1138. | 1139. | 1124. | 1126. |
| Reference | Jirovetz, Buchbauer, et al., 2005 | Sefidkon and Jamzad, 2005 | da Silva, Andrade, et al., 2005 | Sonboli, Salehi, et al., 2005 | Palá-Paúl, Velasco-Negueruela, et al., 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-1 | RSL-200 | HP-5 | DB-1 | OV-101 |
| Column length (m) | 60. | 30. | 30. | 60. | 50. |
| Carrier gas | H2 | Helium | N2 | N2 | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | ||
| Tstart (C) | 70. | 40. | 70. | 70. | 80. |
| Tend (C) | 230. | 280. | 210. | 230. | 200. |
| Heat rate (K/min) | 2. | 6. | 2. | 2. | 2. |
| Initial hold (min) | 2. | 2. | 2. | ||
| Final hold (min) | 20. | 10. | 60. | 20. | |
| I | 1125. | 1142. | 1136. | 1133. | 1125. |
| Reference | Sawamura, Son, et al., 2004 | Jirovetz, Buchbauer, et al., 2003 | Mookdasanit, Tamura, et al., 2003 | Tu, Onishi, et al., 2003 | Yang, 2001 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|
| Active phase | OV-101 | DB-5 | OV-101 | OV-101 |
| Column length (m) | 50. | 30. | 50. | 50. |
| Carrier gas | N2 | N2 | ||
| Substrate | ||||
| Column diameter (mm) | 0.25 | 0.22 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | |||
| Tstart (C) | 80. | 70. | 80. | 80. |
| Tend (C) | 200. | 230. | 200. | 200. |
| Heat rate (K/min) | 2. | 4. | 2. | 2. |
| Initial hold (min) | 2. | |||
| Final hold (min) | 20. | |||
| I | 1125. | 1137. | 1125. | 1125. |
| Reference | Yang, 2001, 2 | Mitiku, Sawamura, et al., 2000 | Tamura, Yang, et al., 1993 | Tamura, Yang, et al., 1993 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane RI, non-polar column, temperature ramp, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Ferhat, Meklati, et al., 2007
Ferhat, M.A.; Meklati, B.Y.; Chemat, F.,
Comparison of different isolation methods of essential oil from Citrus fruits: cold pressing, hydrodistillation and microwave dry distillation,
Flavour Fragr. J., 2007, 22, 6, 494-504, https://doi.org/10.1002/ffj.1829
. [all data]
Hnawia, Cabalion, et al., 2007
Hnawia, E.; Cabalion, P.; Raunicher, I.; Waikedre, J.; Patissou, J.; Buchbauer, G.; Menut, C.,
The leaf essential oil of Murraya crenulata (Turcz.) Oliver from New Caledonia,
Flavour Fragr. J., 2007, 22, 1, 32-34, https://doi.org/10.1002/ffj.1745
. [all data]
Monser-Esfahani, Karamkhani, et al., 2007
Monser-Esfahani, H.R.; Karamkhani, F.; Nickavar, B.; Abdi, K.; Faramarzi, M.A.,
The Volatile Constituents of Dracocephalum kotschyi Oils,
Chem. Nat. Comp., 2007, 43, 1, 40-43, https://doi.org/10.1007/s10600-007-0027-z
. [all data]
Askari and Sefidkon, 2006
Askari, F.; Sefidkon, F.,
Essential oil composition of Pimpinella affinis Ledeb. from two localities in Iran,
Flavour Fragr. J., 2006, 21, 5, 754-756, https://doi.org/10.1002/ffj.1619
. [all data]
Boti, Muselli, et al., 2006
Boti, J.B.; Muselli, A.; Tomi, F.; Koukoua, G.; N'Guessan, T.Y.; Costa, J.; Casanova, J.,
Combined analysis of Cymbopogon giganteus Chiov. leaf oil from Ivory Coast by GC/RI, GC/MS and 13C-NMR,
C.R. Chim., 2006, 9, 1, 164-168, https://doi.org/10.1016/j.crci.2005.10.003
. [all data]
Javidnia, Miri, et al., 2006
Javidnia, K.; Miri, R.; Kamalinejad, M.; Mehdipour, A.R.,
Composition of the essential oil of Diplotaenia cachrydifolia Boiss. from Iran,
J. Ess. Oil Res., 2006, 18, 1, 86-87, https://doi.org/10.1080/10412905.2006.9699393
. [all data]
Lan Phi N.T., Nishiyama C., et al., 2006
Lan Phi N.T.; Nishiyama C.; Choi H.-S.; Sawamura M.,
Evaluation of aroma characteristic compounds of Citrus natsudaidai Hayata (Natsudaidai) cold-pressed peel oil,
Biosci. Biotechnol. Biochem., 2006, 70, 8, 1832-1838, https://doi.org/10.1271/bbb.50705
. [all data]
Lis and Milczarek, 2006
Lis, A.; Milczarek, J.,
Chemical composition of the essential oils from fruits, leaves and flowers of Phellodendron sachalinense (Fr. Schmidt) Sarg.,
Flavour Fragr. J., 2006, 21, 4, 683-686, https://doi.org/10.1002/ffj.1662
. [all data]
Sawamura, Onishi, et al., 2006
Sawamura, M.; Onishi, Y.; Ikemoto, J.; Tu, N.T.M.; Phi, N.T.L.,
Characteristic odour components of bergamot (Citrus bergamia Risso) essential oil,
Flavour Fragr. J., 2006, 21, 4, 609-615, https://doi.org/10.1002/ffj.1604
. [all data]
Sefidkon, Jamzad, et al., 2006
Sefidkon, F.; Jamzad, Z.; Mirza, M.,
Chemical composition of the essential oil of five Iranian Nepeta species (N. crispa, N. mahanensis, N. ispahanica, N. eremophila and N. rivularis),
Flavour Fragr. J., 2006, 21, 5, 764-767, https://doi.org/10.1002/ffj.1668
. [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]
Sefidkon and Jamzad, 2005
Sefidkon, F.; Jamzad, Z.,
Chemical composition of the essential oil of three Iranian Satureja species (S. mutica, S. macrantha and S. intermedia),
Food Chem., 2005, 91, 1, 1-4, https://doi.org/10.1016/j.foodchem.2004.01.027
. [all data]
da Silva, Andrade, et al., 2005
da Silva, M.H.L.; Andrade, E.H.A.; Mala, J.G.S.,
The essential oil of Pectis elongata Kunth occurring in north Brazil,
Flavour Fragr. J., 2005, 20, 5, 462-464, https://doi.org/10.1002/ffj.1546
. [all data]
Sonboli, Salehi, et al., 2005
Sonboli, A.; Salehi, P.; Allahyari, L.,
Essential oil composition of Nepeta involucrata from Iran,
Chem. Nat. Compd. (Engl. Transl.), 2005, 41, 6, 683-685, https://doi.org/10.1007/s10600-006-0011-z
. [all data]
Palá-Paúl, Velasco-Negueruela, et al., 2004
Palá-Paúl, J.; Velasco-Negueruela, A.; Pérez-Alonso, M.J.; Maqueda, J.; Sanz, J.,
Volatile oil constituents from different parts of Cachrys trifida L.,
J. Essent. Oil Res., 2004, 16, 4, 347-349, https://doi.org/10.1080/10412905.2004.9698738
. [all data]
Sawamura, Son, et al., 2004
Sawamura, M.; Son, U.-S.; Choi, H.-S.; Kim, M.-S.L.; Phi, N.T.L.; Fears, M.; Kumagai,
Compositional changes in commercial lemon essential oil for aromatherapy,
Int. J. Aromatherapy, 2004, 14, 1, 27-36, https://doi.org/10.1016/j.ijat.2004.02.001
. [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]
Mookdasanit, Tamura, et al., 2003
Mookdasanit, J.; Tamura, H.; Yoshizawa T.; Tokunaga T.; Nakanishi, K.,
Trace Volatile Compounds in Essential Oil of Citrus Sudachi by Means of Modified Solvent Extraction Method,
Food Sci Technol. Res., 2003, 9, 1, 54-61, https://doi.org/10.3136/fstr.9.54
. [all data]
Tu, Onishi, et al., 2003
Tu, N.T.M.; Onishi, Y.; Son, U.S.; Ogawa, E.; Ukeda, H.; Sawamura, M.,
Characteristic odour components of Citrus inflata Hort. Ex Tanaka (Mochiyu) cold-pressed peel oil,
Flavour Fragr. J., 2003, 18, 5, 454-459, https://doi.org/10.1002/ffj.1252
. [all data]
Yang, 2001
Yang, R.,
Analysis of the volatile components in peel oil of Yuzu by gas chromatography/mass spectrometry,
Chin. J. Anal. Chem., 2001, 29, 3, 313-316. [all data]
Yang, 2001, 2
Yang, R.,
Volatile compounds in peel oil of Citrus sudachi,
Food Sci. (Beijing), 2001, 22, 3, 71-73. [all data]
Mitiku, Sawamura, et al., 2000
Mitiku, S.B.; Sawamura, M.; Itoh, T.; Ukeda, H.,
Volatile components of peel cold-pressed oils of two cultivars of sweet orange (Citrus sinensis (L.) Osbeck) from Ethiopia,
Flavour Fragr. J., 2000, 15, 4, 240-244, https://doi.org/10.1002/1099-1026(200007/08)15:4<240::AID-FFJ902>3.0.CO;2-F
. [all data]
Tamura, Yang, et al., 1993
Tamura, H.; Yang, R.-H.; Sugisawa, H.,
Aroma profiles of peel oils of acid citrus,
ACS Sym. Ser., 1993, 525, 121-136. [all data]
Notes
Go To: Top, Normal alkane RI, non-polar column, temperature ramp, References
- Symbols used in this document:
Tend Final temperature Tstart Initial temperature - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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