Limonene oxide, cis-
- 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: 13837-75-7
- Chemical structure:
This structure is also available as a 2d Mol file - Species with the same structure:
- Stereoisomers:
- Other names: 4-Isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptane, (1α,4α,6α)-; cis-Limonene oxide; cis-1,2-Epoxylimonene; p-Menth-8-ene, 1,2-epoxy-, cis-; cis-Limonene epoxide; cis-Linalool oxide (furanoid); (Z)-Limonene oxide; cis-1,2-Limonene epoxide; cis-Limonene-1,2-epoxide; cis-limonene-1,2-oxide; (+)-cis-limonene oxide; Limonene, epoxy, cis; cis-Limonen-1,2-epoxide; cis-Limonene oxyde; 1,2-Epoxylimonene, isomer # 2
- Information on this page:
- Other data available:
- Options:
Van Den Dool and Kratz RI, 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 | DB-Wax | DB-Wax | Supelcowax-10 | Megawax | Innowax |
| Column length (m) | 60. | 30. | 60. | 30. | 15. |
| Carrier gas | N2 | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.2 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.2 | 0.25 | 0.25 |
| Tstart (C) | 70. | 40. | 60. | 40. | 35. |
| Tend (C) | 230. | 250. | 200. | 220. | 225. |
| Heat rate (K/min) | 2. | 3. | 2. | 2. | 4. |
| Initial hold (min) | 2. | 6. | 5. | ||
| Final hold (min) | 20. | 20. | 10. | 10. | 20. |
| I | 1458. | 1426. | 1408. | 1403. | 1458. |
| Reference | Choi, 2005 | Gancel, Ollitrault, et al., 2005 | Smadja, Rondeau, et al., 2005 | Verzera, Trozzi, et al., 2005 | Chisholm, Jell, et al., 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Supelcowax | DB-Wax | DB-Wax | Megawax | BP-20 |
| Column length (m) | 25. | 60. | 60. | 30. | 50. |
| Carrier gas | N2 | H2 | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | 0.22 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 35. | 70. | 40. | 40. | 60. |
| Tend (C) | 225. | 230. | 245. | 220. | 220. |
| Heat rate (K/min) | 4. | 2. | 1.5 | 2. | 2. |
| Initial hold (min) | 5. | 2. | 6. | ||
| Final hold (min) | 10. | 20. | 20. | 10. | 20. |
| I | 1467. | 1458. | 1426. | 1403. | 1440. |
| Reference | Chisholm, Wilson, et al., 2003 | Choi, 2003 | Gancel, Ollitrault, et al., 2003 | Verzera, Trozzi, et al., 2003 | Lota, de Rocca Serra, et al., 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 | BP-20 | Megawax |
| Column length (m) | 60. | 30. | 30. | 50. | 30. |
| Carrier gas | N2 | He | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.22 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 70. | 40. | 40. | 60. | 40. |
| Tend (C) | 230. | 200. | 200. | 230. | 220. |
| Heat rate (K/min) | 2. | 2. | 2. | 2. | 2. |
| Initial hold (min) | 2. | 5. | 5. | 6. | |
| Final hold (min) | 20. | 20. | 20. | 35. | 10. |
| I | 1458. | 1433. | 1441. | 1440. | 1403. |
| Reference | Choi and Sawamura, 2000 | Kim, Thuy, et al., 2000 | Kim, Thuy, et al., 2000 | Lota, de Rocca Serra, et al., 2000 | Verzera, Trozzi, et al., 2000 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|
| Active phase | BP-20 | BP-20 | Carbowax 20M | DB-Wax |
| Column length (m) | 50. | 50. | 60. | 30. |
| Carrier gas | He | He | He | He |
| Substrate | ||||
| Column diameter (mm) | 0.22 | 0.22 | 0.32 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.425 | 0.5 |
| Tstart (C) | 60. | 60. | 45. | 40. |
| Tend (C) | 230. | 230. | 300. | 220. |
| Heat rate (K/min) | 2. | 2. | 3. | 3. |
| Initial hold (min) | 3. | |||
| Final hold (min) | 35. | 35. | 20. | |
| I | 1443. | 1443. | 1439. | 1444. |
| Reference | Lota, Serra, et al., 1999 | Lota, Serra, et al., 1999 | Mondello, Dugo, et al., 1995 | Le Quere and Latrasse, 1990 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Van Den Dool and Kratz RI, 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.
Choi, 2005
Choi, H.-S.,
Characteristic odor components of kumquat (Fortunella japonica Swingle) peel oil,
J. Agric. Food Chem., 2005, 53, 5, 1642-1647, https://doi.org/10.1021/jf040324x
. [all data]
Gancel, Ollitrault, et al., 2005
Gancel, A.-L.; Ollitrault, P.; Froelicher, Y.; Tomi, F.; Jacquemond, C.; Luro, F.; Brillouet, J.-M.,
Leaf volatile compounds of six citrus somatic allotetraploid hybrids originating from various combinations of lime, lemon, citron, sweet orange, and grapefruit,
J. Agric. Food Chem., 2005, 53, 6, 2224-2230, https://doi.org/10.1021/jf048315b
. [all data]
Smadja, Rondeau, et al., 2005
Smadja, J.; Rondeau, P.; Sing, A.S.C.,
Volatile constituents of five Citrus Petitgrain essential oils from Reunion,
Flavour Fragr. J., 2005, 20, 4, 399-402, https://doi.org/10.1002/ffj.1438
. [all data]
Verzera, Trozzi, et al., 2005
Verzera, A.; Trozzi, A.; Zappala, M.; Condurso, C.; Cotroneo, A.,
Essential Oil Composition of Citrus meyerii Y. Tan. and Citrus medica L. cv. Diamante and Their Lemon Hybrids,
J. Agric. Food Chem., 2005, 53, 12, 4890-4894, https://doi.org/10.1021/jf047879c
. [all data]
Chisholm, Jell, et al., 2003
Chisholm, M.G.; Jell, J.A.; Cass, D.M., Jr.,
Characterization of the major odorants found in the peel oil of Citrus reticulata Blanco cv. Clementine using gas chromatography-olfactometry,
Flavour Fragr. J., 2003, 18, 4, 275-281, https://doi.org/10.1002/ffj.1188
. [all data]
Chisholm, Wilson, et al., 2003
Chisholm, M.G.; Wilson, M.A.; Gaskey, G.M.,
Characterization of aroma volatiles in key lime essential oils (Cirtrus aurantifolia Swingle),
Flavour Fragr. J., 2003, 18, 2, 106-115, https://doi.org/10.1002/ffj.1172
. [all data]
Choi, 2003
Choi, H.-S.,
Character impact odorants of Citrus Hallabong [(C. unshiu Marcov × C. sinensis Osbeck) × C. reticulata Blanco] cold-pressed peel oil,
J. Agric. Food Chem., 2003, 51, 9, 2687-2692, https://doi.org/10.1021/jf021069o
. [all data]
Gancel, Ollitrault, et al., 2003
Gancel, A.-L.; Ollitrault, P.; Froelicher, Y.; Tomi, F.; Jacquemond, C.; Luro, F.; Brillouet, J.-M.,
Leaf volatile compounds of seven citrus somatic tetraploid hybrids sharing willow leaf mandarin (Citrus deliciosa Ten.) as their common parent,
J. Agric. Food Chem., 2003, 51, 20, 6006-6013, https://doi.org/10.1021/jf0345090
. [all data]
Verzera, Trozzi, et al., 2003
Verzera, A.; Trozzi, A.; Gazea, F.; Cicciarelloi, G.; Cotroneo, A.,
Effects of rootstock on the composition of bergamot (Citrus bergamia Risso et Poiteau) essential oil,
J. Agric. Food Chem., 2003, 51, 1, 206-210, https://doi.org/10.1021/jf0206872
. [all data]
Lota, de Rocca Serra, et al., 2002
Lota, M.-L.; de Rocca Serra, D.; Tomi, F.; Jacquemond, C.; Casanova, J.,
Volatile components of peel and leaf oils of lemon and lime species,
J. Agric. Food Chem., 2002, 50, 4, 796-805, https://doi.org/10.1021/jf010924l
. [all data]
Choi and Sawamura, 2000
Choi, H.-S.; Sawamura, M.,
Composition of the essential oil of Citrus tamurana Hort. ex Tanaka (Hyuganatsu),
J. Agric. Food Chem., 2000, 48, 10, 4868-4873, https://doi.org/10.1021/jf000651e
. [all data]
Kim, Thuy, et al., 2000
Kim, T.H.; Thuy, N.T.; Shin, J.H.; Baek, H.H.; Lee, H.J.,
Aroma-active compounds of miniature beefsteakplant (Mosla dianthera Maxim.),
J. Agric. Food Chem., 2000, 48, 7, 2877-2881, https://doi.org/10.1021/jf000219x
. [all data]
Lota, de Rocca Serra, et al., 2000
Lota, M.-L.; de Rocca Serra, D.; Tomi, F.; Casanova, J.,
Chemical variability of peel and leaf essential oils of mandarins from Citrus reticulata Blanco,
Biochem. Syst. Ecol., 2000, 28, 1, 61-78, https://doi.org/10.1016/S0305-1978(99)00036-8
. [all data]
Verzera, Trozzi, et al., 2000
Verzera, A.; Trozzi, A.; Cotroneo, A.; Lorenzo, D.; Dellacassa, E.,
Uruguayan essential oil. 12. Composition of Nova and Satsuma mandarin oils,
J. Agric. Food Chem., 2000, 48, 7, 2903-2909, https://doi.org/10.1021/jf990734z
. [all data]
Lota, Serra, et al., 1999
Lota, M.-L.; Serra, D.R.; Tomi, F.; Bessiere, J.-M.; Casanova, J.,
Chemical composition of peel and leaf essential oils of Citrus medica L. and C. limonimedica Lush.,
Flavour Fragr. J., 1999, 14, 3, 161-166, https://doi.org/10.1002/(SICI)1099-1026(199905/06)14:3<161::AID-FFJ801>3.0.CO;2-8
. [all data]
Mondello, Dugo, et al., 1995
Mondello, L.; Dugo, P.; Basile, A.; Dugo, G.,
Interactive use of linear retention indices, on polar and apolar columns, with a MS-library for reliable identification of complex mixtures,
J. Microcolumn Sep., 1995, 7, 6, 581-591, https://doi.org/10.1002/mcs.1220070605
. [all data]
Le Quere and Latrasse, 1990
Le Quere, J.-L.; Latrasse, A.,
Composition of the Essential Oils of Blackcurrant Buds (Ribes nigrum L.),
J. Agric. Food Chem., 1990, 38, 1, 3-10, https://doi.org/10.1021/jf00091a001
. [all data]
Notes
Go To: Top, Van Den Dool and Kratz RI, 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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