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, 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 | HP-5 | DB-5 | MDN-5 | DB-1 |
| Column length (m) | 30. | 30. | 60. | 30. | 30. |
| Carrier gas | He | He | N2 | He | He |
| 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 | 0.25 |
| Tstart (C) | 60. | 50. | 70. | 50. | 40. |
| Tend (C) | 250. | 250. | 230. | 250. | 250. |
| Heat rate (K/min) | 2. | 4. | 2. | 3. | 3. |
| Initial hold (min) | 8. | 4. | 2. | ||
| Final hold (min) | 30. | 10. | 20. | 20. | |
| I | 1131. | 1134. | 1138. | 1130. | 1116. |
| Reference | Benkaci-Ali, Baaliouamer, et al., 2007 | Quijano, Salamanca, et al., 2007 | Choi, 2005 | Dugo, Mondello, et al., 2005 | Gancel, Ollitrault, et al., 2005 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5MS | Mega 5MS | SPB-1 | SPB-1 | DB-5 |
| Column length (m) | 60. | 30. | 30. | 25. | 30. |
| Carrier gas | He | He | He | N2 | |
| Substrate | |||||
| Column diameter (mm) | 0.2 | 0.25 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 40. | 35. | 35. | 70. |
| Tend (C) | 200. | 240. | 225. | 225. | 230. |
| Heat rate (K/min) | 2. | 3. | 4. | 4. | 2. |
| Initial hold (min) | 2. | 5. | 10. | 2. | |
| Final hold (min) | 10. | 20. | 20. | ||
| I | 1120. | 1122. | 1108. | 1119. | 1138. |
| Reference | Smadja, Rondeau, et al., 2005 | Verzera, Trozzi, et al., 2005 | Chisholm, Jell, et al., 2003 | Chisholm, Wilson, et al., 2003 | Choi, 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-1 | DB-5 | DB-5 | HP-5 | Mega 5MS |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | He | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.32 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.5 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 40. | 40. | 75. | 60. | 40. |
| Tend (C) | 250. | 265. | 230. | 280. | 240. |
| Heat rate (K/min) | 3. | 7. | 3. | 4. | 3. |
| Initial hold (min) | 10. | 5. | 2. | ||
| Final hold (min) | 20. | 5. | 20. | ||
| I | 1116. | 1144. | 1133. | 1138. | 1122. |
| Reference | Gancel, Ollitrault, et al., 2003 | Högnadóttir and Rouseff, 2003 | Jantan, Ling, et al., 2003 | Karioti, Skaltsa, et al., 2003 | Verzera, Trozzi, et al., 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-1 | SPB-1 | HP-5 | HP-5 | BP-1 |
| Column length (m) | 50. | 15. | 30. | 30. | 50. |
| Carrier gas | He | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 0.25 | 0.25 | 0.25 | 0.22 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 60. | 35. | 40. | 40. | 60. |
| Tend (C) | 220. | 225. | 200. | 200. | 230. |
| Heat rate (K/min) | 2. | 6. | 2. | 2. | 2. |
| Initial hold (min) | 3. | 5. | 5. | ||
| Final hold (min) | 20. | 10. | 20. | 20. | 35. |
| I | 1116. | 1127. | 1130. | 1145. | 1116. |
| Reference | Lota, de Rocca Serra, et al., 2002 | Chisholm, Wilson, et al., 2001 | Kim, Thuy, et al., 2000 | Kim, Thuy, et al., 2000 | Lota, de Rocca Serra, et al., 2000 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5 | DB-5 | Mega 5MS | Mega 5MS | BP-1 |
| Column length (m) | 30. | 30. | 30. | 30. | 50. |
| Carrier gas | He | N2 | He | 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) | 70. | 70. | 40. | 40. | 60. |
| Tend (C) | 230. | 230. | 240. | 240. | 230. |
| Heat rate (K/min) | 2. | 2. | 3. | 3. | 2. |
| Initial hold (min) | 2. | 2. | |||
| Final hold (min) | 35. | ||||
| I | 1138. | 1138. | 1122. | 1122. | 1120. |
| Reference | Song, Sawamura, et al., 2000 | Song, Sawamura, et al., 2000, 2 | Verzera, la Rosa, et al., 2000 | Verzera, Trozzi, et al., 2000 | Lota, Serra, et al., 1999 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-1 | DB-1 | OV-101 | OV-101 | DB-5 |
| Column length (m) | 50. | 60. | 50. | 50. | 60. |
| Carrier gas | He | He | N2 | N2 | He |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 0.25 | 0.25 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 1. | ||
| Tstart (C) | 60. | 70. | 80. | 80. | 40. |
| Tend (C) | 230. | 250. | 200. | 200. | 220. |
| Heat rate (K/min) | 2. | 2.5 | 2. | 2. | 3. |
| Initial hold (min) | 5. | ||||
| Final hold (min) | 35. | 15. | |||
| I | 1120. | 1118. | 1122. | 1123. | 1139. |
| Reference | Lota, Serra, et al., 1999 | Combariza, Tirado, et al., 1994 | Yang, Sugisawa, et al., 1992 | Yang, Sugisawa, et al., 1992 | Le Quere and Latrasse, 1990 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Van Den Dool and Kratz 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.
Benkaci-Ali, Baaliouamer, et al., 2007
Benkaci-Ali, F.; Baaliouamer, A.; Meklati, B.Y.; Chemat, F.,
Chemical composition of seed essential oils from Algerian Nigella sativa extracted by microwave and hydrodistillation,
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Quijano, Salamanca, et al., 2007
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Aroma volatile constituents of Colombian varieties of mango (Mangifera indica L.),
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Choi, 2005
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Characteristic odor components of kumquat (Fortunella japonica Swingle) peel oil,
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Dugo, Mondello, et al., 2005
Dugo, P.; Mondello, L.; Favoino, O.; Cicero, L.; Rodriguez Zenteno, N.A.; Dugo, G.,
Characterization of cold-pressed Mexican dancy tangerine oils,
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Gancel, Ollitrault, et al., 2005
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Leaf volatile compounds of six citrus somatic allotetraploid hybrids originating from various combinations of lime, lemon, citron, sweet orange, and grapefruit,
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Smadja, Rondeau, et al., 2005
Smadja, J.; Rondeau, P.; Sing, A.S.C.,
Volatile constituents of five Citrus Petitgrain essential oils from Reunion,
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Essential Oil Composition of Citrus meyerii Y. Tan. and Citrus medica L. cv. Diamante and Their Lemon Hybrids,
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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,
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Chisholm, Wilson, et al., 2003
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Characterization of aroma volatiles in key lime essential oils (Cirtrus aurantifolia Swingle),
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Choi, 2003
Choi, H.-S.,
Character impact odorants of Citrus Hallabong [(C. unshiu Marcov × C. sinensis Osbeck) × C. reticulata Blanco] cold-pressed peel oil,
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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
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Högnadóttir and Rouseff, 2003
Högnadóttir, Á.; Rouseff, R.L.,
Identification of aroma active compounds in organce essence oil using gas chromatography-olfactometry and gas chromatography-mass spectrometry,
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Jantan, Ling, et al., 2003
Jantan, I.; Ling, Y.E.; Romli, S.; Ayop, N.; Ahmad, A.S.,
A comparative study of the constituents of the essential oils of three Cinnamomum species from Malaysia,
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Karioti, Skaltsa, et al., 2003
Karioti, A.; Skaltsa, H.; Demetzos, C.; Perdetzoglou, D.; Economakis, C.D.; Salem, A.B.,
Effect of nitrogen concentration of the nutrient solution on the volatile constituents of leaves of Salvia fruticosa Mill. in solution culture,
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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
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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,
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Chisholm, Wilson, et al., 2001
Chisholm, M.G.; Wilson, M.A.; Gaskey, G.M.; Jell, J.A.; Cass, D.M., Jr.,
Chapter 9. The identification of aroma compounds in key lime oil using solid-phase microextraction and gas chromatography-olfactometry,
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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.),
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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,
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Quantitative determination and characteristic flavour of daidai (Citrus aurantium L. var. cyathifera Y. Tanaka) peel oil,
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Verzera, la Rosa, et al., 2000
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Essential oil composition of different cultivars of bergamot grown in Sicily,
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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
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Combariza, Tirado, et al., 1994
Combariza, M.Y.; Tirado, C.B.; Stashenko, E.; Shibamoto, T.,
Limonene concentration in lemon (Citrus volkameriana) peel oil as a function of ripeness,
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Yang, Sugisawa, et al., 1992
Yang, R.; Sugisawa, H.; Nakatani, H.; Tamura, H.; Takagi, N.,
Comparison of odor quality in peel oils of acid citrus,
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Le Quere and Latrasse, 1990
Le Quere, J.-L.; Latrasse, A.,
Composition of the Essential Oils of Blackcurrant Buds (Ribes nigrum L.),
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Notes
Go To: Top, Van Den Dool and Kratz 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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