2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, cis-
- Formula: C10H16O
- Molecular weight: 152.2334
- IUPAC Standard InChI: InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3/t9-,10-/m0/s1
- IUPAC Standard InChIKey: BAVONGHXFVOKBV-UWVGGRQHSA-N
- CAS Registry Number: 1197-06-4
- 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:
- Other names: p-Mentha-6,8-dien-2-ol, cis-; cis-Carveol; p-Mentha-6,8-dien-2-ol, (Z)-; cis-2-Methyl-5-[1-methylethenyl]-2-cyclohexen-1-ol; cis-p-Mentha-6,8-dien-2-ol; (Z)-Carveol; 5-Isopropenyl-2-methyl-2-cyclohexen-1-ol, cis-; cis-p-Mentha-1,8-dien-6-ol; 2S,4R-p-Mentha-6,8-dien-2-ol; Carveol II; cis-2-Methyl-5-isopropenyl-2-cyclohexen-1-ol; cis-Mentha-1, 8-dien-2-ol; cis-Mentha-1,8-dien-6-ol
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Normal alkane 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 | HP-Innowax | Innowax | HP-Innowax | Supelcowax-10 | DB-Wax |
| Column length (m) | 60. | 30. | 30. | 30. | 30. |
| Carrier gas | Helium | Helium | Nitrogen | He | Helium |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.52 | 0.25 | 0.25 |
| Tstart (C) | 60. | 40. | 35. | 40. | 40. |
| Tend (C) | 220. | 250. | 205. | 250. | 250. |
| Heat rate (K/min) | 5. | 6. | 3. | 3. | 3. |
| Initial hold (min) | 1. | 1. | 10. | 5. | |
| Final hold (min) | 5. | 4. | 10. | 10. | 20. |
| I | 1863. | 1848. | 1861. | 1879. | 1820. |
| Reference | Feng, Cui, et al., 2011 | Seo, Kim, et al., 2009 | Wannes, Mhamdi, et al., 2009 | Vichi, Riu-Aumatell, et al., 2007 | Berlinet, Brat, et al., 2006 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | BP-20 | DB-Wax | FFAP | DB-Wax | Stabilwax |
| Column length (m) | 50. | 60. | 20. | 60. | 30. |
| Carrier gas | He | N2 | He | H2 | |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 0.25 | 0.25 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.5 |
| Tstart (C) | 60. | 70. | 90. | 70. | 40. |
| Tend (C) | 220. | 230. | 250. | 230. | 280. |
| Heat rate (K/min) | 2. | 2. | 6. | 2. | 6. |
| Initial hold (min) | 2. | 2. | 5. | ||
| Final hold (min) | 20. | 20. | 20. | 5. | |
| I | 1860. | 1834. | 1860. | 1863. | 1819. |
| Reference | Boti, Muselli, et al., 2006 | Choi, 2006 | Kitchlu, Bakshi, et al., 2006 | Lan Phi N.T., Nishiyama C., et al., 2006 | Jirovetz, Buchbauer, et al., 2005 |
| 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 | DB-Wax | DB-Wax |
| Column length (m) | 60. | 60. | 60. | 60. | 60. |
| Carrier gas | N2 | N2 | N2 | 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 | |
| Tstart (C) | 70. | 70. | 70. | 60. | 70. |
| Tend (C) | 230. | 230. | 230. | 220. | 230. |
| Heat rate (K/min) | 2. | 2. | 2. | 2. | 2. |
| Initial hold (min) | 2. | 2. | 2. | 4. | 2. |
| Final hold (min) | 20. | 20. | 20. | 20. | |
| I | 1842. | 1842. | 1845. | 1832. | 1848. |
| Reference | Njoroge, Koaze, et al., 2005 | Njoroge, Koaze, et al., 2005, 2 | Choi, 2004 | Jiang and Kubota, 2004 | Sawamura, Son, et al., 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-Wax | HP-20M | DB-Wax | DB-Wax | DB-Wax |
| Column length (m) | 60. | 50. | 60. | 60. | 60. |
| Carrier gas | Nitrogen | He | Helium | N2 | N2 |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.2 | 0.25 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.2 | 0.25 | 0.25 | |
| Tstart (C) | 70. | 70. | 70. | 70. | 70. |
| Tend (C) | 230. | 180. | 210. | 230. | 230. |
| Heat rate (K/min) | 2. | 4. | 2. | 2. | 2. |
| Initial hold (min) | 2. | 4. | 2. | 2. | |
| Final hold (min) | 10. | 60. | 20. | 20. | |
| I | 1848. | 1820. | 1869. | 1814. | 1819. |
| Reference | Sawamura, Sou, et al., 2004 | Juteau, Jerkovic, et al., 2003 | Mookdasanit, Tamura, et al., 2003 | Tu, Onishi, et al., 2003 | Tu, Onishi, 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 | Supelcowax-10 | DB-Wax | DB-Wax |
| Column length (m) | 60. | 60. | 60. | 60. | 60. |
| Carrier gas | N2 | He | He | Nitrogen | 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 | |
| Tstart (C) | 70. | 40. | 60. | 40. | 40. |
| Tend (C) | 230. | 200. | 280. | 200. | 200. |
| Heat rate (K/min) | 2. | 2. | 4. | 2. | 2. |
| Initial hold (min) | 2. | 10. | 2. | ||
| Final hold (min) | |||||
| I | 1841. | 1855. | 1824. | 1877. | 1866. |
| Reference | Tu, Thanh, et al., 2002 | Umano, Hagi, et al., 2002 | Korány, Mednyánszky, et al., 2000 | Tamura, Boonbumrung, et al., 2000 | Umano, Hagi, et al., 2000 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-Wax | BP-20 | BP-20 | BP-20 | BP-20 |
| Column length (m) | 60. | 25. | 25. | 25. | 25. |
| Carrier gas | N2 | H2 | H2 | H2 | H2 |
| Substrate | |||||
| Column diameter (mm) | 0.33 | 0.33 | 0.33 | 0.33 | |
| Phase thickness (μm) | 0.25 | 0.5 | 0.5 | 0.5 | 0.5 |
| Tstart (C) | 60. | 80. | 80. | 80. | 80. |
| Tend (C) | 220. | 220. | 220. | 220. | 220. |
| Heat rate (K/min) | 5. | 5. | 5. | 5. | 5. |
| Initial hold (min) | |||||
| Final hold (min) | |||||
| I | 1873. | 1881. | 1881. | 1881. | 1881. |
| Reference | Weyerstahl, Marschall, et al., 1999 | Bignell, Dunlop, et al., 1998 | Bignell, Dunlop, et al., 1997 | Bignell, Dunlop, et al., 1997, 2 | Bignell, Dunlop, et al., 1997, 3 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|
| Active phase | BP-20 | BP-20 | BP-20 | Carbowax 20M |
| Column length (m) | 25. | 25. | 25. | 45. |
| Carrier gas | H2 | H2 | Hydrogen | |
| Substrate | ||||
| Column diameter (mm) | 0.33 | 0.33 | 0.33 | 0.32 |
| Phase thickness (μm) | 0.5 | 0.5 | 0.5 | 1.0 |
| Tstart (C) | 80. | 80. | 80. | 60. |
| Tend (C) | 220. | 220. | 220. | 200. |
| Heat rate (K/min) | 5. | 5. | 5. | 2. |
| Initial hold (min) | 5. | |||
| Final hold (min) | ||||
| I | 1881. | 1881. | 1881. | 1858. |
| Reference | Bignell, Dunlop, et al., 1997, 4 | Bignell, Dunlop, et al., 1997, 5 | Bignell, Dunlop, et al., 1997, 6 | Kollmannsberger, Nitz, et al., 1992 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane 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.
Feng, Cui, et al., 2011
Feng, T.; Cui, J.-J.; Xiao, Z.-B.; Tian, H.-X.; Yi, F.-P.; Ma, X.,
Chemical composition od essential oil from the peel of Chinese Torreya grandis Frt,
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Seo, Kim, et al., 2009
Seo, S.-M.; Kim, J.; Lee, S.-G.; Shin, C.-H.; Shin, S.-C.; Park, I.-K.,
Fumigant antitermitic activity of plant essential oils and components from Aiowan (Trachyspermum ammi), Allspice (Pimenta dioica), Caraway (Carum carvi), Dill (Anethum graveolens), Geranium (Pelargonium graveolens), and Litsea (Litsea cubeba( oils against Japanese termite (Reticulitermes speratus Kolbe),
J. Agric. Food Chem., 2009, 57, 15, 6596-6602. [all data]
Wannes, Mhamdi, et al., 2009
Wannes, W.A.; Mhamdi, B.; Marzouk, B.,
GC comparative analysis of least essential oils from two Myrtle varieties at different phenological stages,
Chromatographia, 2009, 69, 1/2, 145-150, https://doi.org/10.1365/s10337-008-0818-9
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Vichi, Riu-Aumatell, et al., 2007
Vichi, S.; Riu-Aumatell, M.; Mora-Pons, M.; Guadayol, J.M.; Buxaderas, S.; López-Tamames, E.,
Analytical, Nutritional and Clinical Methods. HS-SPME coupled to GC/MS for quality control of Juniperus communis L. berries used for gin aromatization,
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Berlinet, Brat, et al., 2006
Berlinet, C.; Brat, P.; Brillouet, J.-M.; Ducruet, V.,
Ascorbic acid, aroma compounds and browning of orange juices related to PET packaging materials and pH,
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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,
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Choi, 2006
Choi, H.-S.,
Headspace analyses of fresh leaves and stems of Angelica gigas Nakai, a Korean medicinal herb,
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Kitchlu, Bakshi, et al., 2006
Kitchlu, S.; Bakshi, S.K.; Kaul, M.K.; Bhan, M.K.; Thapa, R.K.; Agarwal, S.G.,
Tanacetum gracile Hook. f T. A new source of lavandulol from Ladakh Himalaya (India),
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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,
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Jirovetz, Buchbauer, et al., 2005
Jirovetz, L.; Buchbauer, G.; Ngassoum, M.B.; Parmentier, M.,
Chemical composition and olfactory characterization of essential oils of fruits and seeds of African pear (Dacryodes edulis (G. Don) H. J. Lam) from Cameroon,
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Njoroge, Koaze, et al., 2005
Njoroge, S.M.; Koaze, H.; Mwaniki, M.; Minh Tu, N.T.; Sawamura, M.,
Essential oils of Kenyan Citrus fruits: volatile components of two varieties of mandarins (Citrus reticulata) and a tangelo (C. paradisi × C. tangerina),
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Njoroge, Koaze, et al., 2005, 2
Njoroge, S.M.; Koaze, H.; Karanja, P.N.; Sawamura, M.,
Essential oil constituents of three varieties of Kenyan sweet oranges (Citrus sinensis),
Flavour Fragr. J., 2005, 20, 1, 80-85, https://doi.org/10.1002/ffj.1377
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Choi, 2004
Choi, H.-S.,
Volatile constituents of satsuma mandarins growing in Korea,
Flavour Fragr. J., 2004, 19, 5, 406-412, https://doi.org/10.1002/ffj.1283
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Jiang and Kubota, 2004
Jiang, L.; Kubota, K.,
Differences in the volatile components and their odor characteristics of green and ripe fruits and dried pericarp of Japanese pepper (Xanthoxylum piperitum DC.),
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Sawamura, Son, et al., 2004
Sawamura, M.; Son, U.-S.; Choi, H.-S.; Kim, M.-S.L.; Phi, N.T.L.; Fears, M.; Kumagai,
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Sawamura, Sou, et al., 2004
Sawamura, M.; Sou, U.-S.; Choi, H.-S.; Kim, M.-S.; Phi, N.T.L.; Fears, M.; Kumagai. C.,
Composition changes in commercial lemon essential oil for aromatherapy,
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Juteau, Jerkovic, et al., 2003
Juteau, F.; Jerkovic, I.; Masotti, V.; Milos, M.; Mastelic, J.; Bessière, J.-M.; Viano, J.,
Composition and antimicrobial activity of the essential oil of Artemisia absinthium from Croatia and France,
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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,
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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,
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Tu, Onishi, et al., 2002
Tu, N.T.M.; Onishi, Y.; Choi, H.-S.; Kondo, Y.; Bassore, S.M.; Ukeda, H.; Sawamura, M.,
Characteristic odor components of Citrus sphaerocarpa Tanaka (Kabosu) cold-pressed peel oil,
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Tu, Thanh, et al., 2002
Tu, N.T.M.; Thanh, L.X.; Une, A.; Ukeda, H.; Sawamura, M.,
Volatile constituents of Vietnamese pummelo, orange, tangerine and lime peel oils,
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Umano, Hagi, et al., 2002
Umano, K.; Hagi, Y.; Shibamoto, T.,
Volatile chemicals identified in extracts from newly hybrid citrus, dekopon (Shiranuhi mandarin Suppl. J.),
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Korány, Mednyánszky, et al., 2000
Korány, K.; Mednyánszky, Zs.; Amtmann, M.,
Preliminary results of a recognition method visualizing the aroma and fragrance features,
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Tamura, Boonbumrung, et al., 2000
Tamura, H.; Boonbumrung, S.; Yoshizawa, T.; Varanyanond, W.,
Volatile components of the essential oil in the pulp of four yellow mangoes (Mangifera indica L.) in Thailand,
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Umano, Hagi, et al., 2000
Umano, K.; Hagi, Y.; Nakahara, K.; Shoji, A.; Shibamoto, T.,
Volatile chemicals identified in extracts from leaves of Japanese mugwort (Artemisia princeps Pamp.),
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Weyerstahl, Marschall, et al., 1999
Weyerstahl, P.; Marschall, H.; Thefeld, K.; Rustaiyan, A.,
Constituents of the essential oil of Tanacetum (syn. Chrysanthemum) fruticulosum Ledeb. from Iran,
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Bignell, Dunlop, et al., 1998
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some South-Western and Southern Australian species of the genus Eucalyptus (Series 1). Part XIX,
Flavour Fragr. J., 1998, 13, 2, 131-139, https://doi.org/10.1002/(SICI)1099-1026(199803/04)13:2<131::AID-FFJ710>3.0.CO;2-X
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Bignell, Dunlop, et al., 1997
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.; Fookes, C.J.R.,
Volatile leaf oils of some South-Western and Southern Australian species of the genus Eucalyptus (Series I). Part XIV: Subgenus Monocalyptus,
Flavour Fragr. J., 1997, 12, 3, 177-183, https://doi.org/10.1002/(SICI)1099-1026(199705)12:3<177::AID-FFJ626>3.0.CO;2-9
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Bignell, Dunlop, et al., 1997, 2
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some South-Western and Southern Australian species of the genus Eucalyptus (Series I). Part XV: Subgenus symphyomyrtus, section bisectaria, series levispermae,
Flavour Fragr. J., 1997, 12, 3, 185-193, https://doi.org/10.1002/(SICI)1099-1026(199705)12:3<185::AID-FFJ627>3.0.CO;2-B
. [all data]
Bignell, Dunlop, et al., 1997, 3
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some South-Western and Southern Australian species of the genus Eucalyptus (Series I). Part XVI: Subgenus symphyomyrtus, section bisectaria, series cneorifoliae, series porantherae and series falcatae,
Flavour Fragr. J., 1997, 12, 261-267. [all data]
Bignell, Dunlop, et al., 1997, 4
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some South-Western and Southern Australian species of the genus Eucalyptus (Series I). Part XVII: Subgenus symphyomyrtus (i) section bisectaria, series calycogonae and (ii) section dumaria, series dumosae, series rigentes and series ovulares,
Flavour Fragr. J., 1997, 12, 269-275. [all data]
Bignell, Dunlop, et al., 1997, 5
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some Queensland and Norther Australian species of the genus Eucalyptus (Series II) Part II. Subgenera (a) Blakella, (b) Corymbia, (c) Unnamed, (d) Idiogenes, (e) Monocalyptus and (f) Symphyomyrtus,
Flavour Fragr. J., 1997, 12, 4, 277-284, https://doi.org/10.1002/(SICI)1099-1026(199707)12:4<277::AID-FFJ642>3.0.CO;2-B
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Bignell, Dunlop, et al., 1997, 6
Bignell, C.M.; Dunlop, P.J.; Brophy, J.J.,
Volatile leaf oils of some south-western and southern Australian speices of the genus Eucalyptus (Series I). Part XVIII. A. Subgenus monocalyptus. B. Subgenus Symphyomyrtus: (i) section Guilfoyleanae; (ii) section bisectaria, series accedentes, series occidentales, series levispermae, series loxophlebae, series macrocarpae, series orbifoliae, series calycogonae; (iii) section dumaria, series incrassatae and series ovulares,
Flavour Fragr. J., 1997, 12, 423-432. [all data]
Kollmannsberger, Nitz, et al., 1992
Kollmannsberger, H.; Nitz, S.; Drawert, F.,
UBer die Aromastoffzusammensetzung von Hochdruckextrakten. I. Pfeffer (Piper nigrum, Var. muntok),
Z. Lebensm. Unters Forsch., 1992, 194, 6, 545-551, https://doi.org/10.1007/BF01185481
. [all data]
Notes
Go To: Top, Normal alkane 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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