Estragole
- Formula: C10H12O
- Molecular weight: 148.2017
- IUPAC Standard InChI: InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3,5-8H,1,4H2,2H3
- IUPAC Standard InChIKey: ZFMSMUAANRJZFM-UHFFFAOYSA-N
- CAS Registry Number: 140-67-0
- 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. - Other names: Tarragon; Anisole, p-allyl-; Chavicol, O-methyl-; p-Allylanisole; p-Methoxyallylbenzene; Chavicol methyl ether; Esdragol; Esdragole; Esdragon; Estragol; Isoanethole; Methyl chavicol; 1-Allyl-4-methoxybenzene; 3-(p-Methoxyphenyl)propene; 4-Allylanisole; 4-Allylmethoxybenzene; 4-Methoxyallylbenzene; 4-Allyl-1-methoxybenzene; p-Allylmethoxybenzene; 1-Methoxy-4-(2-propenyl)benzene; NCI-C60946; Chavicol, methyl-; Ether, p-allylphenyl methyl; p-Allylphenyl methyl ether; Chavicyl methyl ether; 1-methoxy-4-prop-2-enylbenzene; Benzene, 1-methoxy-4-(2-propenyl)-; Benzene, 1-methoxy, 4-prop-2-enyl; Methyl chavicole; para-Allylanisole; Benzene, 1-methoxy-4-(2-propen-1-yl)-; NSC 404113; Estragol (Methylchavicol); methyl chavicole (estragole); para-Allylanisole (estragole)
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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 | DB-5 | HP-101 | CP Sil 5 CB | Mega 5MS |
| Column length (m) | 30. | 30. | 25. | 30. | 60. |
| Carrier gas | He | He | He | N2 | 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) | 60. | 60. | 70. | 50. | 60. |
| Tend (C) | 250. | 240. | 200. | 200. | 240. |
| Heat rate (K/min) | 2. | 3. | 3. | 5. | 3. |
| Initial hold (min) | 8. | 2. | |||
| Final hold (min) | 30. | 15. | |||
| I | 1201. | 1195. | 1177. | 1186. | 1198. |
| Reference | Benkaci-Ali, Baaliouamer, et al., 2007 | Flamini, Cioni, et al., 2007 | Politeo, Jukic, et al., 2007 | Andrianoelisoa H.S., Menut C., et al., 2006 | Condurso, Verzera, 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 | HP-5MS | DB-5 | CP Sil 5 CB | DB-1 |
| Column length (m) | 50. | 30. | 30. | 25. | 30. |
| Carrier gas | N2 | He | He | H2 | He |
| Substrate | |||||
| Column diameter (mm) | 0.2 | 0.25 | 0.32 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.32 | 0.25 | 0.25 | 0.25 | |
| Tstart (C) | 60. | 60. | 40. | 80. | 40. |
| Tend (C) | 220. | 280. | 230. | 270. | 260. |
| Heat rate (K/min) | 5. | 4. | 6. | 10. | 2. |
| Initial hold (min) | 3. | 5. | 1. | 5. | |
| Final hold (min) | 5. | 20. | |||
| I | 1195. | 1198. | 1196. | 1175. | 1158. |
| Reference | Esmaeili, Nematollahi, et al., 2006 | Saroglou, Dorizas, et al., 2006 | Zeller and Rychlik, 2006 | Ziegenbein, Hanssen, et al., 2006 | de Feo, Urrunaga Soria, et al., 2005 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5 | HP-5MS | DB-5 | DB-5 | BP-1 |
| Column length (m) | 30. | 30. | 30. | 30. | 50. |
| Carrier gas | N2 | He | N2 | N2 | |
| 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. | 60. | 60. | 60. | 60. |
| Tend (C) | 220. | 250. | 240. | 240. | 220. |
| Heat rate (K/min) | 5. | 4. | 3. | 3. | 2. |
| Initial hold (min) | 10. | 2. | |||
| Final hold (min) | 20. | 20. | |||
| I | 1197. | 1195. | 1196. | 1196. | 1175. |
| Reference | Flamini, Luigi Cioni, et al., 2005 | Pino, Mesa, et al., 2005 | Flamini, Cioni, et al., 2004 | Flamini, Cioni, et al., 2004 | Gonny, Bradesi, et al., 2004 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-5MS | HP-5MS | OV-1 | RTX-1 | DB-5 |
| Column length (m) | 30. | 30. | 25. | 60. | 30. |
| Carrier gas | He | He | H2 | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.22 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.3 | 0.25 | 0.25 |
| Tstart (C) | 40. | 50. | 50. | 60. | 60. |
| Tend (C) | 280. | 200. | 200. | 230. | 240. |
| Heat rate (K/min) | 4. | 6. | 3. | 2. | 3. |
| Initial hold (min) | 2. | 1.5 | 1. | ||
| Final hold (min) | 5. | 20. | 45. | ||
| I | 1200. | 1203. | 1173. | 1176. | 1197. |
| Reference | Mardarowicz, Wianowska, et al., 2004 | Weissbecker, Holighaus, et al., 2004 | Bicchi, Rubiolo, et al., 2003 | Cavalli, Tomi, et al., 2003 | Flamini, Luigi Cioni, et al., 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | HP-5MS | DB-5 | HP-5MS | RTX-5 | SPB-5 |
| Column length (m) | 30. | 30. | 30. | 30. | 30. |
| Carrier gas | He | He | 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. | 60. | 50. | 45. | 60. |
| Tend (C) | 280. | 240. | 280. | 300. | 250. |
| Heat rate (K/min) | 3. | 3. | 3. | 3. | 4. |
| Initial hold (min) | 5. | 6. | 2. | ||
| Final hold (min) | 10. | 20. | |||
| I | 1199. | 1197. | 1195. | 1199. | 1195. |
| Reference | Mimica-Dukic, Kujundzic, et al., 2003 | Tampieri, Galuppi, et al., 2003 | Demetzos, Angelopoulou, et al., 2002 | Mondello, Zappia, et al., 2002 | Pino, Marbot, et al., 2002 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-1 | HP-5 | HP-5 | BP-1 | OV-1 |
| Column length (m) | 50. | 30. | 30. | 50. | 25. |
| Carrier gas | He | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.22 | 0.25 | 0.25 | 0.22 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.3 |
| Tstart (C) | 60. | 60. | 60. | 60. | 50. |
| Tend (C) | 220. | 280. | 280. | 220. | 200. |
| Heat rate (K/min) | 2. | 3. | 3. | 2. | 3. |
| Initial hold (min) | 5. | 5. | 1. | ||
| Final hold (min) | 20. | 20. | 20. | ||
| I | 1176. | 1195. | 1195. | 1174. | 1172. |
| Reference | Pintore, Usai, et al., 2002 | Aligiannis, Kalpoutzakis, et al., 2001 | Aligiannis, Kalpoutzakis, et al., 2001, 2 | Rezzi, Bighelli, et al., 2001 | Bicchi, Rubiolo, et al., 1998 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-1 | DB-1 | OV-1 | DB-1 | CP Sil 5 CB |
| Column length (m) | 30. | 30. | 25. | 60. | 25. |
| Carrier gas | Ar | Ar | H2 | He | N2 |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.32 | 0.25 | 0.25 | 0.22 |
| Phase thickness (μm) | 0.32 | 0.32 | 0.3 | 0.25 | |
| Tstart (C) | 60. | 60. | 50. | 40. | 70. |
| Tend (C) | 210. | 210. | 200. | 160. | 295. |
| Heat rate (K/min) | 3.9 | 3.9 | 3. | 2. | 4. |
| Initial hold (min) | 1. | 3. | |||
| Final hold (min) | 20. | 15. | |||
| I | 1174.4 | 1185.8 | 1172. | 1177. | 1180. |
| Reference | Tóth and Praszna, 1998 | Tóth and Praszna, 1998 | Bicchi, Fresia, et al., 1997 | Stashenko, Martinez, et al., 1995 | Montanarella, Bos, et al., 1986 |
| 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,
Flavour Fragr. J., 2007, 22, 2, 148-153, https://doi.org/10.1002/ffj.1773
. [all data]
Flamini, Cioni, et al., 2007
Flamini, G.; Cioni, P.L.; Morelli, I.; Bader, A.,
Essential oils of the aerial parts of three Salvia species from Jordan: Salvia lanigera, S. spinosa and S. syriaca,
Food Chem., 2007, 100, 2, 732-735, https://doi.org/10.1016/j.foodchem.2005.10.032
. [all data]
Politeo, Jukic, et al., 2007
Politeo, O.; Jukic, M.; Milos, M.,
Chemical composition and antioxidant capacity of free volatile aglycones from basil (Ocimum basilicum L.) compared with its essential oil,
Food Chem., 2007, 101, 1, 379-385, https://doi.org/10.1016/j.foodchem.2006.01.045
. [all data]
Andrianoelisoa H.S., Menut C., et al., 2006
Andrianoelisoa H.S.; Menut C.; de Chatelperron P.C.; Saracco J.; Ramanoelina P.; Danthu P.,
Intraspecific chemical variability and highlighting of chemotypes of leaf essential oils from Ravensara aromatica Sonnerat a tree endemic to Madagascar,
Flavour Fragr. J., 2006, 21, 5, 833-838, https://doi.org/10.1002/ffj.1735
. [all data]
Condurso, Verzera, et al., 2006
Condurso, C.; Verzera, A.; Romeo, V.; Ziino, M.; Trozzi, A.; Ragusa, S.,
The leaf volatile constituents of Isatis tinctoria by solid-phase microextraction and gas chromatography/mass spectrometry,
Planta Medica, 2006, 72, 10, 924-928, https://doi.org/10.1055/s-2006-946679
. [all data]
Esmaeili, Nematollahi, et al., 2006
Esmaeili, A.; Nematollahi, F.; Rustaiyan, A.; Moazami, N.; Masoudi, S.; Bamasian, S.,
Volatile constituents of Achillea pachycephala, A. oxyodonta and A. biebersteinii from Iran,
Flavour Fragr. J., 2006, 21, 2, 253-256, https://doi.org/10.1002/ffj.1571
. [all data]
Saroglou, Dorizas, et al., 2006
Saroglou, V.; Dorizas, N.; Kypriotakis, Z.; Skaltsa, H.D.,
Analysis of the essential oil composition of eight Anthemis species from Greece,
J. Chromatogr. A, 2006, 1104, 1-2, 313-322, https://doi.org/10.1016/j.chroma.2005.11.087
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Zeller and Rychlik, 2006
Zeller, A.; Rychlik, M.,
Character impact odorants of fennel fruits and fennel tea,
J. Agric. Food Chem., 2006, 54, 10, 3686-3692, https://doi.org/10.1021/jf052944j
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Ziegenbein, Hanssen, et al., 2006
Ziegenbein, F.C.; Hanssen, H.-P.; König, W.A.,
Secondary metabolites from Ganoderma lucidum and Spongiporus leucomallellus,
Phytochemistry, 2006, 67, 2, 202-211, https://doi.org/10.1016/j.phytochem.2005.10.025
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de Feo, Urrunaga Soria, et al., 2005
de Feo, V.; Urrunaga Soria, E.; Urrunaga Soria, R.; Pizza, C.,
Composition and in vitro toxicity of the essential oil of Tagetes terniflora HBK. (Asteraceae),
Flavour Fragr. J., 2005, 20, 1, 89-92, https://doi.org/10.1002/ffj.1379
. [all data]
Flamini, Luigi Cioni, et al., 2005
Flamini, G.; Luigi Cioni, P.; Morelli, I.,
Composition of the essential oils and in vivo emission of volatiles of four Lamium species from Italy: L. purpureum, L. hybridum, L. bifidum and L. amplexicaule,
Food Chem., 2005, 91, 1, 63-68, https://doi.org/10.1016/j.foodchem.2004.05.047
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Pino, Mesa, et al., 2005
Pino, J.A.; Mesa, J.; Muñoz, Y.; Martí, M.P.; Marbot, R.,
Volatile components from mango (Mangifera indica L.) cultivars,
J. Agric. Food Chem., 2005, 53, 6, 2213-2223, https://doi.org/10.1021/jf0402633
. [all data]
Flamini, Cioni, et al., 2004
Flamini, G.; Cioni, P.L.; Morelli, I.; Maccioni, S.; Baldini, R.,
Phytochemical typologies in some populations of Myrtus communis L. on Caprione Promontory (East Liguria, Italy),
Food Chem., 2004, 85, 4, 599-604, https://doi.org/10.1016/j.foodchem.2003.08.005
. [all data]
Gonny, Bradesi, et al., 2004
Gonny, M.; Bradesi, P.; Casanova, J.,
Identification of the components of the essential oil from wild Corsican Daucus carota L. using 13C-NMR spectroscopy,
Flavour Fragr. J., 2004, 19, 5, 424-433, https://doi.org/10.1002/ffj.1330
. [all data]
Mardarowicz, Wianowska, et al., 2004
Mardarowicz, M.; Wianowska, D.; Dawidowicz, A.L.; Sawicki, R.,
The influence of sample treatment on SPME extracts from conifers. I. Comparison of terpene composition in Engelmann Spruce (Picea engelmanii) using hydrodistillation, SPME and PLE,
Annales Universitatis Mariae Curie-Sklodowska Lublin - Polonia, 2004, 59, 3, 25-42. [all data]
Weissbecker, Holighaus, et al., 2004
Weissbecker, B.; Holighaus, G.; Schütz, S.,
Gas chromatography with mass spectrometric and electroantennographic detection: analysis of wood odorants by direct coupling of insect olfaction and mass spectrometry,
J. Chromatogr. A, 2004, 1056, 1-2, 209-216, https://doi.org/10.1016/j.chroma.2004.06.120
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Bicchi, Rubiolo, et al., 2003
Bicchi, C.; Rubiolo, P.; Camargo, E.E.S.; Vilegas, W.; Gracioso, J.S.; Brito, A.R.M.S.,
Components of Turnera diffusa Willd. var. afrodisiaca (Ward) Urb. essential oil,
Flavour Fragr. J., 2003, 18, 1, 59-61, https://doi.org/10.1002/ffj.1155
. [all data]
Cavalli, Tomi, et al., 2003
Cavalli, J.-F.; Tomi, F.; Bernardini, A.-F.; Casanova, J.,
Composition and chemical variability of the bark oil of Cedrelopsis grevei H. Baillon from Madagascar,
Flavour Fragr. J., 2003, 18, 6, 532-538, https://doi.org/10.1002/ffj.1263
. [all data]
Flamini, Luigi Cioni, et al., 2003
Flamini, G.; Luigi Cioni, P.; Morelli, I.,
Volatiles from leaves, fruits, and virgin oil from Olea europaea Cv. Olivastra Seggianese from Italy,
J. Agric. Food Chem., 2003, 51, 5, 1382-1386, https://doi.org/10.1021/jf020854y
. [all data]
Mimica-Dukic, Kujundzic, et al., 2003
Mimica-Dukic, N.; Kujundzic, S.; Sokovic, M.; Couladis, M.,
Essential oil composition and antifungal activity of Foeniculum vulgare Mill. obtained by different distillation conditions,
Phytother. Res., 2003, 17, 4, 368-371, https://doi.org/10.1002/ptr.1159
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Tampieri, Galuppi, et al., 2003
Tampieri, M.P.; Galuppi, R.; Carelle, M.S.; Macchioni, F.; Cioni, P.L.; Morelli, I.,
Effect of selected essential oils and pure compounds on Saprolegnia parasitica,
Pharm. Biol., 2003, 41, 8, 584-591, https://doi.org/10.1080/13880200390501839
. [all data]
Demetzos, Angelopoulou, et al., 2002
Demetzos, C.; Angelopoulou, D.; Perdetzoglou, D.,
A comparative study of the essential oils of Cistus salviifolius in several populations of Crete (Greece),
Biochem. Syst. Ecol., 2002, 30, 7, 651-665, https://doi.org/10.1016/S0305-1978(01)00145-4
. [all data]
Mondello, Zappia, et al., 2002
Mondello, L.; Zappia, G.; Cotroneo, A.; Bonaccorsi, I.; Chowdhury, J.U.; Yusuf, M.; Dugo, G.,
Studies on the essential oil-bearing plants of Bangladesh. Part VIII. Composition of some Ocimum oils O. basilicum L. var. purpurascens; O. sanctum L. green; O. sanctum L. purple; O. americanum L., citral type; O. americanum L., camphor type,
Flavour Fragr. J., 2002, 17, 5, 335-340, https://doi.org/10.1002/ffj.1108
. [all data]
Pino, Marbot, et al., 2002
Pino, J.; Marbot, R.; Rosado, A.,
Volatile constituents of star apple (Chrysophyllum cainito L.) from Cuba,
Flavour Fragr. J., 2002, 17, 5, 401-403, https://doi.org/10.1002/ffj.1116
. [all data]
Pintore, Usai, et al., 2002
Pintore, G.; Usai, M.; Bradesi, P.; Juliano, C.; Boatto, G.; Tomi, F.; Chessa, M.; Cerri, R.; Casanova, J.,
Chemical composition and antimicrobial activity of Rosmarinus officinalis L. oils from Sardinia and Corsica,
Flavour Fragr. J., 2002, 17, 1, 15-19, https://doi.org/10.1002/ffj.1022
. [all data]
Aligiannis, Kalpoutzakis, et al., 2001
Aligiannis, N.; Kalpoutzakis, E.; Mitaku, S.; Chinou, I.B.,
Composition and antimicrobial activity of the essential oils of two Origanum species,
J. Agric. Food Chem., 2001, 49, 9, 4168-4170, https://doi.org/10.1021/jf001494m
. [all data]
Aligiannis, Kalpoutzakis, et al., 2001, 2
Aligiannis, N.; Kalpoutzakis, E.; Chinou, I.B.; Mitaku, S.; Gikas, E.; Tsarbopoulos, A.,
Composition and antimicrobial activity of the essential oils of five taxa of Sideritis from Greece,
J. Agric. Food Chem., 2001, 49, 2, 811-815, https://doi.org/10.1021/jf001018w
. [all data]
Rezzi, Bighelli, et al., 2001
Rezzi, S.; Bighelli, A.; Mouillot, D.; Casanova, J.,
Composition and chemical variability of the needle essential oil of Pinus nigra subsp. laricio from corsica,
Flavour Fragr. J., 2001, 16, 5, 379-383, https://doi.org/10.1002/ffj.1018
. [all data]
Bicchi, Rubiolo, et al., 1998
Bicchi, C.; Rubiolo, P.; Marschall, H.; Weyerstahl, P.; Laurent, R.,
Constituents of Artemisia roxburghiana Besser essential oil,
Flavour Fragr. J., 1998, 13, 1, 40-46, https://doi.org/10.1002/(SICI)1099-1026(199801/02)13:1<40::AID-FFJ688>3.0.CO;2-Z
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Tóth and Praszna, 1998
Tóth, A.; Praszna, L.,
Improvement of the reproducibility of retention indices in temperature-programmed gas-liquid chromatography. Part I. DB-1 column,
Flavour Fragr. J., 1998, 13, 3, 196-202, https://doi.org/10.1002/(SICI)1099-1026(199805/06)13:3<196::AID-FFJ727>3.0.CO;2-G
. [all data]
Bicchi, Fresia, et al., 1997
Bicchi, C.; Fresia, M.; Rubiolo, P.; Monti, D.; Franz, C.; Goehler, I.,
Constituents of Tagetes lucida Cav. ssp. lucida essential oil,
Flavour Fragr. J., 1997, 12, 1, 47-52, https://doi.org/10.1002/(SICI)1099-1026(199701)12:1<47::AID-FFJ610>3.0.CO;2-7
. [all data]
Stashenko, Martinez, et al., 1995
Stashenko, E.E.; Martinez, C.R.; Martinez, J.R.; Shibamoto, T.,
Catalytic transformation of anise (Pimpinella anisum L.) oil over zeolite Y,
J. Hi. Res. Chromatogr., 1995, 18, 8, 501-503, https://doi.org/10.1002/jhrc.1240180810
. [all data]
Montanarella, Bos, et al., 1986
Montanarella, L.; Bos, R.; Fischer, F.C.,
The Essential Oil in Lamina and Petiole of Heracleum dissectum Leaves,
Planta Medica, 1986, 52, 04, 332-334, https://doi.org/10.1055/s-2007-969171
. [all data]
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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