Anethole
- Formula: C10H12O
- Molecular weight: 148.2017
- IUPAC Standard InChI: InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3+
- IUPAC Standard InChIKey: RUVINXPYWBROJD-ONEGZZNKSA-N
- CAS Registry Number: 4180-23-8
- 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: trans-Anethole; (E)-Anethole; trans-Anethol; (E)-Anethol; p-Propenyl anisole; Anethole (E); Anethole, trans-; (E)-1-Methoxy-4(1-propenyl)benzene; E-trans-Anethole; (E)-Anetole
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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 | DB-FFAP | NB-20M | Innowax | DB-Wax | DB-Wax |
| Column length (m) | 30. | 30. | 50. | 30. | 60. |
| Carrier gas | He | He | He | N2 | H2 |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.2 | 0.2 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.5 | 0.25 | 0.25 |
| Tstart (C) | 40. | 50. | 60. | 60. | 40. |
| Tend (C) | 230. | 250. | 250. | 250. | 230. |
| Heat rate (K/min) | 6. | 2. | 2. | 5. | 4. |
| Initial hold (min) | 1. | 5. | |||
| Final hold (min) | 60. | 10. | 25. | ||
| I | 1830. | 1834. | 1798. | 1802. | 1820. |
| Reference | Zeller and Rychlik, 2007 | Orav, Raal, et al., 2006 | Bendimerad and Bendiab, 2005 | Fakhari A.R., Sonboli A., et al., 2005 | Dregus and Engel, 2003 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-Wax | TC-Wax | SW-10 | PEG-20M | CW 20M |
| Column length (m) | 30. | 60. | 50. | 50. | 25. |
| Carrier gas | He | He | He | Hydrogen | |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.25 | 0.20 | 0.2 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | ||
| Tstart (C) | 50. | 80. | 50. | 70. | 50. |
| Tend (C) | 230. | 240. | 250. | 220. | 220. |
| Heat rate (K/min) | 3. | 3. | 2. | 2. | 3. |
| Initial hold (min) | 2. | 1. | |||
| Final hold (min) | 20. | 10. | |||
| I | 1818. | 1829. | 1820. | 1819. | 1805. |
| Reference | Lin, Cai, et al., 2003 | Miyazawa, Yamafuji, et al., 2003 | Raal, Arak, et al., 2003 | Orav and Kann, 2001 | Bicchi, Binello, et al., 1999 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | CW 20M | CW 20M | CW 20M | CW 20M | HP Innowax FSP |
| Column length (m) | 25. | 25. | 25. | 25. | 60. |
| Carrier gas | Hydrogen | Hydrogen | Hydrogen | Hydrogen | He |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.32 | 0.32 | 0.32 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
| Tstart (C) | 50. | 50. | 50. | 50. | 60. |
| Tend (C) | 220. | 220. | 220. | 220. | 220. |
| Heat rate (K/min) | 3. | 3. | 3. | 3. | |
| Initial hold (min) | 1. | 1. | 1. | 1. | 10. |
| Final hold (min) | 10. | 10. | 10. | 10. | 10. |
| I | 1807. | 1807. | 1807. | 1809. | 1845. |
| Reference | Bicchi, Binello, et al., 1999 | Bicchi, Binello, et al., 1999 | Bicchi, Binello, et al., 1999 | Bicchi, Binello, et al., 1999 | Kaya, Baser, et al., 1999 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Carbowax | Supelcowax-10 | DB-Wax | TC-Wax | DB-Wax |
| Column length (m) | 50. | 30. | 60. | 60. | 60. |
| Carrier gas | N2 | He | He | He | |
| Substrate | |||||
| Column diameter (mm) | 0.2 | 0.25 | 0.32 | 0.25 | 0.25 |
| Phase thickness (μm) | 0.50 | 0.25 | |||
| Tstart (C) | 80. | 60. | 50. | 80. | 50. |
| Tend (C) | 200. | 240. | 250. | 240. | 180. |
| Heat rate (K/min) | 1. | 4. | 8. | 3. | 2.5 |
| Initial hold (min) | 1. | 5. | 5. | ||
| Final hold (min) | 20. | 6. | |||
| I | 1809. | 1829. | 1810. | 1839. | 1808. |
| Reference | Menon, Chacko, et al., 1999 | Lamarque, Maestri, et al., 1998 | Sagrero-Nieves and Bartley, 1996 | Shuichi, Masazumi, et al., 1996 | Stashenko, Torres, et al., 1995 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Packed |
|---|---|---|---|
| Active phase | Carbowax 20M | DB-Wax | Carbowax 20M |
| Column length (m) | 80. | 30. | 2. |
| Carrier gas | Hydrogen | ||
| Substrate | Gas-Chrom Z (80-100 mesh) | ||
| Column diameter (mm) | 0.2 | 0.32 | |
| Phase thickness (μm) | |||
| Tstart (C) | 70. | 70. | 65. |
| Tend (C) | 170. | 200. | 220. |
| Heat rate (K/min) | 2. | 4. | 4. |
| Initial hold (min) | 2. | ||
| Final hold (min) | |||
| I | 1809. | 1845. | 1835. |
| Reference | Egolf and Jurs, 1993 | Wyllie, Brophy, et al., 1990 | Stancher and Pertoldi, 1967 |
| Comment | 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.
Zeller and Rychlik, 2007
Zeller, A.; Rychlik, M.,
Impact of estragole and other odorants on the flavour of anise and tarragon,
Flavour Fragr. J., 2007, 22, 2, 105-113, https://doi.org/10.1002/ffj.1765
. [all data]
Orav, Raal, et al., 2006
Orav, A.; Raal, A.; Arak, E.; Müürisepp, M.; Kailas, T.,
Composition of the essential oil of Artemisia absinthium L. of different geographical origin,
Proc. Est. Acad. Sci. Chem., 2006, 55, 3, 155-165. [all data]
Bendimerad and Bendiab, 2005
Bendimerad, N.; Bendiab, S.A.T.,
Composition and antibacterial activity of Pseudocytisus integrifolius (Salisb.) essential oil from Algeria,
J. Agric. Food Chem., 2005, 53, 8, 2947-2952, https://doi.org/10.1021/jf047937u
. [all data]
Fakhari A.R., Sonboli A., et al., 2005
Fakhari A.R.; Sonboli A.; Heydari R.,
Composition of the essential oil of Rhabdosciadium strausii from Iran,
Chem. Nat. Compd. (Engl. Transl.), 2005, 41, 4, 413-414, https://doi.org/10.1007/s10600-005-0164-1
. [all data]
Dregus and Engel, 2003
Dregus, M.; Engel, K.-H.,
Volatile constituents of uncooked Rhubarb (Rheum rhabarbarum L.) stalks,
J. Agric. Food Chem., 2003, 51, 22, 6530-6536, https://doi.org/10.1021/jf030399l
. [all data]
Lin, Cai, et al., 2003
Lin, P.; Cai, J.; Li, J.; Sang, W.; Su, Q.,
Constituents of the essential oil of Hemerocallis flava day lily,
Flavour Fragr. J., 2003, 18, 6, 539-541, https://doi.org/10.1002/ffj.1264
. [all data]
Miyazawa, Yamafuji, et al., 2003
Miyazawa, M.; Yamafuji, C.; Kurose, K.; Ishikawa, Y.,
Volatile components of the rhizomes of Cirsium japonicum DC,
Flavour Fragr. J., 2003, 18, 1, 15-17, https://doi.org/10.1002/ffj.1135
. [all data]
Raal, Arak, et al., 2003
Raal, A.; Arak, E.; Orav, A.; Ivask, K.,
Comparison of essential oil content of Matricaria recutita L. from different origins,
Ars Pharm., 2003, 44, 2, 159-165, retrieved from http://www.ugr.es/~ars/abstract/44-159-03.pdf. [all data]
Orav and Kann, 2001
Orav, A.; Kann, J.,
Determination of peppermint and orange aroma compounds in food and beverages,
Proc. Est. Acad. Sci. Chem., 2001, 50, 4, 217-225. [all data]
Bicchi, Binello, et al., 1999
Bicchi, C.; Binello, A.; D'Amato, A.; Rubiolo, P.,
Reliability of Van den Dool retention indices in the analysis of essential oils,
J. Chromatogr. Sci., 1999, 37, 8, 288-294, https://doi.org/10.1093/chromsci/37.8.288
. [all data]
Kaya, Baser, et al., 1999
Kaya, A.; Baser, K.H.C.; Koca, F.,
Essential oils of Acinos troodi (Post) Leblebici subsp. vardaranus Leblebici and subsp. grandiflorus Hartvig Strid,
Flavour Fragr. J., 1999, 14, 1, 50-54, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<50::AID-FFJ783>3.0.CO;2-7
. [all data]
Menon, Chacko, et al., 1999
Menon, A.N.; Chacko, S.; Narayanan, C.S.,
Free and glycosidically bound volatiles of cardamom (Eletteria cardamomum Maton var. miniscula Burkill),
Flavour Fragr. J., 1999, 14, 1, 65-68, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<65::AID-FFJ789>3.0.CO;2-A
. [all data]
Lamarque, Maestri, et al., 1998
Lamarque, A.L.; Maestri, D.M.; Zygadlo, J.A.; Grosso, N.R.,
Volatile constituents from flowers of Acacia caven (Mol.) Mol. var. caven, Acacia aroma Gill. ex Hook., Erythrina crista-galli L. and Calliandra tweedii Benth.,
Flavour Fragr. J., 1998, 13, 4, 266-268, https://doi.org/10.1002/(SICI)1099-1026(1998070)13:4<266::AID-FFJ739>3.0.CO;2-5
. [all data]
Sagrero-Nieves and Bartley, 1996
Sagrero-Nieves, L.; Bartley, J.P.,
Volatile components from the leaves of heterotheca inuloides Cass.,
Flavour Fragr. J., 1996, 11, 1, 49-51, https://doi.org/10.1002/(SICI)1099-1026(199601)11:1<49::AID-FFJ538>3.0.CO;2-J
. [all data]
Shuichi, Masazumi, et al., 1996
Shuichi, H.; Masazumi, N.; Hiromu, K.; Kiyoshi, F.,
Comparison of volatile compounds berween the crude drugs, Onji-tsutsu and Onji-niki,
Nippon nogei kagaku kaishi, 1996, 70, 2, 151-160. [all data]
Stashenko, Torres, et al., 1995
Stashenko, E.E.; Torres, W.; Morales, J.R.M.,
A study of the compositional variation of the essential oil of ylang-ylang (Cananga odorata Hook Fil. et Thomson, forma genuina) during flower development,
J. Hi. Res. Chromatogr., 1995, 18, 2, 101-104, https://doi.org/10.1002/jhrc.1240180206
. [all data]
Egolf and Jurs, 1993
Egolf, L.M.; Jurs, P.C.,
Quantitative structure-retention and structure-odor intensity relationships for a diverse group of odor-active compounds,
Anal. Chem., 1993, 65, 21, 3119-3126, https://doi.org/10.1021/ac00069a027
. [all data]
Wyllie, Brophy, et al., 1990
Wyllie, S.G.; Brophy, J.J.; Sarafis, V.; Hobbs, M.,
Volatile Components of the Fruit of Pistacia Lentiscus,
J. Food. Sci., 1990, 55, 5, 1325-1326, https://doi.org/10.1111/j.1365-2621.1990.tb03926.x
. [all data]
Stancher and Pertoldi, 1967
Stancher, B.; Pertoldi, M.G.,
Characterization of commercial materials used in synthetic essential oil production. Identification and gas-chromatographic determination of impurities,
Rassegna chimica, 1967, 19, 3, 99-109. [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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