Benzene, 1,2,3-trimethoxy-5-(2-propenyl)-
- Formula: C12H16O3
- Molecular weight: 208.2536
- IUPAC Standard InChIKey: BPLQKQKXWHCZSS-UHFFFAOYSA-N
- CAS Registry Number: 487-11-6
- 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: Benzene, 5-allyl-1,2,3-trimethoxy-; Elemicin; 3,4,5-Trimethoxyallylbenzene; 5-Allyl-1,2,3-trimethoxybenzene; 1,2,3-Trimethoxy-5-(2-propenyl)-benzene; 1,2,3-Trimethoxy-5-allylbenzene; 4-Allyl-1,2,6-trimethoxybenzene; Benzene, 5-(2-propenyl)-1,2,3-trimethoxy; Elemicine; 1,2,3-trimethoxy-5-allylbenzene (elemicin)
- 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, 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-5 MS | CP-Sil 5 CB | DB-5 | DB-1 | HP-5MS |
Column length (m) | 30. | 25. | 30. | 30. | 60. |
Carrier gas | Helium | Helium | Helium | Helium | Helium |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.15 | 0.25 | 0.25 | 0.25 |
Tstart (C) | 60. | 50. | 60. | 50. | 70. |
Tend (C) | 230. | 220. | 280. | 220. | 250. |
Heat rate (K/min) | 3. | 3. | 4. | 3. | |
Initial hold (min) | 2. | ||||
Final hold (min) | 2. | ||||
I | 1566. | 1553. | 1547. | 1548. | 1560. |
Reference | Pripdeevech and Saansoomchai, 2013 | Ameen, Usman, et al., 2011 | Georgiou, Koutsaviti, et al., 2010 | Xu, Tang, et al., 2010 | Males, Plazibat, et al., 2009 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5 | HP-5 | DB-5 | SLB-5 MS | HP-5 |
Column length (m) | 30. | 30. | 25. | 30. | 25. |
Carrier gas | Nitrogen | Nitrogen | Nitrogen | Helium | Helium |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.22 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Tstart (C) | 40. | 50. | 50. | 50. | 60. |
Tend (C) | 250. | 280. | 300. | 250. | 240. |
Heat rate (K/min) | 3. | 5. | 6.5 | 3. | 4. |
Initial hold (min) | 1. | 1. | 2. | 2. | 2. |
Final hold (min) | 10. | 1. | 7. | 10. | |
I | 1557. | 1562. | 1512. | 1546. | 1554. |
Reference | Rahimi-Nasrabadi, Gholivand, et al., 2009 | Bousaada, Ammar, et al., 2008 | Chieng, Assim, et al., 2008 | Lo Presti, Sciarrone, et al., 2008 | Verdian-rizi, 2008 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 | HP-5 MS | HP-5 | DB-5 | HP-5 |
Column length (m) | 30. | 30. | 30. | 30. | 60. |
Carrier gas | Helium | Helium | He | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.32 | 0.25 | 0.32 | 0.25 | 0.25 |
Tstart (C) | 60. | 50. | 60. | 40. | 60. |
Tend (C) | 250. | 230. | 250. | 260. | 250. |
Heat rate (K/min) | 5. | 3. | 5. | 4. | 3. |
Initial hold (min) | 30. | 10. | 30. | 5. | |
Final hold (min) | 10. | ||||
I | 1552. | 1554. | 1552. | 1552. | 1559. |
Reference | Yassa and Akhani, 2008 | Adams, Beauchamp, et al., 2007 | Yassa and Akhani, 2007 | Askari and Sefidkon, 2006 | Bertrand, Comte, et al., 2006 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-1 | DB-5 | CP Sil 5 CB | DB-1 | DB-1 |
Column length (m) | 30. | 30. | 30. | 60. | 25. |
Carrier gas | He | Helium | 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 | |
Tstart (C) | 50. | 60. | 60. | 40. | 50. |
Tend (C) | 265. | 260. | 300. | 250. | 250. |
Heat rate (K/min) | 2.5 | 3. | 5. | 4. | 3. |
Initial hold (min) | 1. | 4. | 3. | ||
Final hold (min) | 20. | ||||
I | 1512. | 1555. | 1520. | 1512. | 1531. |
Reference | Iranshahi, Amin, et al., 2006 | Javidnia, Miri, et al., 2006 | Kurowska and Galazka, 2006 | Sefidkon, Jamzad, et al., 2006 | Cégiéla-Carlioz, Bessière, et al., 2005 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5 | CP Sil 8 CB | HP-5 | SE-54 | DB-1 |
Column length (m) | 30. | 30. | 30. | 30. | 60. |
Carrier gas | He | He | Helium | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | 0.32 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | ||
Tstart (C) | 40. | 60. | 40. | 60. | 35. |
Tend (C) | 240. | 290. | 300. | 260. | 230. |
Heat rate (K/min) | 4. | 3. | 4. | 2. | 2. |
Initial hold (min) | 5. | 5. | 4. | ||
Final hold (min) | 5. | 25. | |||
I | 1552. | 1554. | 1546. | 1545. | 1515. |
Reference | Sefidkon and Jamzad, 2005 | Suárez, Vásquez, et al., 2005 | Utsunomia, Kawata, et al., 2005 | Kilic, Hafizoglu, et al., 2004 | Park, Lee, et al., 2004 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-1 | DB-1 | DB-1 | OV-101 | DB-1 |
Column length (m) | 60. | 60. | 60. | 50. | 50. |
Carrier gas | He | He | He | He | N2 |
Substrate | |||||
Column diameter (mm) | 0.32 | 0.32 | 0.32 | 0.2 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.5 | 0.25 |
Tstart (C) | 35. | 35. | 35. | 50. | 90. |
Tend (C) | 230. | 230. | 230. | 250. | 240. |
Heat rate (K/min) | 2. | 2. | 2. | 2. | 4. |
Initial hold (min) | 4. | 4. | 4. | ||
Final hold (min) | 25. | 25. | 25. | ||
I | 1516. | 1516. | 1517. | 1526. | 1517. |
Reference | Park, Lee, et al., 2004 | Park, Lee, et al., 2004 | Park, Lee, et al., 2004 | Orav, Kailas, et al., 2003 | Velasco-Negueruela, Pérez-Alonso, et al., 2003 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 | DB-5 | RSL-200 | DB-5 | SPB-1 |
Column length (m) | 30. | 30. | 30. | 30. | 50. |
Carrier gas | He | He | H2 | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | 0.2 |
Phase thickness (μm) | 0.32 | 0.25 | 0.25 | 0.25 | 0.33 |
Tstart (C) | 60. | 60. | 40. | 60. | 60. |
Tend (C) | 250. | 280. | 280. | 270. | 260. |
Heat rate (K/min) | 5. | 3. | 6. | 3. | 4. |
Initial hold (min) | 30. | 5. | |||
Final hold (min) | 30. | 5. | |||
I | 1560. | 1540. | 1514. | 1558. | 1512. |
Reference | Yassa, Akhani, et al., 2003 | Caredda, Marongiu, et al., 2002 | Jirovetz, Buchbauer, et al., 2002 | Palmeira, Conserva, et al., 2001 | Choo, Wong, et al., 1999 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-1 | DB-1 | DB-1 | DB-1 | DB-1 |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | He | 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 | |
Tstart (C) | 70. | 50. | 50. | 50. | 50. |
Tend (C) | 300. | 240. | 240. | 240. | 240. |
Heat rate (K/min) | 3. | 3. | 3. | 5. | 5. |
Initial hold (min) | 5. | 5. | 5. | 3. | 3. |
Final hold (min) | |||||
I | 1515. | 1519. | 1530. | 1530. | 1531. |
Reference | Guy and Vernin, 1996 | Shiota, 1993 | Shiota, 1993 | Shiota, 1993 | Shiota, 1993 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane 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.
Pripdeevech and Saansoomchai, 2013
Pripdeevech, P.; Saansoomchai, J.,
Antibacterial activity and chemical composition of essential oil and various extracts of Fagraea fragrans Roxb. flowers,
Chiang Mai J. Sci., 2013, 40, 2, 214-223. [all data]
Ameen, Usman, et al., 2011
Ameen, O.M.; Usman, L.A.; Oganija, F.S.; Hamid, A.A.; Muhammed, N.O.; Zubair, M.F.; Adebayo, S.A.,
Chemical composition of leaf essential oil of Annona senegalensis Pers. (Annonaceae) growing in North Central Nigeria,
Int. J. Biol. Chem. Sci., 2011, 5, 1, 375-379. [all data]
Georgiou, Koutsaviti, et al., 2010
Georgiou, C.; Koutsaviti, A.; Bazos, I.; Tzakou, O.,
Chemical composition of Echinophora tenuifolia subsp. sibthorpiana essential oil from Greece,
Rec. Nat. Prod., 2010, 4, 3, 167-170. [all data]
Xu, Tang, et al., 2010
Xu, X.; Tang, Z.; Liang, Y.,
Comparative analysis of plant essential oils by GC-MS coupled with integrated chemometric resolution methods,
Anal. Methods, 2010, 2, 4, 359-367, https://doi.org/10.1039/b9ay00213h
. [all data]
Males, Plazibat, et al., 2009
Males, Z.; Plazibat, M.; Bucar, F.,
Essential oil of Portanschlagiella ramosissima from Croatia, a rich source of myristicin,
Croat. Chem. Acta, 2009, 82, 4, 725-728. [all data]
Rahimi-Nasrabadi, Gholivand, et al., 2009
Rahimi-Nasrabadi, M.; Gholivand, M.B.; Batooli, H.; Vatanara, A.,
Chemical composition of the essential oil from leaves and flowering aerial parts of Psammogeton canscens (DC). Vake from Iran,
J. Medicinal Plants, 2009, 8, 31, 82-86. [all data]
Bousaada, Ammar, et al., 2008
Bousaada, O.; Ammar, S.; Saidana, D.; Chriaa, J.; Chraif, I.; Daami, M.; Helal, A.N.; Mighri, Z.,
Chemical composition and antimicrobial activity of volatile components from capitula and aerial parts of Rhaponticum acaule DC growing wild in Tunisia,
Microbiol. Res., 2008, 163, 1, 87-95, https://doi.org/10.1016/j.micres.2007.02.010
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Chieng, Assim, et al., 2008
Chieng, T.C.; Assim, Z.B.; Fasihuddin, B.A.,
Toxicity and antitermite activities of the essential oils from Piper sarmentosum,
The Malaysian J. Anal. Sci., 2008, 12, 1, 234-239. [all data]
Lo Presti, Sciarrone, et al., 2008
Lo Presti, M.; Sciarrone, D.; Crupi, M.C.; Costa, R.; Ragusa, S.; Dugo, G.; Mondello, L.,
Evaliation of the volatile and chiral composition in Pistacia lentiscus L. essential oil,
Flavour Fragr. J., 2008, 23, 4, 249-257, https://doi.org/10.1002/ffj.1878
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Verdian-rizi, 2008
Verdian-rizi, M.,
Phenological variations of Laurus nobilis L. essential oil from Iran,
Electronic J. Environ. Agricultural Food Chem., 2008, 7, 11, 3321-3325. [all data]
Yassa and Akhani, 2008
Yassa, N.; Akhani, H.,
The essential oils composition in two species of the genus Eriocycla Lindl. (Apiaceae) from Iran, 2008, retrieved from http://biology.ut.ac.ir/members/akhani/PdfReprintNumber/27.pdf. [all data]
Adams, Beauchamp, et al., 2007
Adams, R.P.; Beauchamp, P.S.; Dev, V.; Dutz, S.M.,
New Natural Products Isolated from One-Seeded Juniperus of the Southwestern United States: Isolation and Occurence of 2-Ethenyl-3-methyl Phanol and Its Derivatives,
J. Essent. Oil Res., 2007, 19, 2, 146-152, https://doi.org/10.1080/10412905.2007.9699247
. [all data]
Yassa and Akhani, 2007
Yassa, N.; Akhani, H.,
The essential oils composition in two species of the genus Eriocycla Lindl. (Apiaceae) from Iran, 2007, retrieved from http://biology.ut.ac.ir/members/akhani/PdfReprintNumber/27.pdf. [all data]
Askari and Sefidkon, 2006
Askari, F.; Sefidkon, F.,
Essential oil composition of Pimpinella affinis Ledeb. from two localities in Iran,
Flavour Fragr. J., 2006, 21, 5, 754-756, https://doi.org/10.1002/ffj.1619
. [all data]
Bertrand, Comte, et al., 2006
Bertrand, C.; Comte, G.; Piola, F.,
Solid-phase microextraction of volatile compounds from flowers of two Brunfelsia species,
Biochem. Syst. Ecol., 2006, 34, 5, 371-375, https://doi.org/10.1016/j.bse.2005.12.005
. [all data]
Iranshahi, Amin, et al., 2006
Iranshahi, M.; Amin, G.; Sourmaghi, M.S.; Shafiee, A.; Hadjiakhoondi, A.,
Sulphur-containing compounds in the essential oil of the root of Ferula persica Willd. var. persica,
Flavour Fragr. J., 2006, 21, 2, 260-261, https://doi.org/10.1002/ffj.1574
. [all data]
Javidnia, Miri, et al., 2006
Javidnia, K.; Miri, R.; Kamalinejad, M.; Mehdipour, A.R.,
Composition of the essential oil of Diplotaenia cachrydifolia Boiss. from Iran,
J. Ess. Oil Res., 2006, 18, 1, 86-87, https://doi.org/10.1080/10412905.2006.9699393
. [all data]
Kurowska and Galazka, 2006
Kurowska, A.; Galazka, I.,
Essential oil composition of the parsley seed of cultivars marketed in Poland,
Flavour Fragr. J., 2006, 21, 1, 143-147, https://doi.org/10.1002/ffj.1548
. [all data]
Sefidkon, Jamzad, et al., 2006
Sefidkon, F.; Jamzad, Z.; Mirza, M.,
Chemical composition of the essential oil of five Iranian Nepeta species (N. crispa, N. mahanensis, N. ispahanica, N. eremophila and N. rivularis),
Flavour Fragr. J., 2006, 21, 5, 764-767, https://doi.org/10.1002/ffj.1668
. [all data]
Cégiéla-Carlioz, Bessière, et al., 2005
Cégiéla-Carlioz, P.; Bessière, J.-M.; David, B.; Mariotte, A.-M.; Gibbons, S.; Dijoux-Franca, M.-G.,
Modulation of multi-drug resistance (MDR) in Staphylococcus aureus by Osha (Ligusticum porteri L., Apiaceae) essential oil compounds,
Flavour Fragr. J., 2005, 20, 6, 671-675, https://doi.org/10.1002/ffj.1584
. [all data]
Sefidkon and Jamzad, 2005
Sefidkon, F.; Jamzad, Z.,
Chemical composition of the essential oil of three Iranian Satureja species (S. mutica, S. macrantha and S. intermedia),
Food Chem., 2005, 91, 1, 1-4, https://doi.org/10.1016/j.foodchem.2004.01.027
. [all data]
Suárez, Vásquez, et al., 2005
Suárez, A.I.; Vásquez, L.J.; Manzano, M.A.; Compagnone, R.S.,
Essential oil composition of Croton cuneatus and Croton malambo growing in Venezuela,
Flavour Fragr. J., 2005, 20, 6, 611-614, https://doi.org/10.1002/ffj.1498
. [all data]
Utsunomia, Kawata, et al., 2005
Utsunomia, H.; Kawata, J.; Chanoki, W.; Shirakawa, N.; Miyazawa, M.,
Components of Essential Oil from Woods of Prunus mume Sieb. at Zucc.,
J. Oleo Sci., 2005, 54, 11, 609-612, https://doi.org/10.5650/jos.54.609
. [all data]
Kilic, Hafizoglu, et al., 2004
Kilic, A.; Hafizoglu, H.; Kollmannsberger, H.; Nitz, S.,
Volatile constituents and key odorants in leaves, buds, flowers, and fruits of Laurus nobilis L.,
J. Agric. Food Chem., 2004, 52, 6, 1601-1606, https://doi.org/10.1021/jf0306237
. [all data]
Park, Lee, et al., 2004
Park, B.-S.; Lee, K.-G.; Takeoka, G.R.,
Comparison of three sample preparation methods on the recovery of volatiles from taheebo (Tabebuia impetiginosa Martius ex DC),
Flavour Fragr. J., 2004, 19, 4, 287-292, https://doi.org/10.1002/ffj.1345
. [all data]
Orav, Kailas, et al., 2003
Orav, A.; Kailas, T.; Jegorova, A.,
Composition of the essential oil of dill, celery, and parsley from Estonia,
Proc. Est. Acad. Sci. Chem., 2003, 52, 4, 147-154. [all data]
Velasco-Negueruela, Pérez-Alonso, et al., 2003
Velasco-Negueruela, A.; Pérez-Alonso, M.J.; Pérez de Paz, P.L.; Palá-Paúl, J.; Sanz, J.,
Analysis by gas chromatography-mass spectrometry of the essential oils from the aerial parts of Rutheopsis herbanica (Bolle) Hans. Kunk., gathered in Fuerteventura (Canary Islands),
J. Chromatogr. A, 2003, 984, 1, 159-162, https://doi.org/10.1016/S0021-9673(02)01742-9
. [all data]
Yassa, Akhani, et al., 2003
Yassa, N.; Akhani, H.; Aqaahmadi, M.; Salimian, M.,
Essential oils from two endemic species of Apiaceae from Iran,
Z. Naturforsch. C:, 2003, 58, 459-463. [all data]
Caredda, Marongiu, et al., 2002
Caredda, A.; Marongiu, B.; Porcedda, S.; Soro, C.,
Supercritical carbon dioxide extraction and characterization of Laurus nobilis essential oil,
J. Agric. Food Chem., 2002, 50, 6, 1492-1496, https://doi.org/10.1021/jf0108563
. [all data]
Jirovetz, Buchbauer, et al., 2002
Jirovetz, L.; Buchbauer, G.; Ngassoum, M.B.; Geissler, M.,
Aroma compound analysis of Piper nigrum and Piper guineense essential oils from Cameroon using solid-phase microextraction-gas chromatography, solid-phase microextraction-gas chromatography-mass spectrometry and olfactometry,
J. Chromatogr. A, 2002, 976, 1-2, 265-275, https://doi.org/10.1016/S0021-9673(02)00376-X
. [all data]
Palmeira, Conserva, et al., 2001
Palmeira, S.F., Jr.; Conserva, L.M.; Andrade, E.H.A.; Guilhon, G.M.S.P.,
Analysis by GC-MS of the hexane extract of the aerial parts of Aristolochia acutifolia Duchtr.,
Flavour Fragr. J., 2001, 16, 2, 85-88, https://doi.org/10.1002/1099-1026(200103/04)16:2<85::AID-FFJ948>3.0.CO;2-2
. [all data]
Choo, Wong, et al., 1999
Choo, L.-C.; Wong, S.-M.; Liew, K.-Y.,
Essential oil of nutmeg pericarp,
J. Sci. Food Agric., 1999, 79, 13, 1954-1957, https://doi.org/10.1002/(SICI)1097-0010(199910)79:13<1954::AID-JSFA460>3.0.CO;2-I
. [all data]
Guy and Vernin, 1996
Guy, I.; Vernin, G.,
Minor compounds from Cistus ladaniferus L. essential oil from esterel. 2. Acids and phenols,
J. Essent. Oil Res., 1996, 8, 4, 455-462, https://doi.org/10.1080/10412905.1996.9700666
. [all data]
Shiota, 1993
Shiota, H.,
New esteric components in the volatiles of banana fruit (Musa sapientum L.),
J. Agric. Food Chem., 1993, 41, 11, 2056-2062, https://doi.org/10.1021/jf00035a046
. [all data]
Notes
Go To: Top, Normal alkane 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
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
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