1,3-Benzodioxole, 4,5-dimethoxy-6-(2-propenyl)-
- Formula: C12H14O4
- Molecular weight: 222.2372
- IUPAC Standard InChI: InChI=1S/C12H14O4/c1-4-5-8-6-9-11(16-7-15-9)12(14-3)10(8)13-2/h4,6H,1,5,7H2,2-3H3
- IUPAC Standard InChIKey: LIKYNOPXHGPMIH-UHFFFAOYSA-N
- CAS Registry Number: 484-31-1
- 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, 1-allyl-2,3-dimethoxy-4,5-(methylenedioxy)-; Dill apiol; Dill apiole; 1-Allyl-2,3-dimethoxy-4,5-methylenedioxybenzene; 6-Allyl-4,5-dimethoxy-1,3-benzodioxole
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
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Gas Chromatography
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
Kovats' RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5MS | 1633. | Siani, Ramos, et al., 1999 | 30. m/0.32 mm/0.25 μm, He, 70. C @ 5. min, 3. K/min; Tend: 250. C |
| Capillary | DB-5 | 1644. | da Silva, Zoghbi, et al., 1999 | 30. m/0.25 mm/0.25 μm, He, 4. K/min; Tstart: 60. C; Tend: 240. C |
| Capillary | BP-1 | 1613. | Ekundayo, Laakso, et al., 1988 | H2, 65. C @ 2. min, 5. K/min; Column length: 50. m; Column diameter: 0.33 mm; Tend: 220. C |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5MS | 1619. | Benkaci-Ali, Baaliouamer, et al., 2007 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 8. min, 2. K/min, 250. C @ 30. min |
| Capillary | HP-5 | 1625. | Javidnia, Miri, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 260. C |
| Capillary | RTX-1 | 1589. | Paolini, Costa, et al., 2005 | 60. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; Tstart: 60. C |
| Capillary | HP-5MS | 1622. | Pino, Mesa, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 2. min, 4. K/min, 250. C @ 20. min |
| Capillary | Optima 5 | 1615. | Vérité, Nacer, et al., 2004 | 25. m/0.25 mm/0.25 μm, He, 3. K/min, 280. C @ 20. min; Tstart: 60. C |
| Capillary | HP-5MS | 1621. | Mimica-Dukic, Kujundzic, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 280. C |
Van Den Dool and Kratz RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-5 | 1622. | Afsharypuor, Jeiran, et al., 1998 | 25. m/0.25 mm/0.25 μm, He; Program: 60C => 3C/min => 106C => 6C/min => 280C |
Van Den Dool and Kratz RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | RTX-Wax | 2327. | Paolini, Costa, et al., 2005 | 60. m/0.22 mm/0.25 μm, He, 2. K/min, 230. C @ 35. min; Tstart: 60. C |
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Optima-5 | 1625. | Al-Qudah, Muhaidat, et al., 2012 | 30. m/0.25 mm/0.25 μm, Helium, 60. C @ 1. min, 3. K/min; Tend: 246. C |
| Capillary | DB-5 | 1620. | Rahimi-Nasrabadi, Gholivand, et al., 2009 | 30. m/0.25 mm/0.25 μm, Nitrogen, 40. C @ 1. min, 3. K/min, 250. C @ 10. min |
| Capillary | HP-5 | 1620. | Yassa and Akhani, 2008 | 30. m/0.25 mm/0.32 μm, Helium, 60. C @ 30. min, 5. K/min; Tend: 250. C |
| Capillary | HP-5MS | 1622. | Ferhat, Meklati, et al., 2007 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 8. min, 2. K/min, 250. C @ 15. min |
| Capillary | BPX-5 | 1662. | Rali, Wossa, et al., 2007 | 50. m/0.22 mm/1. μm, He, 50. C @ 1. min, 4. K/min, 300. C @ 10. min |
| Capillary | HP-5 | 1620. | Yassa and Akhani, 2007 | 30. m/0.25 mm/0.32 μm, He, 60. C @ 30. min, 5. K/min; Tend: 250. C |
| Capillary | HP-5 | 1586. | Abdelwahed, Hayder, et al., 2006 | 30. m/0.25 mm/0.25 μm, N2, 50. C @ 3. min, 9. K/min, 280. C @ 3. min |
| Capillary | HP-5 | 1608. | Abdelwahed, Hayder, et al., 2006 | 30. m/0.25 mm/0.25 μm, N2, 50. C @ 3. min, 9. K/min, 280. C @ 3. min |
| Capillary | DB-5 | 1625. | Javidnia, Miri, et al., 2006 | 30. m/0.25 mm/0.25 μm, Helium, 3. K/min; Tstart: 60. C; Tend: 260. C |
| Capillary | HP-5 | 1611. | Miyazawa and Kawata, 2006 | 30. m/0.32 mm/0.25 μm, Helium, 4. K/min, 240. C @ 5. min; Tstart: 40. C |
| Capillary | CP Sil 5 CB | 1603. | Jassbi, Mehrdad, et al., 2005 | 30. m/0.25 mm/0.25 μm, N2, 5. K/min, 250. C @ 10. min; Tstart: 60. C |
| Capillary | HP-5MS | 1634. | Pourmortazavi, Ghadiri, et al., 2005 | 30. m/0.25 mm/0.32 μm, He, 60. C @ 3. min, 5. K/min; Tend: 250. C |
| Capillary | DB-5 | 1620. | Sefidkon and Jamzad, 2005 | He, 4. K/min; Column length: 30. m; Column diameter: 0.25 mm; Tstart: 40. C; Tend: 240. C |
| Capillary | HP-5MS | 1625. | Setzer, Noletto, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 5. min, 3. K/min; Tend: 280. C |
| Capillary | Methyl Silicone | 1620. | Rojas, Usubillaga, et al., 2004 | 60. m/0.25 mm/0.25 μm, He, 60. C @ 1. min, 4. K/min, 200. C @ 20. min |
| Capillary | HP-5 MS | 1620. | Royas, Usubillaga, et al., 2004 | 30. m/0.25 mm/0.25 μm, Helium, 60. C @ 1. min, 4. K/min, 200. C @ 20. min |
| Capillary | RSL-200 | 1602. | Jirovetz, Buchbauer, et al., 2003 | 30. m/0.25 mm/0.25 μm, H2, 40. C @ 2. min, 6. K/min, 280. C @ 10. min |
| Capillary | DB-5MS | 1624. | Maia, Taveira, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 240. C |
| Capillary | DB-1 | 1582. | Velasco-Negueruela, Pérez-Alonso, et al., 2003 | 50. m/0.25 mm/0.25 μm, N2, 4. K/min; Tstart: 90. C; Tend: 240. C |
| Capillary | HP-5 | 1628. | Yassa, Akhani, et al., 2003 | 30. m/0.25 mm/0.32 μm, He, 60. C @ 30. min, 5. K/min; Tend: 250. C |
| Capillary | DB-5 | 1620. | Zoghbi, Andrade, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 240. C |
| Capillary | RSL-200 | 1608. | Jirovetz, Buchbauer, et al., 2002 | 30. m/0.32 mm/0.25 μm, H2, 40. C @ 5. min, 6. K/min, 280. C @ 5. min |
| Capillary | DB-5 | 1625. | Maia, da Silva, et al., 2002 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 240. C |
| Capillary | DB-5MS | 1622. | Zoghbi, Andrade, et al., 2002 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 270. C |
| Capillary | DB-1 | 1597. | Senatore, Napolitano, et al., 2000 | 30. m/0.25 mm/0.25 μm, He, 40. C @ 5. min, 2. K/min, 260. C @ 2. min |
| Capillary | OV-101 | 1595. | Pateira, Nogueira, et al., 1999 | 50. m/0.25 mm/0.25 μm, He, 70. C @ 5. min, 2. K/min; Tend: 220. C |
| Capillary | DB-5MS | 1624. | Zoghbi, Andrade, et al., 1999 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 240. C |
| Capillary | DB-5 | 1628. | Maia, Zohhbi, et al., 1998 | 30. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 60. C; Tend: 240. C |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-5 | 1620. | Pontes, Silva, et al., 2010 | 30. m/0.25 mm/0.25 μm, Hydrogen; Program: 35 0C (2 min) 4 0C/min -> 180 0C 20 0C/min -> 280 0C |
| Capillary | HP-5 MS | 1631. | Sharifiar, Yassa, et al., 2010 | 30. m/0.25 mm/0.25 μm, Helium; Program: 50 0C (3 min) 3 0C/min -> 160 0C (10 min) 3 0C/min -> 240 0C |
| Capillary | Elite-5 MS | 1612. | Kapoor, Singh, et al., 2009 | 30. m/0.25 mm/0.25 μm, Helium; Program: 60 0C (1 min) 1.5 0C/min -> 185 0C (1 min) 9 0C/min -> 275 0C (2 min) |
| Capillary | HP-5 MS | 1610. | Sharififar, Mozaffarian, et al., 2007 | 30. m/0.25 mm/0.25 μm, Helium; Program: not specified |
| Capillary | HP-5MS | 1622. | Singh, Marimuthu, et al., 2006 | 30. m/0.25 mm/0.25 μm, He; Program: 60C => 1.5C/min => 185C(1min) => 9C/min => 275C(2min) |
| Capillary | SE-30 | 1595. | Vinogradov, 2004 | Program: not specified |
| Capillary | DB-5 | 1621. | Andrade, Maia, et al., 2000 | 30. m/0.25 mm/0.25 μm, He; Program: 40C => 2C/min => 60C => 4C/min => 260C |
Normal alkane RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Innowax | 2305. | Abdelwahed, Hayder, et al., 2006 | 30. m/0.25 mm/0.25 μm, N2, 50. C @ 3. min, 9. K/min, 280. C @ 3. min |
| Capillary | Innowax | 2310. | Abdelwahed, Hayder, et al., 2006 | 30. m/0.25 mm/0.25 μm, N2, 50. C @ 3. min, 9. K/min, 280. C @ 3. min |
| Capillary | DB-Wax | 2351. | Lee, Umano, et al., 2005 | 30. m/0.25 mm/0.25 μm, He, 3. K/min, 180. C @ 40. min; Tstart: 50. C |
| Capillary | HP-Innowax | 2338. | Velasco-Negueruela, Pérez-Alonso, et al., 2003 | 50. m/0.2 mm/0.2 μm, He, 5. K/min; Tstart: 70. C; Tend: 190. C |
| Capillary | CP-Wax 52CB | 2310. | Chagonda, Makanda, et al., 2000 | 50. m/0.30 mm/0.25 μm, He, 40. C @ 5. min, 3. K/min; Tend: 220. C |
| Capillary | TC-Wax | 2380. | Shuichi, Masazumi, et al., 1996 | 80. C @ 5. min, 3. K/min; Column length: 60. m; Column diameter: 0.25 mm; Tend: 240. C |
Normal alkane RI, polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-Innowax FSC | 2384. | Tabanca, Demirci, et al., 2006 | 60. m/0.25 mm/0.25 μm; Program: 60C(10min) => 4C/min => 220C (10min) => 1C/min => 240C |
| Capillary | Innowax FSC | 2384. | Kosar, Özek, et al., 2005 | 60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min => 220C(10min) => 1C/min => 240C |
| Capillary | Carbowax 20M | 2370. | Vinogradov, 2004 | Program: not specified |
| Capillary | Innowax | 2384. | Özcan, Akgül, et al., 2001 | 60. m/0.25 mm/0.25 μm, He; Program: 60C(10min) => 4C/min => 200C(10min) => 1C/min => 240C |
References
Go To: Top, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Siani, Ramos, et al., 1999
Siani, A.C.; Ramos, M.F.S.; Menezes-de-Lima, O., Jr.; Ribeiro-dos-Santos, R.; Fernadez-Ferreira, E.; Soares, R.O.A.; Rosas, E.C.; Susunaga, G.S.; Guimarães, A.C.; Zoghbi, M.G.B.; Henriques, M.G.M.O.,
Evaluation of anti-inflammatory-related activity of essential oils from the leaves and resin of species of Protium,
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Ekundayo, Laakso, et al., 1988
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Velasco-Negueruela, Pérez-Alonso, et al., 2003
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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),
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Yassa, Akhani, et al., 2003
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Zoghbi, Andrade, et al., 2003
Zoghbi, M.G.B.; Andrade, E.H.A.; da Silva, M.H.; Carreira, L.M.M.; Maia, J.G.S.,
Essential oils from three Myrcia species,
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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,
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Maia, da Silva, et al., 2002
Maia, J.G.S.; da Silva, M.H.L.; Andrade, E.H.A.; Zoghbi, M.G.B.; Carreira, L.M.M.,
Essential oils from Astronium urundeuva (Allemao) Engl. and A. fraxinifolium Schott ex Spreng.,
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. [all data]
Zoghbi, Andrade, et al., 2002
Zoghbi, M.G.B.; Andrade, E.H.A.; Maia, J.G.S.,
Volatile constituents from Adenocalymma alliaceum Miers and Petiveria alliacea L., two medicinal herbs of the Amazon,
Flavour Fragr. J., 2002, 17, 2, 133-135, https://doi.org/10.1002/ffj.1051
. [all data]
Senatore, Napolitano, et al., 2000
Senatore, F.; Napolitano, F.; Ozcan, M.,
Composition and antibacterial activity of the essential oil from Crithmum maritimum L. (Apiaceae) growing wild in Turkey,
Flavour Fragr. J., 2000, 15, 3, 186-189, https://doi.org/10.1002/1099-1026(200005/06)15:3<186::AID-FFJ889>3.0.CO;2-I
. [all data]
Pateira, Nogueira, et al., 1999
Pateira, L.; Nogueira, T.; Antunes, A.; Venancio, F.; Tavares, R.; Capelo, J.,
Two chemotypes of Crithmum maritimum L. from Portugal,
Flavour Fragr. J., 1999, 14, 5, 333-343, https://doi.org/10.1002/(SICI)1099-1026(199909/10)14:5<333::AID-FFJ839>3.0.CO;2-V
. [all data]
Zoghbi, Andrade, et al., 1999
Zoghbi, M.G.B.; Andrade, E.H.A.; Maia, J.G.S.,
Volatile constituents from leaves and flowers of Alpinia speciosa K. Schum. and A. purpurata (Viell.) Schum.,
Flavour Fragr. J., 1999, 14, 6, 411-414, https://doi.org/10.1002/(SICI)1099-1026(199911/12)14:6<411::AID-FFJ854>3.0.CO;2-U
. [all data]
Maia, Zohhbi, et al., 1998
Maia, J.G.S.; Zohhbi, M.G.B.; Andrade, E.H.A.; Santos, A.S.; da Silva, M.H.L.; Luz, A.I.R.; Bastos, C.N.,
Constituents of the essential oil of Piper aduncum L. growing wild in the Amazon region,
Flavour Fragr. J., 1998, 13, 4, 269-272, https://doi.org/10.1002/(SICI)1099-1026(1998070)13:4<269::AID-FFJ744>3.0.CO;2-A
. [all data]
Pontes, Silva, et al., 2010
Pontes, W.J.T.; Silva, J.M.O.; ds Camara, C.A.G.; Gondim-Junior, M.G.C.; Oliveira, J.V.,
Chemical composition and acaricidal activity of the essential oils from fruits and leaves of Protium bahianum Daly,
J. Essential Oil Res., 2010, 22, 3, 279-282, https://doi.org/10.1080/10412905.2010.9700324
. [all data]
Sharifiar, Yassa, et al., 2010
Sharifiar, F.; Yassa, N.; Mozaffarian, V.,
Bioactivity of major components from the seeds of Bunium persicum (Boiss.) Fedtch,
Pakistan J. Pharm. Sci., 2010, 23, 3, 300-304. [all data]
Kapoor, Singh, et al., 2009
Kapoor, I.; Singh, B.; Singh, G.; De Heluani, C.S.; De Lampasona, M.P.; Catalan, C.A.N.,
Chemistry and in vitro antioxidant activity of volatile oil and oleoresins of black pepper (Piper nigrum),
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. [all data]
Sharififar, Mozaffarian, et al., 2007
Sharififar, F.; Mozaffarian, V.; Moradkhani, S.,
Comparison of antioxidant and free radical scavenging activities of the essential oils from flowers and fruits of Otostegia persica Boiss.,
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. [all data]
Singh, Marimuthu, et al., 2006
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Antioxidant and biocidal activities of Carum nigrum (seed) essential oil, oleoresin, and their selected components,
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. [all data]
Vinogradov, 2004
Vinogradov, B.A.,
Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]
Andrade, Maia, et al., 2000
Andrade, E.H.A.; Maia, J.G.S.; Zoghbi, M.G.B.,
Aroma volatile constituents of Brazilian varieties of mango fruit,
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. [all data]
Lee, Umano, et al., 2005
Lee, S.-J.; Umano, K.; Shibamoto, T.; Lee, K.-G.,
Identification of volatile components in basil (Ocimum basilicum L.) and thyme leaves (Thymus vulgaris L.) and their antioxidant properties,
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. [all data]
Chagonda, Makanda, et al., 2000
Chagonda, L.S.; Makanda, C.; Chalchat, J.-C.,
The essential oils of wild and cultivated Cymbopogon validus (Stapf) Stapf ex Burtt Davy and Elionurus muticus (Spreng.) Kunth from Zimbabwe,
Flavour Fragr. J., 2000, 15, 2, 100-104, https://doi.org/10.1002/(SICI)1099-1026(200003/04)15:2<100::AID-FFJ874>3.0.CO;2-Y
. [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]
Tabanca, Demirci, et al., 2006
Tabanca, N.; Demirci, B.; Ozek, T.; Kirimer, N.; Can Baser, K.H.; Bedir, E.; Khan, I.A.; Wedge, D.E.,
Gas chromatographic-mass spectrometric analysis of essential oils from Pimpinella species gathered from Central and Northern Turkey,
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. [all data]
Kosar, Özek, et al., 2005
Kosar, M.; Özek, T.; Göger, F.; Kürkcüoglu, M.; Hüsnü Can Baser, K.,
Comparison of Microwave-Assisted Hydrodistillation and Hydrodistillation Methods for the Analysis of Volatile Secondary Metabolites,
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. [all data]
Özcan, Akgül, et al., 2001
Özcan, M.; Akgül, A.; Bascr, K.H.C.; Özck, T.; Tabanca, N.,
Essential oil composition of sea fennel (Crithmum maritimum) form Turkey,
Nahrung/Food, 2001, 45, 5, 353-356, https://doi.org/10.1002/1521-3803(20011001)45:5<353::AID-FOOD353>3.0.CO;2-4
. [all data]
Notes
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