Asarone

Formula: C₁₂H₁₆O₃
Molecular weight: 208.2536
IUPAC Standard InChI: InChI=1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3/b6-5+
IUPAC Standard InChIKey: RKFAZBXYICVSKP-AATRIKPKSA-N
CAS Registry Number: 2883-98-9
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.
Species with the same structure:
- (E)-Azarone
Stereoisomers:
- β-Asarone
Other names: (E)-2,4,5-Trimethoxypropenylbenzene; trans-2,4,5-Trimethoxypropenylbenzene; Benzene, 1,2,4-trimethoxy-5-(1-propenyl)-, (E)-; Benzene, 1,2,4-trimethoxy-5-propenyl-, (E)-; Asaron; Asarone, trans-; α-Asarone; trans-Asarone; Asarum camphor; Benzene, 1,2,4-trimethoxy-5-propenyl-, trans-; Etherophenol; trans-Isoasarone; E-2,4,5-Trimethoxy-prop-1-enylbenzene; (E)-Asarone; trans-Isoasaron; (E)-1,2,4-Trimethoxy-5-(prop-1-en-1-yl)benzene; 1,2,4-Trimethoxy-5-[(1E)-1-propenyl]benzene; (E)-Azarone; (E)-1,2,4-trimethoxy-5-prop-1-enylbenzene
Information on this page:
Other data available:
- Mass spectrum (electron ionization)
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Gas Chromatography

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	BP-1	1650.	Raina, Srivastava, et al., 2003	25. m/0.32 mm/0.25 μm, N2, 5. K/min, 220. C @ 15. min; T_start: 60. C

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	BP-1	1646.	Boti, Koukoua, et al., 2007	50. m/0.22 mm/0.25 μm, He, 2. K/min, 220. C @ 20. min; T_start: 60. C
Capillary	DB-5MS	1703.	Radulovic, Misic, et al., 2007	30. m/0.25 mm/0.25 μm, H2, 4.3 K/min; T_start: 40. C; T_end: 285. C
Capillary	DB-1	1678.	bin Jantan, Yalvema, et al., 2005	25. m/0.25 mm/0.25 μm, 60. C @ 10. min, 3. K/min, 180. C @ 10. min
Capillary	DB-5	1693.	Zhang, Xu, et al., 2005	30. m/0.25 mm/0.25 μm, N2, 45. C @ 10. min, 2.5 K/min, 180. C @ 20. min
Capillary	BP-1	1638.	Gonny, Bradesi, et al., 2004	50. m/0.22 mm/0.25 μm, 2. K/min, 220. C @ 20. min; T_start: 60. C
Capillary	HP-5	1678.	Oprean, Tamas, et al., 1998	He, 3. K/min; Column diameter: 0.26 mm; Phase thickness: 0.25 μm; T_start: 60. C; T_end: 240. C

Van Den Dool and Kratz RI, non-polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	HP-5MS	1688.3	Andriamaharavo, 2014	30. m/0.25 mm/0.25 μm, He; Program: 60C (1 min) => 5 C/min => 210C => 10 C/min => 280C (15 min)

Van Den Dool and Kratz RI, polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	BP-20	2459.	Boti, Koukoua, et al., 2007	50. m/0.22 mm/0.25 μm, He, 2. K/min, 220. C @ 20. min; T_start: 60. C
Capillary	BP-20	2463.	Gonny, Bradesi, et al., 2004	50. m/0.22 mm/0.25 μm, 2. K/min, 220. C @ 20. min; T_start: 60. C

Normal alkane RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	DB-5 MS	1646.	Mesa-Arango, Betancur-Galvis, et al., 2010	60. m/0.25 mm/0.25 μm, Helium, 40. C @ 15. min, 5. K/min, 250. C @ 15. min
Capillary	DB-5MS	1645.	Marongiu, Piras, et al., 2005	30. m/0.25 mm/0.25 μm, He, 60. C @ 30. min, 3. K/min; T_end: 280. C
Capillary	DB-1	1678.	bin Jantan, Ayop, et al., 2004	25. m/0.25 mm/0.25 μm, 60. C @ 10. min, 3. K/min, 180. C @ 10. min
Capillary	HP-5	1681.	Yassa, Akhani, et al., 2003	30. m/0.25 mm/0.32 μm, He, 60. C @ 30. min, 5. K/min; T_end: 250. C

Normal alkane RI, non-polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	HP-5 MS	1678.	Bai, Liu, et al., 2011	30. m/0.25 mm/0.25 μm, Helium; Program: 60 0C (1 min) 10 0C/min -> 180 0C (1 min) 20 0C/min -> 280 0C (15 min)

Normal alkane RI, polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	CP-Wax	2445.	Ka, Choi, et al., 2005	30. m/0.32 mm/0.25 μm, He, 40. C @ 2. min, 5. K/min; T_end: 180. C

References

Go To: Top, Gas Chromatography, Notes

Raina, Srivastava, et al., 2003
Raina, V.K.; Srivastava, S.K.; Syamasunder, K.V., Essential oil composition of Acorus calamus L. from the lower region of the Himalayas, Flavour Fragr. J., 2003, 18, 1, 18-20, https://doi.org/10.1002/ffj.1136 . [all data]

Boti, Koukoua, et al., 2007
Boti, J.B.; Koukoua, G.; N'Guessan, T.Y.; Casanova, J., Chemical variability of Conyza sumatrensis and Microglossa pyrifolia from Côte d'Ivoire, Flavour Fragr. J., 2007, 22, 1, 27-31, https://doi.org/10.1002/ffj.1743 . [all data]

Radulovic, Misic, et al., 2007
Radulovic, N.; Misic, M.; Aleksic, J.; Dokovic, D.; Palic, R.; Stojanovic, G., Antimicrobial synergism and antagonism of salicylaldehyde in Filipendula vulgaris essential oil, Fitoterapia, 2007, 78, 7-8, 565-570, https://doi.org/10.1016/j.fitote.2007.03.022 . [all data]

bin Jantan, Yalvema, et al., 2005
bin Jantan, I.; Yalvema, M.F.; Ahmad, N.W.; Jamal, J.A., Insecticidal activities of the leaf oils of eight Cinnamomum species against Aedes aegypti and Aedes albopictus, Pharm. Biol., 2005, 43, 6, 526-532, https://doi.org/10.1080/13880200500220771 . [all data]

Zhang, Xu, et al., 2005
Zhang, F.; Xu, Q.; Fu, S.; Ma, X.; Xiao, H.; Liang, X., Chemical constituents of the essential oil of Asarum forbesii Maxim (Aristolochiaceae), Flavour Fragr. J., 2005, 20, 3, 318-320, https://doi.org/10.1002/ffj.1423 . [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]

Oprean, Tamas, et al., 1998
Oprean, R.; Tamas, M.; Sandulescu, R.; Roman, L., Essential oils analysis. I. Evaluation of essential oils composition using both GC and MS fingerprints, J. Pharm. Biomed. Anal., 1998, 18, 4-5, 651-657, https://doi.org/10.1016/S0731-7085(98)00283-0 . [all data]

Andriamaharavo, 2014
Andriamaharavo, N.R., Retention Data. NIST Mass Spectrometry Data Center., NIST Mass Spectrometry Data Center, 2014. [all data]

Mesa-Arango, Betancur-Galvis, et al., 2010
Mesa-Arango, A.C.; Betancur-Galvis, L.; Montiel, J.; Bueno, J.G.; Baena, A.; Duran, D.C.; Martinez, J.R.; Stashenko, E.E., Antifungal activity and chemical composition of the essential oils of Lippia alba (Miller) N.E. Brown grown in different regions of Colombia, J. Essential Oil Res., 2010, 22, 6, 568-574, https://doi.org/10.1080/10412905.2010.9700402 . [all data]

Marongiu, Piras, et al., 2005
Marongiu, B.; Piras, A.; Porcedda, S.; Scorciapino, A., Chemical composition of the essential oil and supercritical CO₂ extract of Commiphora myrrha (Nees) Engl. and of Acorus calamus L., J. Agric. Food Chem., 2005, 53, 20, 7939-7943, https://doi.org/10.1021/jf051100x . [all data]

bin Jantan, Ayop, et al., 2004
bin Jantan, I.; Ayop, N.; Mohd Ali, N.A.; Ahmad, A.S.; Yalvema, M.F.; Muhammad, K.; Azizi, A.R., The essential oils of Cinnamomum rhyncophyllum Miq. as natural sources of benzyl benzoate, safrole and methyl (E)-cinnamate, Flavour Fragr. J., 2004, 19, 3, 260-262, https://doi.org/10.1002/ffj.1301 . [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]

Bai, Liu, et al., 2011
Bai, C.Q.; Liu, Z.L.; Liu, Q.Z., Nematicidal constituents from the essential oil of Chenopodium ambrosioides aerial parts, E-Journal of Chemistry, 2011, 8, S1, s143-s148, https://doi.org/10.1155/2011/470862 . [all data]

Ka, Choi, et al., 2005
Ka, M.-H.; Choi, E.H.; Chun, H.-S.; Lee, K.-G., Antioxidative Activity of Volatile Extracts Isolated from Angelica tenuissimae Roots, Peppermint Leaves, Pine Needles, and Sweet Flag Leaves, J. Agric. Food Chem., 2005, 53, 10, 4124-4129, https://doi.org/10.1021/jf047932x . [all data]

Notes

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Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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