Benzofuran, 6-ethenyl-4,5,6,7-tetrahydro-3,6-dimethyl-5-isopropenyl-, trans-

Formula: C₁₅H₂₀O
Molecular weight: 216.3187
IUPAC Standard InChI: InChI=1S/C15H20O/c1-6-15(5)8-14-12(11(4)9-16-14)7-13(15)10(2)3/h6,9,13H,1-2,7-8H2,3-5H3/t13-,15+/m0/s1
IUPAC Standard InChIKey: HICAMHOOTMOHPA-DZGCQCFKSA-N
CAS Registry Number: 17910-09-7
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: 5-Isopropenyl-3,6-dimethyl-6-vinyl-4,5,6,7-tetrahydro-1-benzofuran, trans-; Curzerene; Isogermafurene; (5R,6R)-3,6-Dimethyl-5-(prop-1-en-2-yl)-6-vinyl-4,5,6,7-tetrahydrobenzofuran; isofuranogermacrene
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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	1480.	Raina, Srivastava, et al., 2002	25. m/0.55 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	HP-5	1495.	Bertoli, Pistelli, et al., 2004	30. m/0.25 mm/0.25 μm, N2, 60. C @ 10. min, 5. K/min; T_end: 220. 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	1510.5	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	HP-Wax	1888.	Bertoli, Pistelli, et al., 2004	30. m/0.25 mm/0.25 μm, N2, 60. C @ 10. min, 5. K/min; T_end: 220. C

Normal alkane RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1498.	Rodriques, Amorim, et al., 2013	30. m/0.25 mm/0.25 μm, Helium, 3. K/min; T_start: 60. C; T_end: 240. C
Capillary	Elite-1	1494.	Raj, Baby, et al., 2008	30. m/0.32 mm/0.25 μm, Helium, 3. K/min; T_start: 60. C; T_end: 246. C
Capillary	DB-5	1498.	Sylvestre, Pichette, et al., 2007	30. m/0.25 mm/0.25 μm, 2. K/min, 250. C @ 33. min; T_start: 40. C
Capillary	DB-5MS	1470.	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-5	1496.	Morteza-Semnani and Saeedi, 2003	30. m/0.25 mm/0.25 μm, He, 60. C @ 5. min, 4. K/min; T_end: 275. C

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

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Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1499.	Rodriques, Amorim, et al., 2013	30. m/0.25 mm/0.25 μm, Helium; Program: not specified
Capillary	Elite-1	1499.	Raj, Baby, et al., 2008	30. m/0.32 mm/0.25 μm, Helium; Program: not specified
Capillary	DB-5	1506.	Hamm, Bleton, et al., 2004	30. m/0.25 mm/0.25 μm, He; Program: 40C(1min) => 9C/min => 130C => 2C/min => 230C
Capillary	DB-1	1478.	de Morais, Craveiro, et al., 1996	Helium; Column length: 30. m; Column diameter: 0.25 mm; Program: 35 0C 4 0C/min -> 180 0C 10 0C/min -> 250 0C

Normal alkane RI, polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	Supelcowax-10	1874.	Sylvestre, Pichette, et al., 2007	30. m/0.25 mm/0.25 μm, 2. K/min, 250. C @ 33. min; T_start: 40. C
Capillary	DB-Wax	1898.	Molleken U., Sinnwell V., et al., 1998	30. m/0.25 mm/0.25 μm, N2, 3. K/min; T_start: 45. C; T_end: 220. C
Capillary	DB-Wax	1885.	Mölleken, Sinnwell, et al., 1998	30. m/0.25 mm/0.25 μm, N2, 3. K/min; T_start: 45. C; T_end: 220. C

References

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Raina, Srivastava, et al., 2002
Raina, V.K.; Srivastava, S.K.; Jain, N.; Ahmad, A.; Syamasundar, K.V.; Aggarwal, K.K., Essential oil composition of Curcuma longa L. cv. Roma from the plains of northern India, Flavour Fragr. J., 2002, 17, 2, 99-102, https://doi.org/10.1002/ffj.1053 . [all data]

Bertoli, Pistelli, et al., 2004
Bertoli, A.; Pistelli, L.; Morelli, I.; Fraternale, D.; Giamperi, L.; Ricci, D., Volatile constituents of different parts (roots, stems and leaves) of Smyrnium olusatrum L., Flavour Fragr. J., 2004, 19, 6, 522-525, https://doi.org/10.1002/ffj.1382 . [all data]

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

Rodriques, Amorim, et al., 2013
Rodriques, K.A. da.F.; Amorim, L.V.; de Oliveira, J.M.G.; Dias, C.N.; Moraes, D.F.C.; Andrade, E.H. deA.; Maia, J.G.S.; Carneiro, S.M.P.; Carvalho, F.A. deA., Eugenia uniflora L. essential oil as a potential anti-Leishmania agent: effect on Leishmania amazonensis and possible mechanism of action, Evidence-Based Complementary and Alternative Medicine, 2013, 2013, 1-10, https://doi.org/10.1155/2013/279726 . [all data]

Raj, Baby, et al., 2008
Raj, G.; Baby, S.; Dan, M.; Thaha, A.R.M.; Sethuraman, M.G.; George, V., Volatile constituents from the rhisomes of Curcuma haritha Mangaly and Sabu from Sauthern India, Flavour Fragr. J., 2008, 23, 5, 348-352, https://doi.org/10.1002/ffj.1891 . [all data]

Sylvestre, Pichette, et al., 2007
Sylvestre, M.; Pichette, A.; Longtin, A.; Martin, M.-A.C.; Bercion, S.R.; Legault, J., Chemical composition of leaf essential oil of Hedyosmum arborescens and evaluation of its anticancer activity, Natural Product Communications, 2007, 2, 12, 1269-1272. [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]

Morteza-Semnani and Saeedi, 2003
Morteza-Semnani, K.; Saeedi, M., Constituents of the essential oil of Commiphora myrrha (Nees) Engl. var. molmol, J. Essent. Oil Res., 2003, 15, 1, 50-51, https://doi.org/10.1080/10412905.2003.9712264 . [all data]

Hamm, Bleton, et al., 2004
Hamm, S.; Bleton, J.; Tchapla, A., Headspace solid phase microextraction for screening for the presence of resins in Egyptian archaeological samples, J. Sep. Sci., 2004, 27, 3, 235-243, https://doi.org/10.1002/jssc.200301611 . [all data]

de Morais, Craveiro, et al., 1996
de Morais, S.M.; Craveiro, A.A.; Machado, M.I.L.M.; Alencar, J.W.; Matos, J.A., Volatile constituents of Eugenia unifluora leaf oil from Notheastern Brazil, J. Ess. Oil Res., 1996, 8, 4, 449-451, https://doi.org/10.1080/10412905.1996.9700664 . [all data]

Molleken U., Sinnwell V., et al., 1998
Molleken U.; Sinnwell V.; Kubeczka K.H., TThe essential oil composition of fruits from Smyrnium perfoliatum, Phytochemistry, 1998, 47, 6, 1079-1083, https://doi.org/10.1016/S0031-9422(98)80076-9 . [all data]

Mölleken, Sinnwell, et al., 1998
Mölleken, U.; Sinnwell, V.; Kubeczka, K.-H., Essential oil composition of Smyrnium olusatrum, Phytochemistry, 1998, 49, 6, 1709-1714, https://doi.org/10.1016/S0031-9422(98)00195-2 . [all data]

Notes

Go To: Top, Gas Chromatography, References

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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