Naphthalene, 1,2,3,5,6,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-, (1S-cis)-

Formula: C₁₅H₂₄
Molecular weight: 204.3511
IUPAC Standard InChI: InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,13,15H,5-8H2,1-4H3/t13-,15+/m1/s1
IUPAC Standard InChIKey: FUCYIEXQVQJBKY-HIFRSBDPSA-N
CAS Registry Number: 483-76-1
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.
Stereoisomers:
Other names: Cadina-1(10),4-diene; δ-Cadinene, (+)-; (+)-δ-Cadinene; δ-Cadinene; [1S,cis]-Naphthalene,1,2,3,5,6,8a-hexahydro-4,7-dimethyl-1-[1-methylethyl]; (1S,8aR)-1-Isopropyl-4,7-dimethyl-1,2,3,5,6,8a-hexahydronaphthalene; 1,2,3,5,6,8a-Hexahydro-4,7-dimethyl-1-(1-methylethyl)naphthalene
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Other data available:
- Mass spectrum (electron ionization)
- Gas Chromatography
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Van Den Dool and Kratz RI, polar column, temperature ramp

Go To: Top, References, Notes

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	BP-20	BP-20	HP-Innowax	BP-20	HP-20M
Column length (m)	50.	50.	30.	50.	50.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.22	0.22	0.25	0.22	0.2
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.2
T_start (C)	60.	60.	60.	60.	70.
T_end (C)	220.	220.	280.	220.	180.
Heat rate (K/min)	2.	2.	3.	2.	4.
Initial hold (min)					4.
Final hold (min)	20.	20.		20.	15.
I	1752.	1750.	1764.	1753.	1722.
Reference	Boti, Koukoua, et al., 2007	Duquesnoy, Castola, et al., 2007	Kundakovic, Fokialakis, et al., 2007	Lesueur, de Rocca Serra, et al., 2007	Maric, Jukic, et al., 2007
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	RTX-Wax	RTX-Wax	RTX-Wax	HP-20M	HP-20M
Column length (m)	60.	60.	60.	50.	50.
Carrier gas	He	He	He	Helium	He
Substrate
Column diameter (mm)	0.22	0.22	0.22	0.20	0.2
Phase thickness (μm)	0.25	0.25	0.25	0.20	0.2
T_start (C)	60.	60.	60.	70.	70.
T_end (C)	230.	230.	230.	180.	180.
Heat rate (K/min)	2.	2.	2.	4.	4.
Initial hold (min)				4.	4.
Final hold (min)	30.	35.	35.	15.	15.
I	1752.	1748.	1748.	1715.	1724.
Reference	Muselli, Rossi, et al., 2007	Paolini J., Costa J., et al., 2007	Paolini, Muselli, et al., 2007	Politeo, Jukic, et al., 2007	Politeo, Jukic, et al., 2007, 2
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-Innowax	HP-Innowax	DB-Wax	BP-20	BP-20
Column length (m)	60.	30.	30.	50.	50.
Carrier gas	He	He	He		He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.22	0.22
Phase thickness (μm)	0.25	0.5	0.25	0.25	0.25
T_start (C)	50.	60.	40.	60.	60.
T_end (C)	220.	260.	250.	220.	220.
Heat rate (K/min)	4.	3.	3.	2.	2.
Initial hold (min)	4.		5.
Final hold (min)	10.		10.	20.	20.
I	1764.	1765.	1762.	1758.	1745.
Reference	Quijano, Linares, et al., 2007	Saroglou, Marin, et al., 2007	Aromdee and Sriubolmas, 2006	Blanc, Bradesi, et al., 2006	Boti, Bighelli, et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	RTX-Wax	Polyethylene Glycol	BP-20	HP-Wax	BP-20
Column length (m)	60.	30.	50.	30.	50.
Carrier gas	He	N2	He	N2	He
Substrate
Column diameter (mm)	0.22	0.32	0.22	0.25	0.22
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	50.	60.	60.	60.
T_end (C)	230.	230.	220.	220.	220.
Heat rate (K/min)	2.	2.	2.	5.	2.
Initial hold (min)		10.		10.
Final hold (min)	45.	15.	20.		20.
I	1758.	1787.	1753.	1752.	1754.
Reference	Cavalli, Tomi, et al., 2006	Dob, Dahmane, et al., 2006	Duquesnoy, Dinh, et al., 2006	Flamini, Tebano, et al., 2006	Gonny, Cavaleiro, et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-Wax	RTX-Wax	Supelcowax-10	PEG-20M	Supelcowax-10
Column length (m)	60.	60.	30.	25.	30.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.32	0.22	0.2	0.25	0.2
Phase thickness (μm)	0.25	0.25	0.2	0.3	0.2
T_start (C)	35.	60.	70.	50.	70.
T_end (C)	220.	230.	220.	220.	220.
Heat rate (K/min)	3.	2.	3.	3.	3.
Initial hold (min)				1.
Final hold (min)		35.	15.	5.	15.
I	1758.	1724.	1751.	1746.	1751.
Reference	Pala-Paul, Copeland, et al., 2006	Paolini J., Desjobert J.M., et al., 2006	Pinto, Pina-Vaz, et al., 2006	Rubiolo P., Matteodo M., et al., 2006	Salgueiro L.R., Pinto E., et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-Wax	BP-20	RTX-Wax	PEG	BP-20
Column length (m)	30.	50.	60.	30.	50.
Carrier gas	He	He		N2	He
Substrate
Column diameter (mm)	0.25	0.22	0.22	0.32	0.22
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	40.	60.	60.	50.	60.
T_end (C)	250.	220.	220.	220.	220.
Heat rate (K/min)	3.	2.	2.	2.	2.
Initial hold (min)				3.
Final hold (min)	20.	20.	20.	15.	20.
I	1722.	1757.	1719.	1777.	1752.
Reference	Berlinet, Ducruet, et al., 2005	Boti J.B., Koukoua G., et al., 2005	Cozzani, Muselli, et al., 2005	Dob, Berramdane, et al., 2005	Ferrari, Tomi, et al., 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	Innowax	RTX-Wax	Supelcowax-10	BP-20	HP-Wax
Column length (m)	50.	60.	30.	50.	30.
Carrier gas	He	He	He	He	N2
Substrate
Column diameter (mm)	0.25	0.22	0.25	0.22	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	50.	60.	60.	60.	60.
T_end (C)	220.	230.	240.	230.	220.
Heat rate (K/min)	2.	2.	3.	2.	5.
Initial hold (min)	3.		5.		10.
Final hold (min)	20.	35.	10.	35.
I	1747.	1748.	1744.	1755.	1760.
Reference	Lee, Lee, et al., 2005	Paolini, Costa, et al., 2005	Riu-Aumatell, Lopez-Tamames, et al., 2005	Vellutini, Baldovini, et al., 2005	Bertoli, Pistelli, et al., 2004
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-Wax	Supelcowax-10	HP-Wax	HP-Wax	HP-Wax
Column length (m)	60.	30.	30.	30.	30.
Carrier gas	He	He	He	N2	N2
Substrate
Column diameter (mm)	0.32	0.2	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.2	0.25	0.25	0.25
T_start (C)	32.	70.	60.	60.	60.
T_end (C)	220.	220.	240.	240.	240.
Heat rate (K/min)	3.	3.	3.	3.	3.
Initial hold (min)
Final hold (min)		15.
I	1769.	1752.	1764.	1744.	1764.
Reference	Brophy, Goldsack, et al., 2004	Cavaleiro, Salgueiro, et al., 2004	Flamini, Bader, et al., 2004	Flamini, Cioni, et al., 2004	Flamini, Cioni, et al., 2004
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-Wax	BP-20	HP-Innowax	HP-20M	BP-20
Column length (m)	30.	50.	30.	50.	50.
Carrier gas	N2		He	He	He
Substrate
Column diameter (mm)	0.25	0.22	0.25	0.2	0.22
Phase thickness (μm)	0.25	0.25	0.5	0.2	0.25
T_start (C)	60.	60.	60.	70.	60.
T_end (C)	220.	220.	260.	180.	220.
Heat rate (K/min)	5.	2.	3.	4.	2.
Initial hold (min)	10.			4.
Final hold (min)		20.		10.	20.
I	1756.	1755.	1767.	1729.	1747.
Reference	Flamini, Luigi Cioni, et al., 2004	Gonny, Bradesi, et al., 2004	Grujic-Jovanovic, Skaltsa, et al., 2004	Skocibusic and Bezic, 2004	Tam, Thuam, et al., 2004
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-Wax	HP-Wax	BP-20	Carbowax 20M	HP-Wax
Column length (m)	30.	30.	50.	25.	30.
Carrier gas	He	N2	He	He	N2
Substrate
Column diameter (mm)	0.25	0.25	0.22	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.3	0.25
T_start (C)	40.	60.	60.	50.	60.
T_end (C)	200.	220.	230.	200.	220.
Heat rate (K/min)	4.	5.	2.	3.	5.
Initial hold (min)	5.	10.		1.	10.
Final hold (min)	20.		35.	20.
I	1737.	1756.	1747.	1752.	1764.
Reference	Yu, Kim, et al., 2004	Bader, Caponi, et al., 2003	Bianchini, Tomi, et al., 2003	Bicchi, Rubiolo, et al., 2003	Campeol, Flamini, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-Wax	RTX-Wax	HP-20M	HP-20M	RTX-Wax
Column length (m)	30.	60.	50.	50.	30.
Carrier gas	N2	He	He	He	He
Substrate
Column diameter (mm)	0.25	0.22	0.2	0.2	0.25
Phase thickness (μm)	0.25	0.25	0.2	0.2	0.25
T_start (C)	60.	60.	70.	70.	45.
T_end (C)	220.	230.	180.	180.	250.
Heat rate (K/min)	5.	2.	4.	5.	3.
Initial hold (min)	10.		4.	4.	6.
Final hold (min)		45.	10.	10.
I	1764.	1745.	1732.	1729.	1734.
Reference	Campeol, Flamini, et al., 2003	Cavalli, Tomi, et al., 2003	Jerkovic, Mastelic, et al., 2003	Radonic and Milso, 2003	Shellie, Marriott, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-Innowax	HP20Wax	Innowax	RTX-Wax	AT-Wax
Column length (m)	30.	50.	30.	30.	60.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.25	0.2	0.25	0.25	0.32
Phase thickness (μm)	0.5	0.2	0.5	0.25	0.25
T_start (C)	60.	70.	60.	45.	65.
T_end (C)	260.	180.	260.	250.	250.
Heat rate (K/min)	3.	4.	3.	3.	2.
Initial hold (min)		4.		6.	10.
Final hold (min)		10.	10.	10.	60.
I	1765.	1729.	1761.	1722.	1741.
Reference	Skaltsa, Demetzos, et al., 2003	Skocibusic and Bezic, 2003	Couladis, Chinou, et al., 2002	Mondello, Zappia, et al., 2002	Pino, Marbot, et al., 2002
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-Innowax	HP-Innowax	HP-20M	AT-Wax	BP-20
Column length (m)	30.	30.	50.	60.	50.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.20	0.32	0.22
Phase thickness (μm)	0.50	0.50	0.20	0.25	0.25
T_start (C)	60.	60.	70.	65.	60.
T_end (C)	260.	260.	180.	250.	220.
Heat rate (K/min)	3.	3.	4.	2.	2.
Initial hold (min)			4.	10.
Final hold (min)	10.		10.	60.	20.
I	1763.	1761.	1729.	1741.	1746.
Reference	Couladis, Baziou, et al., 2001	Couladis, Tzakou, et al., 2001	Milos, Radonic, et al., 2001	Pino, Marbot, et al., 2001	Rezzi, Bighelli, et al., 2001
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-Wax	DB-Wax	DB-Wax	DB-Wax	BP-20
Column length (m)	60.	60.	60.	30.	50.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.50	0.53	0.53	0.25	0.22
Phase thickness (μm)	1.0	1.0	1.0	0.25	0.25
T_start (C)	60.	50.	50.	40.	60.
T_end (C)	225.	220.	220.	200.	230.
Heat rate (K/min)	3.	3.	3.	2.	2.
Initial hold (min)				5.
Final hold (min)				20.	35.
I	1758.	1758.	1758.	1708.	1745.
Reference	Brophy, Goldsack, et al., 2000	Brophy, Goldsack, et al., 2000, 2	Brophy, Goldsack, et al., 2000, 3	Kim, Thuy, et al., 2000	Lota, de Rocca Serra, et al., 2000
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	BP-20	HP-20M	Megawax	DB-Wax	DB-Wax
Column length (m)	50.	50.	30.	60.	60.
Carrier gas	He		He	He	He
Substrate
Column diameter (mm)	0.22	0.2	0.25	0.53	0.53
Phase thickness (μm)	0.25	0.2	0.25
T_start (C)	60.	70.	40.	50.	50.
T_end (C)	230.	180.	220.	220.	220.
Heat rate (K/min)	2.	4.	2.	3.	3.
Initial hold (min)		4.	6.
Final hold (min)	35.	10.	10.
I	1746.	1716.	1720.	1758.	1758.
Reference	Lota, de Rocca Serra, et al., 2000	Milos and Radonic, 2000	Verzera, Trozzi, et al., 2000	Brophy, Goldsack, et al., 1999	Brophy, Goldsack, et al., 1999, 2
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	CP-Wax 52CB	CP-Wax 52CB	CP-Wax 52CB	Innowax	Carbowax 20M
Column length (m)	50.	50.	50.	60.	25.
Carrier gas				He	H2
Substrate
Column diameter (mm)	0.32	0.32	0.32	0.25	0.25
Phase thickness (μm)				0.25	0.3
T_start (C)	60.	60.	40.	50.	50.
T_end (C)	220.	220.	220.	180.	200.
Heat rate (K/min)	4.	4.	4.	2.5	3.
Initial hold (min)	5.	5.	5.	5.	1.
Final hold (min)	30.	30.	30.		20.
I	1731.	1745.	1745.	1768.	1754.
Reference	Chevance and Farmer, 1999	Chevance and Farmer, 1999, 2	Chevance and Farmer, 1999, 2	Stashenko, Cervantes, et al., 1999	Bicchi, Rubiolo, et al., 1998
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-Wax	SP-1000	DB-Wax	DB-Wax	DB-Wax
Column length (m)	60.	85.	60.	60.	60.
Carrier gas	He	He	He	He
Substrate
Column diameter (mm)	0.32	0.5	0.32	0.32	0.25
Phase thickness (μm)					0.25
T_start (C)	35.	60.	65.	35.	40.
T_end (C)	220.	225.	225.	220.	200.
Heat rate (K/min)	3.	3.	3.	3.	3.
Initial hold (min)					5.
Final hold (min)					60.
I	1764.	1758.	1758.	1758.	1760.
Reference	Brophy, Forster, et al., 1998	Brophy, Forster, et al., 1998, 2	Brophy, Goldsack, et al., 1998	Brophy, Goldsack, et al., 1998, 2	Cha, Kim, et al., 1998
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	Carbowax 20M	DB-Wax	SP-1000	BP-20	BP-20
Column length (m)	25.	60.	85.	50.	50.
Carrier gas		He	He	He	He
Substrate
Column diameter (mm)	0.25	0.32	0.5	0.22	0.22
Phase thickness (μm)	0.3			0.25	0.25
T_start (C)	50.	65.	65.	60.	60.
T_end (C)	200.	225.	225.	230.	230.
Heat rate (K/min)	3.	3.	3.	2.	2.
Initial hold (min)	1.
Final hold (min)	20.			35.	35.
I	1757.	1758.	1758.	1747.	1747.
Reference	Bicchi, Fresia, et al., 1997	Brophy, Goldsack, et al., 1997	Brophy, Goldsack, et al., 1997, 2	Mariotti, Costa, et al., 1997	Mariotti, Tomi, et al., 1997
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	CP-Wax 52CB	DB-Wax	Supelcowax-10	Carbowax 20M	DB-Wax
Column length (m)	50.	60.	60.	50.	60.
Carrier gas	H2	He	He	He	He
Substrate
Column diameter (mm)	0.23	0.25	0.25	0.2	0.20
Phase thickness (μm)	0.12	0.25	0.25	0.2	0.20
T_start (C)	50.	50.	60.	30.	70.
T_end (C)	200.	180.	230.	170.	180.
Heat rate (K/min)	1.5	2.5	5.	4.	2.
Initial hold (min)	10.	5.	5.	2.	5.
Final hold (min)	10.		20.	20.
I	1773.	1768.	1770.	1761.	1753.
Reference	Chyau, Mau, et al., 1996	Stashenko, Prada, et al., 1996	Granicher, Christen, et al., 1995	Píry, Príbela, et al., 1995	Stashenko, Wiame, et al., 1995
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary
Active phase	HP-20M	DB-Wax
Column length (m)	50.	30.
Carrier gas	He	He
Substrate
Column diameter (mm)	0.25	0.32
Phase thickness (μm)		0.5
T_start (C)	60.	40.
T_end (C)	190.	220.
Heat rate (K/min)	3.	3.
Initial hold (min)
Final hold (min)
I	1749.	1753.
Reference	Chung, Eiserich, et al., 1993	Le Quere and Latrasse, 1990
Comment	MSDC-RI	MSDC-RI

References

Go To: Top, Van Den Dool and Kratz RI, polar column, temperature ramp, Notes

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]

Duquesnoy, Castola, et al., 2007
Duquesnoy, E.; Castola, V.; Casanova, J., Composition and chemical variability of the twig oil of Abies alba Miller from Corsica, Flavour Fragr. J., 2007, 22, 4, 293-299, https://doi.org/10.1002/ffj.1796 . [all data]

Kundakovic, Fokialakis, et al., 2007
Kundakovic, T.; Fokialakis, N.; Kovacevic, N.; Chinou, I., Essential oil composition of Achillea lingulata and A. umbellata, Flavour Fragr. J., 2007, 22, 3, 184-187, https://doi.org/10.1002/ffj.1778 . [all data]

Lesueur, de Rocca Serra, et al., 2007
Lesueur, D.; de Rocca Serra, D.; Bighelli, A.; Hoi, T.M.; Ban, N.K.; Thai, T.H.; Casanova, J., Chemical composition and antibacterial activity of the essential oil of Michelia foveolata Merryll ex Dandy from Vietnam, Flavour Fragr. J., 2007, 22, 4, 317-321, https://doi.org/10.1002/ffj.1799 . [all data]

Maric, Jukic, et al., 2007
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Brophy, Forster, et al., 1998
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Brophy, Forster, et al., 1998, 2
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Brophy, Goldsack, et al., 1998
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Notes

Go To: Top, Van Den Dool and Kratz RI, polar column, temperature ramp, References

Symbols used in this document:

T_end Final temperature

T_start Initial temperature
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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