Bicyclo[3.1.0]hexane, 4-methylene-1-(1-methylethyl)-

Formula: C₁₀H₁₆
Molecular weight: 136.2340
IUPAC Standard InChI: InChI=1S/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3
IUPAC Standard InChIKey: NDVASEGYNIMXJL-UHFFFAOYSA-N
CAS Registry Number: 3387-41-5
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:
- cis-sabinene
Other names: 1-Isopropyl-4-methylenebicyclo[3.1.0]hexane; 4(10)-Thujene; Sabinen; Sabinene; (+)-Sabinene; THUJENE, 4(10)-; NSC 407278; Sabinene [ (1R, 5R)-(+), (1S, 5S)-(-) ]; α-Sabinene; Thuja-2,4(10)-diene; Sabinene (β-Thujene); 4-thujene; 1-isopropyl-4-methylenebicyclo[3.1.0]hexane (sabinene); β-Sabinene; thuj-4(10)-ene
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Kovats' RI, non-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	HP-5MS	DB-5	DB-5MS	HP-5MS	DB-5
Column length (m)	30.	30.	30.	30.	30.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.25	0.26	0.25	0.25	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)	240.	246.	180.	280.
Heat rate (K/min)	3.	3.	3.	2.	3.
Initial hold (min)	3.			8.
Final hold (min)			15.	30.
I	961.	976.	969.	973.	978.
Reference	Kartal N., Sokmen M., et al., 2007	Adams, González Elizondo, et al., 2006	Angioni, Barra, et al., 2006	Hazzit, Baaliouamer, et al., 2006	Lucero, Fredrickson, et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5MS	HP-5	DB-5	DB-5	DB-5
Column length (m)	30.	25.	30.	30.	30.
Carrier gas	He			He	He
Substrate
Column diameter (mm)	0.25	0.2	0.25	0.26	0.26
Phase thickness (μm)	0.25	0.33	0.25	0.25	0.25
T_start (C)	60.	60.	40.	60.	60.
T_end (C)	280.	240.	210.	246.	246.
Heat rate (K/min)	3.	3.	2.	3.	3.
Initial hold (min)			2.
Final hold (min)	30.		33.
I	954.	976.	974.	975.	976.
Reference	Marongiu, Porcedda, et al., 2006	Oliveira, Leitao, et al., 2006	Sylvestre, Pichette, et al., 2006	Adams, Morris, et al., 2005	Adams and Nguyen, 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5MS	BP-5	DB-5MS	DB-5	BP-1
Column length (m)	30.	50.	30.	30.	30.
Carrier gas	He	He	He	Helium
Substrate
Column diameter (mm)	0.25	0.32	0.25	0.25	0.32
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	50.	50.	60.	60.	60.
T_end (C)	250.	260.	240.	255.	245.
Heat rate (K/min)	3.	5.	3.	3.	5.
Initial hold (min)	10.	2.
Final hold (min)	5.	5.			10.
I	977.	977.	977.	977.	967.
Reference	Asuming, Beauchamp, et al., 2005	Baranauskiene, Venskutonis, et al., 2005	Maia, Andrade, et al., 2005	Medina, Lucero, et al., 2005	Rajeswara Rao, Kaul, et al., 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	BP-1	DB-5MS	SPB-1	HP-5MS	HP-5
Column length (m)	30.	30.	30.	30.	30.
Carrier gas		He	He	He	He
Substrate
Column diameter (mm)	0.32	0.25	0.32	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	60.	50.	60.	60.
T_end (C)	245.	180.	250.	200.	260.
Heat rate (K/min)	5.	3.	2.	4.	3.
Initial hold (min)		15.	2.	1.
Final hold (min)	10.		5.	15.
I	967.	975.	960.	975.	977.
Reference	Rao, Kaul, et al., 2005	Angioni, Barra, et al., 2004	Behera, Nagarajan, et al., 2004	Juliani, Zygadlo, et al., 2004	Lopes, Strobl, et al., 2004
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	CP Sil 5 CB	HP-5MS	DB-1	DB-5
Column length (m)	25.	25.	30.	50.	25.
Carrier gas	He	H2	He	N2	He
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
T_start (C)	60.	50.	70.	95.	40.
T_end (C)	180.	230.	250.	240.	280.
Heat rate (K/min)	5.	3.	3.	4.	3.
Initial hold (min)	6.		5.		5.
Final hold (min)	15.				5.
I	971.	968.	967.	975.	973.
Reference	Merle, Morón, et al., 2004	Ogunwande, Olawore, et al., 2004	Siani, Garrido, et al., 2004	Velasco-Negueruela, Sanz, et al., 2004	Amparo Blázquez, Pérez, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	HP-5MS	HP-5	HP-5MS	CP Sil 5 CB
Column length (m)	50.	30.	30.	30.	25.
Carrier gas	He	He	He	He	H2
Substrate
Column diameter (mm)	0.32	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.25	0.25	1.	0.25	0.15
T_start (C)	50.	50.	40.	60.	50.
T_end (C)	280.	280.	250.	280.	230.
Heat rate (K/min)	5.	4.	5.	3.	3.
Initial hold (min)	2.	2.	1.
Final hold (min)	10.	10.
I	971.	970.	980.	944.	973.
Reference	Baranauskiene, Venskutonis, et al., 2003	Baranauskiene, Venskutonis, et al., 2003, 2	Bouzouita, Kachouri, et al., 2003	Gkinis, Tzakou, et al., 2003	Ogunwande, Olawore, 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	DB-5	DB-5	HP-5
Column length (m)	30.	30.	25.	30.	30.
Carrier gas	He	He	He		He
Substrate
Column diameter (mm)	0.25	0.25	0.22	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.5	0.25
T_start (C)	60.	50.	60.	50.	60.
T_end (C)	280.	250.	240.	250.	200.
Heat rate (K/min)	3.	0.5	3.	7.	4.
Initial hold (min)		5.		3.	1.
Final hold (min)		10.		10.	15.
I	964.	977.	963.	979.5	975.
Reference	Özcan, Tzakou, et al., 2003	Viña and Murillo, 2003	El-Ghorab, Fadel, et al., 2002	El-Massry, El-Ghorab, et al., 2002	Juliani and Simon, 2002
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	CP Sil 5 CB	SE-30	BP-1	BP-1	BP-1
Column length (m)	25.	25.	60.	25.	25.
Carrier gas	He	He	N2	N2	N2
Substrate
Column diameter (mm)	0.25	0.22	0.32	0.32	0.55
Phase thickness (μm)		0.25	0.25	0.25	0.25
T_start (C)	50.	70.	60.	60.	60.
T_end (C)	230.	220.	220.	220.	220.
Heat rate (K/min)	3.	4.	5.	5.	5.
Initial hold (min)
Final hold (min)				15.	15.
I	973.	960.	970.	971.	966.
Reference	Kasali, Adio, et al., 2002	Palá-Paúl, Velasco-Negueruela, et al., 2002	Raina, Lal, et al., 2002	Raina, Srivastava, et al., 2002	Raina, Srivastava, et al., 2002, 2
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	Cross-Linked Methylsilicone	HP-5MS	BP-1	BP-1	BP-1
Column length (m)	50.	30.	30.	25.	25.
Carrier gas	He	He	N2	N2	N2
Substrate
Column diameter (mm)	0.2	0.25	0.32	0.55	0.55
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	100.	50.	60.	60.	60.
T_end (C)	280.	250.	220.	220.	220.
Heat rate (K/min)	4.	3.	5.	5.	5.
Initial hold (min)
Final hold (min)			13.	15.	15.
I	968.	974.	967.	966.	965.
Reference	Rajeswara Rao, Kaul, et al., 2002	Salido, Altarejos, et al., 2002	Shawl, Srivastava, et al., 2002	Jain, Aggarwal, et al., 2001	Jain, Srivastava, et al., 2001
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	DB-1	DB-1	BP-1	DB-1
Column length (m)	25.	28.	50.	25.	30.
Carrier gas	H2	He	N2	N2	He
Substrate
Column diameter (mm)	0.32	0.25	0.25	0.55	0.25
Phase thickness (μm)	0.52	0.25	0.25	0.25	0.25
T_start (C)	40.	50.	80.	60.	40.
T_end (C)	240.	270.	225.	220.	260.
Heat rate (K/min)	4.	4.5	4.	5.	2.
Initial hold (min)		1.			5.
Final hold (min)				15.	20.
I	976.	967.	958.	967.	969.
Reference	Kitic, Palic, et al., 2001	Nagalakshmi, Thangadurai, et al., 2001	Palá-Paúl, Velasco-Negueruela, et al., 2001	Raina, Srivastava, et al., 2001	Senatore and Rigano, 2001
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	DB-1	SE-54	DB-5	SE-54
Column length (m)	30.	30.	30.	30.	30.
Carrier gas	He		He	He
Substrate
Column diameter (mm)	0.25	0.25	0.26	0.26	0.26
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	80.	60.	60.	60.
T_end (C)	280.	225.	246.	240.	246.
Heat rate (K/min)	3.	4.	3.	3.	3.
Initial hold (min)
Final hold (min)
I	975.	968.	976.	976.	976.
Reference	Tzakou and Couladis, 2001	Abella, Cortella, et al., 2000	Adams, 2000	Adams, 2000, 2	Adams, 2000, 3
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	SE-30	PTE-5	HP-5	BP-1
Column length (m)	30.	25.	60.	30.	25.
Carrier gas	He	He	H2	He	N2
Substrate
Column diameter (mm)	0.26	0.22	0.32	0.32	0.50
Phase thickness (μm)	0.25	0.25	0.3	0.25	0.25
T_start (C)	60.	70.	60.	70.	60.
T_end (C)	246.	220.	285.	250.	220.
Heat rate (K/min)	3.	5.	4.3	3.	5.
Initial hold (min)
Final hold (min)					10.
I	976.	962.	976.	974.	969.
Reference	Adams, 2000, 4	Kardali, Velasco-Negueruela, et al., 2000	Mitic and Dordevic, 2000	Ramos, Siani, et al., 2000	Rao, Sastry, et al., 2000
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	DB-5	SE-30	OV-101	DB-5
Column length (m)	30.	30.	25.	25.	30.
Carrier gas		He	He		He
Substrate
Column diameter (mm)	0.32	0.26	0.2	0.32	0.25
Phase thickness (μm)		0.25			0.25
T_start (C)	50.	60.	60.	50.	60.
T_end (C)	250.	246.	180.	200.	240.
Heat rate (K/min)	3.	3.	3.	5.	3.
Initial hold (min)	5.		10.
Final hold (min)
I	975.	976.	962.	968.	974.
Reference	Tzakou, Harvala, et al., 2000	Adams, 1999	Jantan I. and Ahmad A.S., 1999	Kuiate, Zollo, et al., 1999	da Silva, Andrade, et al., 1999
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	BP-1	BP-1	DB-1	BP-1
Column length (m)	30.	50.	50.	60.	25.
Carrier gas	He			He	N2
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
T_start (C)	60.	60.	60.	50.	60.
T_end (C)	240.	260.	260.	250.	220.
Heat rate (K/min)	4.	2.	2.	3.	5.
Initial hold (min)				5.
Final hold (min)				10.
I	972.	970.	976.	962.	969.
Reference	da Silva, Zoghbi, et al., 1999	Vera and Chane-Ming, 1999	Vera and Chane-Ming, 1999	Bylaite, Venskutonis, et al., 1998	Kulkarni, Mallavarapu, et al., 1998
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-5	DB-5	DB-5	BP-1	DB-1
Column length (m)	30.	30.	30.	50.	25.
Carrier gas	He	He	He	He	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.22	0.23
Phase thickness (μm)	0.25	0.25	0.25	1.	0.13
T_start (C)	40.	40.	60.	50.	60.
T_end (C)	250.	250.	240.	220.	200.
Heat rate (K/min)	2.	2.	4.	3.	4.
Initial hold (min)	5.	5.			2.
Final hold (min)	20.	20.
I	964.	964.	972.	972.	965.
Reference	Senatore, Urrunaga Soria, et al., 1998	Senatore, 1998	Zoghbi, Andrade, et al., 1998	Breheret, Talou, et al., 1997	Breheret, Talou, et al., 1997
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-1	DB-5	SE-30	OV-101	OV-101
Column length (m)	30.	30.	25.	50.	25.
Carrier gas	He	He	N2	N2	N2
Substrate
Column diameter (mm)	0.23	0.25	0.2	0.25	0.25
Phase thickness (μm)		0.25		0.2	0.25
T_start (C)	50.	60.	60.	80.	50.
T_end (C)	200.	240.	180.	200.	200.
Heat rate (K/min)	3.	3.	3.	2.	5.
Initial hold (min)			10.
Final hold (min)			1.	60.
I	966.	976.	962.	972.	970.
Reference	Fiorini, Fourasté, et al., 1997	Tellez, Estell, et al., 1997	Jantan, Ahmad, et al., 1996	Padrayuttawat, Tamura, et al., 1996	von Poser, Menut, et al., 1996
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	SE-30	DB-5	DB-5	OV-101	DB-1
Column length (m)	25.	30.	30.	25.	28.
Carrier gas	N2			N2	He
Substrate
Column diameter (mm)	0.2			0.25	0.25
Phase thickness (μm)					0.25
T_start (C)	60.	40.	40.	50.	50.
T_end (C)	180.	210.	210.	200.	270.
Heat rate (K/min)	3.	2.	2.	5.	4.
Initial hold (min)	10.	2.	2.		1.
Final hold (min)	1.	120.	120.
I	962.	972.	974.	972.	967.
Reference	Jantan, Ali, et al., 1995	Loayza, Abujder, et al., 1995	Loayza, Abujder, et al., 1995	Menut, Molangui, et al., 1995	Saad, El-Sharkawy, et al., 1995
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary
Active phase	SPB-1	BP-1	DB-1	DB-1
Column length (m)	50.	50.	60.	60.
Carrier gas	He	H2	He	He
Substrate
Column diameter (mm)	0.20	0.33	0.25	0.25
Phase thickness (μm)			1.	1.
T_start (C)	35.	65.	40.	40.
T_end (C)	200.	220.	250.	250.
Heat rate (K/min)	3.	5.	12.	4.
Initial hold (min)	5.	2.	4.
Final hold (min)	20.
I	972.	973.	996.	984.
Reference	Wong and Tie, 1993	Ekundayo, Laakso, et al., 1988	Burns and Tingey, 1983	Burns and Tingey, 1983
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

References

Go To: Top, Kovats' RI, non-polar column, temperature ramp, Notes

Kartal N., Sokmen M., et al., 2007
Kartal N.; Sokmen M.; Tepe B.; Daferera D.; Polissiou M.; Sokmen A., Investigation of the antioxidant properties of Ferula orientalis L. using a suitable extraction procedure, Food Chem., 2007, 100, 2, 584-589, https://doi.org/10.1016/j.foodchem.2005.09.084 . [all data]

Adams, González Elizondo, et al., 2006
Adams, R.P.; González Elizondo, M.S.; González Elizondo, M.; Slinkman, E., DNA fingerprinting and terpenoid analysis of Juniperus blancoi var. huehuentensis (Cupressaceae), a new subalpine variety from Durango, Mexico, Biochem. Syst. Ecol., 2006, 34, 3, 205-211, https://doi.org/10.1016/j.bse.2005.11.004 . [all data]

Angioni, Barra, et al., 2006
Angioni, A.; Barra, A.; Coroneo, V.; Dessi, S.; Cabras, P., Chemical composition, seasonal variability, and antifungal activity of Lavandula stoechas L. ssp. stoechas essential oils from stem/leaves and flowers, J. Agric. Food Chem., 2006, 54, 12, 4364-4370, https://doi.org/10.1021/jf0603329 . [all data]

Hazzit, Baaliouamer, et al., 2006
Hazzit, M.; Baaliouamer, A.; Faleiro, M.L.; Miguel, M.G., Composition of the Essential Oils of Thymus and Origanum Species from Algeria and Their Antioxidant and Antimicrobial Activities, J. Agric. Food Chem., 2006, 54, 17, 6314-6321, https://doi.org/10.1021/jf0606104 . [all data]

Lucero, Fredrickson, et al., 2006
Lucero, M.E.; Fredrickson, E.L.; Estell, R.E.; Morrison, A.A.; Richman, D.B., Volatile Composition of Gutierrezia sarothrae (Broom Snakeweed) as Determined by Steam Distillation and Solid Phase Microextraction, J. Essent. Oil Res., 2006, 18, 2, 121-125, https://doi.org/10.1080/10412905.2006.9699039 . [all data]

Marongiu, Porcedda, et al., 2006
Marongiu, B.; Porcedda, S.; Piras, A.; Sanna, G.; Murreddu, M.; Loddo, R., Extraction of Juniperus communis L. ssp. nana Willd. essential oil by supercritical carbon dioxide, Flavour Fragr. J., 2006, 21, 1, 148-154, https://doi.org/10.1002/ffj.1549 . [all data]

Oliveira, Leitao, et al., 2006
Oliveira, D.R.; Leitao, G.G.; Santos, S.S.; Bizzo, H.R.; Lopes, D.; Alviano, C.S.; Alviano, D.S.; Leitao, S.G., Ethnopharmacological study of two Lippia species from Oriximina, Brazil, J. Ethnopharmacol., 2006, 108, 1, 103-108, https://doi.org/10.1016/j.jep.2006.04.018 . [all data]

Sylvestre, Pichette, et al., 2006
Sylvestre, M.; Pichette, A.; Longtin, A.; Nagau, F.; Legault, J., Essential oil analysis and anticancer activity of leaf essential oil of Croton flavens L. from Guadeloupe, J. Ethnopharmacol., 2006, 103, 1, 99-102, https://doi.org/10.1016/j.jep.2005.07.011 . [all data]

Adams, Morris, et al., 2005
Adams, R.P.; Morris, J.A.; Pandey, R.N.; Schwarzbach, A.E., Cryptic speciation between Juniperus deltoides and Juniperus oxycedrus (Cupressaceae) in the Mediterranean, Biochem. Syst. Ecol., 2005, 33, 8, 771-787, https://doi.org/10.1016/j.bse.2005.01.001 . [all data]

Adams and Nguyen, 2005
Adams, R.P.; Nguyen, S., Infra-specific variation in Juniperus deppeana and F. Sperryi in the Davis Mountains of Texas: variation in leaf essential oils and random amplified polymorphic DNAS (RAPDS), Phytologia, 2005, 87, 2, 96-108. [all data]

Asuming, Beauchamp, et al., 2005
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Wong and Tie, 1993
Wong, K.C.; Tie, D.Y., The Essential Oil of the Leaves of Murraya koenigii Spreng., J. Essent. Oil Res., 1993, 5, 4, 371-374, https://doi.org/10.1080/10412905.1993.9698245 . [all data]

Ekundayo, Laakso, et al., 1988
Ekundayo, O.; Laakso, I.; Adegbola, R.-M.; Oguntimein, B.; Sofowora, A.; Hiltunen, R., Essential oil constituents of Ashanti pepper (Piper guineense) fruits (berries), J. Agric. Food Chem., 1988, 36, 5, 880-882, https://doi.org/10.1021/jf00083a001 . [all data]

Burns and Tingey, 1983
Burns, W.F.; Tingey, D.T., GC/MS Analysis of biogenic volatile hydrocarbons on a chemically-bonded fused silica column, J. Chromatogr. Sci., 1983, 21, 8, 341-345, https://doi.org/10.1093/chromsci/21.8.341 . [all data]

Notes

Go To: Top, Kovats' RI, non-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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