1-Cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-

Formula: C₁₀H₁₄O
Molecular weight: 150.2176
IUPAC Standard InChI: InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3
IUPAC Standard InChIKey: RUMOYJJNUMEFDD-UHFFFAOYSA-N
CAS Registry Number: 2111-75-3
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:
- 1-Cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-, (S)-
Stereoisomers:
- Perillic aldehyde
Other names: 1-Cyclohexene-1-carboxaldehyde, 4-isopropenyl-; Perilla aldehyde; Perillal; Perillaldehyde; p-Mentha-1,8-dien-7-al; Dihydrocuminyl aldehyde; 4-Isopropenyl-1-cyclohexene-1-carboxaldehyde; para-Mentha-1,8-dien-7-al; Perillyl aldehyde; NSC 138642; 4-Isopropenyl-1-cyclohexene-1-carbaldehyde; 6611-91-2; 21090-66-4; α-Perilla aldehyde; p-Isopropenyl cyclohexencarbaldehyde; perrilaldehyde; Perrilla aldehyde; 4-isopropenylcyclohex-1-enecarbaldehyde
Information on this page:
Other data available:
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Normal alkane RI, non-polar column, temperature ramp

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

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	SE-30 MS	HP-5	DB-5 MS	HP-5 MS	SLB-5 MS
Column length (m)	30.	30.	60.	30.	10.
Carrier gas	Helium	Hydrogen	Helium	Helium	Helium
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.10
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.10
T_start (C)	50.	50.	40.	70.	50.
T_end (C)	250.	250.	250.	290.	250.
Heat rate (K/min)	5.	5.	5.	5.	10.
Initial hold (min)	5.	5.	15.
Final hold (min)	10.	5.	15.	10.
I	1272.	1272.	1276.	1277.	1273.
Reference	Menichini, Tundis, et al., 2011	Abderrahim, Belhamel, et al., 2010	Mesa-Arango, Betancur-Galvis, et al., 2010	Radulovic, Blagojevic, et al., 2010	Scandinaro, Tranchida, et al., 2010
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	SLB-5 MS	DB-5	SLB-5 MS	OV-1	HP-5 MS
Column length (m)	10.	30.	30.	30.	30.
Carrier gas	Helium	Nitrogen	Helium	Helium	Helium
Substrate
Column diameter (mm)	0.10	0.25	0.25	0.25	0.32
Phase thickness (μm)	0.10	0.25	0.25	0.25	0.25
T_start (C)	50.	40.	50.	65.	60.
T_end (C)	250.	230.	250.	260.	280.
Heat rate (K/min)	10.	2.	3.	6.	4.
Initial hold (min)			2.		5.
Final hold (min)			10.
I	1279.	1271.	1276.	1294.	1271.
Reference	Scandinaro, Tranchida, et al., 2010	Scrivanti, Anton, et al., 2009	Lo Presti, Sciarrone, et al., 2008	Wang, Yi, et al., 2008	Capetanos, Saroglou, et al., 2007
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	CP Sil 5 CB	DB-5	DB-5	BP-1	DB-5
Column length (m)	30.	30.	30.	50.	30.
Carrier gas	N2	Hydrogen	He	He	Helium
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.22	0.25
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	50.	50.	50.	60.	60.
T_end (C)	200.	250.	240.	220.	260.
Heat rate (K/min)	5.	4.	4.	2.	3.
Initial hold (min)
Final hold (min)				20.
I	1263.	1270.	1274.	1242.	1274.
Reference	Hnawia, Cabalion, et al., 2007	Pontes, de Olivera, et al., 2007	Sefidkon, Abbasi, et al., 2007	Boti, Muselli, et al., 2006	Javidnia, Miri, et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	DB-1	DB-1	CP-Sil 5 CB	NB-30	DB-1
Column length (m)	60.	60.	25.	30.	50.
Carrier gas			Hydrogen	He	N2
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.2	0.25
Phase thickness (μm)	0.25	0.25	0.15	0.25	0.25
T_start (C)	70.	70.	50.	50.	90.
T_end (C)	230.	230.	230.	250.	240.
Heat rate (K/min)	2.	2.	3.	2.	4.
Initial hold (min)	2.	2.
Final hold (min)	20.	20.
I	1244.	1245.	1251.	1250.	1272.
Reference	Lan Phi N.T., Nishiyama C., et al., 2006	Lan Phi N.T., Nishiyama C., et al., 2006	Olawore, Usman, et al., 2006	Orav, Raal, et al., 2006	Velasco-Negueruela, Pérez-Alonso, et al., 2006
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	RSL-200	HP-5	DB-5MS	DB-1
Column length (m)	30.	30.	30.	30.	60.
Carrier gas	He		He	He	He
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	0.25
T_start (C)	60.	40.	70.	60.	60.
T_end (C)	250.	280.	240.	240.	250.
Heat rate (K/min)	10.	6.	5.	3.	5.
Initial hold (min)	2.	2.
Final hold (min)	10.	10.			10.
I	1286.	1271.	1279.	1271.	1250.
Reference	Wang, Yang, et al., 2006	Jirovetz, Buchbauer, et al., 2005	Oyedeji, Yani, et al., 2005	da Silva, Andrade, et al., 2005	Sonboli, Salehi, 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-1	DB-1	DB-1	HP-5
Column length (m)	50.	60.	60.	60.	25.
Carrier gas		N2		Nitrogen	N2
Substrate
Column diameter (mm)	0.22	0.25	0.25	0.25	0.2
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.5
T_start (C)	60.	70.	70.	70.	30.
T_end (C)	220.	230.	230.	230.	280.
Heat rate (K/min)	2.	2.	2.	2.	3.
Initial hold (min)		2.	2.	2.
Final hold (min)	20.	20.	20.
I	1246.	1257.	1257.	1257.	1270.
Reference	Blanc, Muselli, et al., 2004	Choi, 2004	Sawamura, Son, et al., 2004	Sawamura, Sou, et al., 2004	Shafi, Nambiar, 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	DB-1	HP-5	HP-5	DB-1
Column length (m)	30.	60.	30.	30.	60.
Carrier gas	He	He	Helium	He	N2
Substrate
Column diameter (mm)	0.25	0.25	0.32	0.25	0.25
Phase thickness (μm)	0.25	0.25		0.25	0.25
T_start (C)	60.	70.	70.	60.	70.
T_end (C)	240.	230.	210.	280.	230.
Heat rate (K/min)	3.	2.	2.	3.	2.
Initial hold (min)		2.			2.
Final hold (min)		20.	60.		20.
I	1268.	1257.	1272.	1251.	1270.
Reference	Tellez, Khan, et al., 2004	Choi, 2003	Mookdasanit, Tamura, et al., 2003	Pitarokili, Tzakou, et al., 2003	Tu, Onishi, et al., 2003
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	SE-54	OV-101	OV-101	DB-5	RTX-1
Column length (m)	30.	50.	50.	30.	30.
Carrier gas	H2	N2	N2	N2	N2
Substrate
Column diameter (mm)	0.32	0.25	0.25	0.22	0.25
Phase thickness (μm)	0.25			0.25	0.25
T_start (C)	40.	80.	80.	70.	60.
T_end (C)	240.	200.	200.	230.	300.
Heat rate (K/min)	5.	2.	2.	4.	4.
Initial hold (min)				2.
Final hold (min)				20.
I	1269.	1253.	1253.	1291.	1255.
Reference	Silva A.D., Patitucci M.L., et al., 2002	Yang, 2001	Yang, 2001, 2	Mitiku, Sawamura, et al., 2000	Kalemba, 1999
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP-5	DB-1	OV-101	OV-101	OV-101
Column length (m)	25.	60.	50.	50.	50.
Carrier gas	He	He			Nitrogen
Substrate
Column diameter (mm)	0.2	0.25	0.25	0.25	0.25
Phase thickness (μm)	0.33	0.25
T_start (C)	70.	70.	80.	80.	70.
T_end (C)	290.	270.	200.	200.	200.
Heat rate (K/min)	3.	2.5	2.	2.	2.
Initial hold (min)	8.	5.
Final hold (min)	20.
I	1274.	1265.	1252.	1253.	1260.
Reference	Poiana, Sicari, et al., 1998	Tirado, Stashenko, et al., 1995	Tamura, Yang, et al., 1993	Tamura, Yang, et al., 1993	Sugisawa, Nakamura, et al., 1990
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	OV-101	OV-101	OV-101	OV-101	OV-101
Column length (m)	50.	50.	50.	50.	50.
Carrier gas	Nitrogen	N2	N2	N2	N2
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.25	0.25
Phase thickness (μm)
T_start (C)	80.	80.	80.	80.	80.
T_end (C)	200.	200.	200.	200.	200.
Heat rate (K/min)	2.	2.	2.	2.	2.
Initial hold (min)
Final hold (min)
I	1254.	1250.	1252.	1250.	1248.
Reference	Sugisawa, Nakamura, et al., 1990	Yang and Sugisawa, 1990	Yang and Sugisawa, 1990	Sugisawa, Yamamoto, et al., 1989	Sugisawa, Yang, et al., 1989
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary
Active phase	OV-101
Column length (m)	50.
Carrier gas	N2
Substrate
Column diameter (mm)	0.25
Phase thickness (μm)
T_start (C)	80.
T_end (C)	200.
Heat rate (K/min)	2.
Initial hold (min)
Final hold (min)
I	1250.
Reference	Sugisawa, Yang, et al., 1989
Comment	MSDC-RI

References

Go To: Top, Normal alkane RI, non-polar column, temperature ramp, Notes

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Abderrahim, Belhamel, et al., 2010
Abderrahim, A.; Belhamel, K.; Chalchat, J.-C.; Figueredo, G., Chemical composition of the essential oil from Artemisia arborescens L. growing wild in Algeria, Rec. Nat. Prod., 2010, 4, 1, 87-90. [all data]

Mesa-Arango, Betancur-Galvis, et al., 2010
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Hnawia, Cabalion, et al., 2007
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Pontes, de Olivera, et al., 2007
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Sefidkon, Abbasi, et al., 2007
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Boti, J.B.; Muselli, A.; Tomi, F.; Koukoua, G.; N'Guessan, T.Y.; Costa, J.; Casanova, J., Combined analysis of Cymbopogon giganteus Chiov. leaf oil from Ivory Coast by GC/RI, GC/MS and ¹³C-NMR, C.R. Chim., 2006, 9, 1, 164-168, https://doi.org/10.1016/j.crci.2005.10.003 . [all data]

Javidnia, Miri, et al., 2006
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Olawore, Usman, et al., 2006
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Orav, Raal, et al., 2006
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Velasco-Negueruela, Pérez-Alonso, et al., 2006
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Wang, Yang, et al., 2006
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Oyedeji, Yani, et al., 2005
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da Silva, Andrade, et al., 2005
da Silva, M.H.L.; Andrade, E.H.A.; Mala, J.G.S., The essential oil of Pectis elongata Kunth occurring in north Brazil, Flavour Fragr. J., 2005, 20, 5, 462-464, https://doi.org/10.1002/ffj.1546 . [all data]

Sonboli, Salehi, et al., 2005
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Choi, 2004
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Sawamura, Son, et al., 2004
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Sawamura, Sou, et al., 2004
Sawamura, M.; Sou, U.-S.; Choi, H.-S.; Kim, M.-S.; Phi, N.T.L.; Fears, M.; Kumagai. C., Composition changes in commercial lemon essential oil for aromatherapy, Int. J. Aromatherapy, 2004, 14, 1, 27-36, https://doi.org/10.1016/j.ijat.2004.02.001 . [all data]

Shafi, Nambiar, et al., 2004
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Tellez, Khan, et al., 2004
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Choi, 2003
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Mookdasanit, Tamura, et al., 2003
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Pitarokili, Tzakou, et al., 2003
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Tu, Onishi, et al., 2003
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Silva A.D., Patitucci M.L., et al., 2002
Silva A.D.; Patitucci M.L.; Bizzo H.R.; D'Elia E.; Antunes O.A.C., Wacker PdCl2-CuCl2 catalytic oxidation process: Oxidation of limonene, Catalysis Communications, 2002, 3, 9, 435-440, https://doi.org/10.1016/S1566-7367(02)00174-7 . [all data]

Yang, 2001
Yang, R., Analysis of the volatile components in peel oil of Yuzu by gas chromatography/mass spectrometry, Chin. J. Anal. Chem., 2001, 29, 3, 313-316. [all data]

Yang, 2001, 2
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Mitiku, Sawamura, et al., 2000
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Kalemba, 1999
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Poiana, Sicari, et al., 1998
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Tirado, Stashenko, et al., 1995
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Sugisawa, Yamamoto, et al., 1989
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Sugisawa, Yang, et al., 1989
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Notes

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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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