Geranyl tiglate

Formula: C₁₅H₂₄O₂
Molecular weight: 236.3499
IUPAC Standard InChI: InChI=1S/C15H24O2/c1-6-14(5)15(16)17-11-10-13(4)9-7-8-12(2)3/h6,8,10H,7,9,11H2,1-5H3/b13-10+,14-6+
IUPAC Standard InChIKey: OGHBUHJLMHQMHS-KRDNBFTESA-N
CAS Registry Number: 7785-33-3
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.
Stereoisomers:
Other names: 2-Butenoic acid, 2-methyl-, 3,7-dimethyl-2,6-octadienyl ester, (E,E)-; 2,6-Octadien-1-ol, 3,7-dimethyl-, 2-methyl-2-butenoate, (E,E)--; cis-α,β-Dimethyl acrylic acid, geraniol ester; trans-3,7-Dimethyl-2,6-octadien-1-yl cis-α,β-dimethyl acrylate; Tiglic acid, geraniol ester; (2E)-3,7-Dimethyl-2,6-octadienyl (2E)-2-methyl-2-butenoate; (E)-(E)-3,7-Dimethylocta-2,6-dien-1-yl 2-methylbut-2-enoate; (E)-3,7-Dimethylocta-2,6-dienyl (E)-2-methylbut-2-enoate; Gernyl tiglate; Geranyl (E)-2-methyl-2-butenoate; (E)-3,7-dimethyl-2,6-octadienyl 2-methylcrotonate
Permanent link for this species. Use this link for bookmarking this species for future reference.
Information on this page:
Other data available:
- Mass spectrum (electron ionization)
- Gas Chromatography
Options:
- Switch to calorie-based units

Kovats' 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	HP-5MS	Cross-Linked Methylsilicone	BP-1	BP-1	BP-1
Column length (m)	60.	50.	25.	25.	25.
Carrier gas	He	He	N2		N2
Substrate
Column diameter (mm)	0.25	0.2	0.5	0.5	0.55
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	40.	100.	60.	60.	60.
T_end (C)	250.	280.	220.	220.	220.
Heat rate (K/min)	3.	4.	5.	5.	5.
Initial hold (min)	1.
Final hold (min)	20.		10.	10.	15.
I	1704.	1675.	1675.	1675.	1671.
Reference	Jalali-Heravi, Zekavat, et al., 2006	Rajeswara Rao, Kaul, et al., 2002	Rajeswara Rao, 2002	Rao B.R.R., 2002	Jain, Aggarwal, et al., 2001
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary
Active phase	BP-1	BP-1	BP-1
Column length (m)	25.	25.	25.
Carrier gas	N2	N2	N2
Substrate
Column diameter (mm)	0.5	0.50	0.25
Phase thickness (μm)		0.25
T_start (C)	60.	60.	60.
T_end (C)	220.	220.	220.
Heat rate (K/min)	5.	5.	5.
Initial hold (min)
Final hold (min)	10.	10.
I	1675.	1675.	1672.
Reference	Rao, Kaul, et al., 2000	Rao, Sastry, et al., 2000	Kulkarni, Mallavarapu, et al., 1998
Comment	MSDC-RI	MSDC-RI	MSDC-RI

References

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

Jalali-Heravi, Zekavat, et al., 2006
Jalali-Heravi, M.; Zekavat, B.; Sereshti, H., Characterization of essential oil components of Iranian geranium oil using gas chromatography-mass spectrometry combined with chemometric resolution techniques, J. Chromatogr. A, 2006, 1114, 1, 154-163, https://doi.org/10.1016/j.chroma.2006.02.034 . [all data]

Rajeswara Rao, Kaul, et al., 2002
Rajeswara Rao, B.R.; Kaul, P.N.; Syamasundar, K.V.; Ramesh, S., Water soluble fractions of rose scented geranium (Pelargonium species) essential oil, Bioresour. Technol., 2002, 84, 3, 243-246, https://doi.org/10.1016/S0960-8524(02)00057-3 . [all data]

Rajeswara Rao, 2002
Rajeswara Rao, B.R., Biomass yield, essential oil yield and essential oil composition of rose-scented geranium (Pelargonium species) as influenced by row spacings and intercropping with cornmint (Mentha arvensis L.f. piperascens Malinv. ex Holmes), Ind. Crops Prod., 2002, 16, 2, 133-144, https://doi.org/10.1016/S0926-6690(02)00038-9 . [all data]

Rao B.R.R., 2002
Rao B.R.R., Biomass yield, essential oil yield and essential oil composition of rose-scented geranium (Pelargonium species) as influenced by row spacings and intercropping with cornmint (Mentha arvensis L.f. piperascens Malinv. ex Holmes), Industrial Crops and Products, 2002, 16, 2, 133-144, https://doi.org/10.1016/S0926-6690(02)00038-9 . [all data]

Jain, Aggarwal, et al., 2001
Jain, N.; Aggarwal, K.K.; Syamasundar, K.V.; Srivastava, S.K.; Kumar, S., Essential oil composition of geranium (Pelargonium sp.) from the plains of Northern India, Flavour Fragr. J., 2001, 16, 1, 44-46, https://doi.org/10.1002/1099-1026(200101/02)16:1<44::AID-FFJ943>3.0.CO;2-X . [all data]

Rao, Kaul, et al., 2000
Rao, B.R.R.; Kaul, P.N.; Mallavarapu, G.R.; Ramesh, S., First observation of little leaf disease and its impact on the yield and composition of the essential oil of rose-scented geranium (Pelargonium sp.), Flavour Fragr. J., 2000, 15, 3, 137-140, https://doi.org/10.1002/1099-1026(200005/06)15:3<137::AID-FFJ880>3.0.CO;2-A . [all data]

Rao, Sastry, et al., 2000
Rao, B.R.R.; Sastry, K.P.; Saleem, S.M.; Rao, E.V.S.P.; Syamasundar, K.V.; Ramesh, S., Volatile flower oils of three genotypes of rose-scented geranium (Pelargonium sp.), Flavour Fragr. J., 2000, 15, 2, 105-107, https://doi.org/10.1002/(SICI)1099-1026(200003/04)15:2<105::AID-FFJ875>3.0.CO;2-G . [all data]

Kulkarni, Mallavarapu, et al., 1998
Kulkarni, R.N.; Mallavarapu, G.R.; Baskaran, K.; Ramesch, S.; Kumar, S., Composition of the essential oils of two isomenthone-rich variants of geranium (Pelargonium sp.), Flavour Fragr. J., 1998, 13, 6, 389-392, https://doi.org/10.1002/(SICI)1099-1026(199811/12)13:6<389::AID-FFJ757>3.0.CO;2-2 . [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
The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
Customer support for NIST Standard Reference Data products.