α-Terpinyl acetate

Formula: C₁₂H₂₀O₂
Molecular weight: 196.2860
IUPAC Standard InChI: InChI=1S/C12H20O2/c1-9-5-7-11(8-6-9)12(3,4)14-10(2)13/h5,11H,6-8H2,1-4H3/t11-/m1/s1
IUPAC Standard InChIKey: IGODOXYLBBXFDW-LLVKDONJSA-N
CAS Registry Number: 80-26-2
Chemical structure:
This structure is also available as a 2d Mol file
Stereoisomers:
- α-Terpinyl acetate
Other names: 3-Cyclohexene-1-methanol, α,α,4-trimethyl-, acetate; p-Menth-1-en-8-ol, acetate; α-Terpineol acetate; Terpinyl acetate; 2-(4-Methylcyclohex-3-en-1-yl)propan-2-yl acetate; 1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl acetate; 21090-64-2; 104806-93-1; 10581-37-0; α-Terpenyl acetate; Terpenyl acetate; α-Terpinenyl acetate; Terpineol acetate; terpinenyl acetate; Alpha-Terpenyl acetate; 4-Terpinyl acetate; p-menth-1-en-8-yl acetate
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Normal alkane RI, 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	BP-20	HP-Innowax	Supelcowax-10	HP-Innowax	HP-Innowax
Column length (m)	50.	60.	30.	30.	30.
Carrier gas	Helium	Helium	Helium	Nitrogen	N2
Substrate
Column diameter (mm)	0.22	0.25	0.20	0.25	0.25
Phase thickness (μm)	0.25	0.25	0.20	0.52	0.25
T_start (C)	60.	60.	70.	35.	50.
T_end (C)	220.	220.	220.	205.	240.
Heat rate (K/min)	2.	5.	3.	3.	5.
Initial hold (min)		1.		10.	1.
Final hold (min)	20.	5.	15.	10.	4.
I	1691.	1696.	1687.	1706.	1677.
Reference	Yapi, Boti, et al., 2012	Feng, Cui, et al., 2011	Neves, Rosa, et al., 2010	Wannes, Mhamdi, et al., 2009	Cheraif, Ben Jannet, et al., 2007
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	TC-FFAP	Supelcowax-10	Supelcowax-10	Supelcowax 10	CP-Wax 52CB
Column length (m)		30.	30.	30.	30.
Carrier gas	He	He	He	Helium	He
Substrate
Column diameter (mm)	0.25	0.25	0.25	0.20	0.32
Phase thickness (μm)	0.25	0.25	0.25	0.20	0.25
T_start (C)	60.	50.	40.	70.	60.
T_end (C)	220.	250.	250.	220.	220.
Heat rate (K/min)	3.	2.	3.	3.	3.3
Initial hold (min)			5.		7.
Final hold (min)	30.		10.	15.	3.
I	1701.	1680.	1731.	1688.	1693.
Reference	Kurose, Okamura, et al., 2007	Raal, Orav, et al., 2007	Vichi, Riu-Aumatell, et al., 2007	Cavaleiro, Pinto, et al., 2006	Hymete, Rohloff, 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 Etr	NB-20M	DB-Wax	Supelcowax-10	Innowax
Column length (m)	60.	30.	60.	30.	50.
Carrier gas	He	He		He	He
Substrate
Column diameter (mm)	0.25	0.2	0.25	0.25	0.2
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.5
T_start (C)	40.	50.	70.	50.	60.
T_end (C)	230.	250.	230.	250.	250.
Heat rate (K/min)	2.	2.	2.	4.	2.
Initial hold (min)	5.		2.	1.
Final hold (min)	100.		20.	10.	60.
I	1709.	1693.	1698.	1688.	1672.
Reference	Ibarz, Ferreira, et al., 2006	Orav, Raal, et al., 2006	Sawamura, Onishi, et al., 2006	Wong, Sivasothy, et al., 2006	Bendimerad and Bendiab, 2005
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	Supelcowax-10	Supelcowax-10	DB-Wax	DB-Wax	DB-Wax
Column length (m)	30.	30.	60.	60.	60.
Carrier gas			N2	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
T_start (C)	40.	40.	70.	60.	60.
T_end (C)	210.	220.	230.	220.	220.
Heat rate (K/min)	2.	3.	2.	2.	2.
Initial hold (min)	2.	5.	2.	4.	4.
Final hold (min)	33.	10.	20.
I	1675.	1731.	1702.	1691.	1691.
Reference	Stevanovic, Garneau, et al., 2005	Vichi, Riu-Aumatell, et al., 2005	Choi, 2004	Jiang and Kubota, 2004	Jiang and Kubota, 2004
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	DB-Wax
Column length (m)	60.	60.	60.	60.	60.
Carrier gas	N2	N2	N2	Nitrogen	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
T_start (C)	70.	70.	70.	40.	40.
T_end (C)	230.	230.	230.	200.	200.
Heat rate (K/min)	2.	2.	2.	2.	2.
Initial hold (min)	2.	2.		10.	2.
Final hold (min)	20.	20.
I	1679.	1682.	1698.	1710.	1694.
Reference	Tu, Onishi, et al., 2003	Tu, Onishi, et al., 2003, 2	Tu, Thanh, et al., 2002	Tamura, Boonbumrung, et al., 2000	Umano, Hagi, et al., 2000
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary	Capillary	Capillary
Active phase	HP Innowax FSP	Innowax	HP-Innowax	DB-Wax	DB-Wax
Column length (m)	60.	60.	60.	60.	60.
Carrier gas	He	He	He	N2	He
Substrate
Column diameter (mm)	0.25	0.25	0.25		0.32
Phase thickness (μm)	0.25	0.25	0.25	0.25	0.25
T_start (C)	60.	60.	60.	60.	60.
T_end (C)	220.	220.	220.	220.	220.
Heat rate (K/min)				5.	3.
Initial hold (min)	10.	10.	10.
Final hold (min)	10.
I	1707.	1707.	1707.	1712.	1679.
Reference	Kaya, Baser, et al., 1999	Kaya, Baser, et al., 1999, 2	Kaya, Baser, et al., 1999, 3	Weyerstahl, Marschall, et al., 1999	Werkhoff and Güntert, 1997
Comment	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI	MSDC-RI

Column type	Capillary	Capillary	Capillary
Active phase	PEG-20M	TC-Wax	Carbowax 20M
Column length (m)	50.	60.	45.
Carrier gas	He		Hydrogen
Substrate
Column diameter (mm)	0.25	0.25	0.32
Phase thickness (μm)			1.0
T_start (C)	70.	80.	60.
T_end (C)	250.	240.	200.
Heat rate (K/min)	2.	3.	2.
Initial hold (min)		5.	5.
Final hold (min)
I	1689.	1699.	1688.
Reference	Orav, Kailas, et al., 1996	Shuichi, Masazumi, et al., 1996	Kollmannsberger, Nitz, et al., 1992
Comment	MSDC-RI	MSDC-RI	MSDC-RI

References

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

Yapi, Boti, et al., 2012
Yapi, T.A.; Boti, J.B.; Attioua, B.K.; Ahibo, A.C.; Bighelli, A.; Casanova, J.; Tomi, F., Three new natural compounds from the root bark essential oil from Xylopia aethiopica, Phytochem. Anal., 2012, 1-6. [all data]

Feng, Cui, et al., 2011
Feng, T.; Cui, J.-J.; Xiao, Z.-B.; Tian, H.-X.; Yi, F.-P.; Ma, X., Chemical composition od essential oil from the peel of Chinese Torreya grandis Frt, Org. Chem. International, 2011, 2011, 1-5, https://doi.org/10.1155/2011/187372 . [all data]

Neves, Rosa, et al., 2010
Neves, A.; Rosa, S.; Goncalves, J.; Rufino, A.; Judas, F.; Salgueiro, L.; Lopes, M.C.; Cavaleiro, C.; Mendes, A.F., Screening of five essential oils for identification of potential inhibitors of IL-1-unduced Nf-kB activation and NO production in human clondrocytes: characterization of the inhibitory activity of alpha-pinene, Plante Med., 2010, 76, 03, 303-308, https://doi.org/10.1055/s-0029-1186085 . [all data]

Wannes, Mhamdi, et al., 2009
Wannes, W.A.; Mhamdi, B.; Marzouk, B., GC comparative analysis of least essential oils from two Myrtle varieties at different phenological stages, Chromatographia, 2009, 69, 1/2, 145-150, https://doi.org/10.1365/s10337-008-0818-9 . [all data]

Cheraif, Ben Jannet, et al., 2007
Cheraif, I.; Ben Jannet, H.; Hammami, M.; Khouja, M.L.; Mighri, Z., Chemical composition and antimicrobial activity of essential oils of Cupressus arizonica Greene, Biochem. Syst. Ecol., 2007, 35, 12, 813-820, https://doi.org/10.1016/j.bse.2007.05.009 . [all data]

Kurose, Okamura, et al., 2007
Kurose, K.; Okamura, D.; Yatagai, M., Composition of the essential oils from the leaves of nine Pinus species and the cones of three of Pinus species, Flavour Fragr. J., 2007, 22, 1, 10-20, https://doi.org/10.1002/ffj.1609 . [all data]

Raal, Orav, et al., 2007
Raal, A.; Orav, A.; Arak, E.; Kailas, T.; Müürisepp, M., Variation in the composition of the essential oil of Valeriana officinalis L. roots from Estonia, Proc. Est. Acad. Sci. Chem., 2007, 56, 2, 67-74. [all data]

Vichi, Riu-Aumatell, et al., 2007
Vichi, S.; Riu-Aumatell, M.; Mora-Pons, M.; Guadayol, J.M.; Buxaderas, S.; López-Tamames, E., Analytical, Nutritional and Clinical Methods. HS-SPME coupled to GC/MS for quality control of Juniperus communis L. berries used for gin aromatization, Food Chem., 2007, 105, 4, 1748-1754, https://doi.org/10.1016/j.foodchem.2007.03.026 . [all data]

Cavaleiro, Pinto, et al., 2006
Cavaleiro, C.; Pinto, E.; Gonsales, M.J.; Salguero, L., Antifungal activity of Juniperus essential oils agains dermatophyte, Asrgillus and Candida strains, J. Appl. Microbiol., 2006, 100, 6, 1333-1338, https://doi.org/10.1111/j.1365-2672.2006.02862.x . [all data]

Hymete, Rohloff, et al., 2006
Hymete, A.; Rohloff, J.; Iversen, T.-H., Essential oil from seeds and husks of Aframomum corrorima from Ethiopia, Flavour Fragr. J., 2006, 21, 4, 642-644, https://doi.org/10.1002/ffj.1634 . [all data]

Ibarz, Ferreira, et al., 2006
Ibarz, M.J.; Ferreira, V.; Hernández-Orte, P.; Loscos, N.; Cacho, J., Optimization and evaluation of a procedure for the gas chromatographic-mass spectrometric analysis of the aromas generated by fast acid hydrolysis of flavor precursors extracted from grapes, J. Chromatogr. A, 2006, 1116, 1-2, 217-229, https://doi.org/10.1016/j.chroma.2006.03.020 . [all data]

Orav, Raal, et al., 2006
Orav, A.; Raal, A.; Arak, E.; Müürisepp, M.; Kailas, T., Composition of the essential oil of Artemisia absinthium L. of different geographical origin, Proc. Est. Acad. Sci. Chem., 2006, 55, 3, 155-165. [all data]

Sawamura, Onishi, et al., 2006
Sawamura, M.; Onishi, Y.; Ikemoto, J.; Tu, N.T.M.; Phi, N.T.L., Characteristic odour components of bergamot (Citrus bergamia Risso) essential oil, Flavour Fragr. J., 2006, 21, 4, 609-615, https://doi.org/10.1002/ffj.1604 . [all data]

Wong, Sivasothy, et al., 2006
Wong, K.C.; Sivasothy, Y.; Boey, P.L., Essential oil of Elettariopsis elan C.K. Lim, Flavour Fragr. J., 2006, 21, 3, 562-564, https://doi.org/10.1002/ffj.1654 . [all data]

Bendimerad and Bendiab, 2005
Bendimerad, N.; Bendiab, S.A.T., Composition and antibacterial activity of Pseudocytisus integrifolius (Salisb.) essential oil from Algeria, J. Agric. Food Chem., 2005, 53, 8, 2947-2952, https://doi.org/10.1021/jf047937u . [all data]

Stevanovic, Garneau, et al., 2005
Stevanovic, T.; Garneau, F.-X.; Jean, F.-I.; Gagnon, H.; Vilotic, D.; Petrovic, S.; Ruzic, N.; Pichette, A., The essential oil composition of Pinus mugo Turra from Serbia, Flavour Fragr. J., 2005, 20, 1, 96-97, https://doi.org/10.1002/ffj.1390 . [all data]

Vichi, Riu-Aumatell, et al., 2005
Vichi, S.; Riu-Aumatell, M.; Mora-Pons, M.; Buxaderas, S.; Lopez-Tamames, E., Characterization of Volatiles in Different Dry Gins, J. Agric. Food Chem., 2005, 53, 26, 10154-10160, https://doi.org/10.1021/jf058121b . [all data]

Choi, 2004
Choi, H.-S., Volatile constituents of satsuma mandarins growing in Korea, Flavour Fragr. J., 2004, 19, 5, 406-412, https://doi.org/10.1002/ffj.1283 . [all data]

Jiang and Kubota, 2004
Jiang, L.; Kubota, K., Differences in the volatile components and their odor characteristics of green and ripe fruits and dried pericarp of Japanese pepper (Xanthoxylum piperitum DC.), J. Agric. Food Chem., 2004, 52, 13, 4197-4203, https://doi.org/10.1021/jf030663a . [all data]

Tu, Onishi, et al., 2003
Tu, N.T.M.; Onishi, Y.; Son, U.S.; Ogawa, E.; Ukeda, H.; Sawamura, M., Characteristic odour components of Citrus inflata Hort. Ex Tanaka (Mochiyu) cold-pressed peel oil, Flavour Fragr. J., 2003, 18, 5, 454-459, https://doi.org/10.1002/ffj.1252 . [all data]

Tu, Onishi, et al., 2003, 2
Tu, N.T.M.; Onishi, Y.; Choi, H.S.; Kondo, Y.; Ukeda, H.; Sawamura, M., Characteristic odour components of Citrus sp. (Kiyookadaidai) cold-pressed peel oil, Flavour Fragr. J., 2003, 18, 6, 515-520, https://doi.org/10.1002/ffj.1260 . [all data]

Tu, Thanh, et al., 2002
Tu, N.T.M.; Thanh, L.X.; Une, A.; Ukeda, H.; Sawamura, M., Volatile constituents of Vietnamese pummelo, orange, tangerine and lime peel oils, Flavour Fragr. J., 2002, 17, 3, 169-174, https://doi.org/10.1002/ffj.1076 . [all data]

Tamura, Boonbumrung, et al., 2000
Tamura, H.; Boonbumrung, S.; Yoshizawa, T.; Varanyanond, W., Volatile components of the essential oil in the pulp of four yellow mangoes (Mangifera indica L.) in Thailand, Food Sci. Technol. Res., 2000, 6, 1, 68-73, https://doi.org/10.3136/fstr.6.68 . [all data]

Umano, Hagi, et al., 2000
Umano, K.; Hagi, Y.; Nakahara, K.; Shoji, A.; Shibamoto, T., Volatile chemicals identified in extracts from leaves of Japanese mugwort (Artemisia princeps Pamp.), J. Agric. Food Chem., 2000, 48, 8, 3463-3469, https://doi.org/10.1021/jf0001738 . [all data]

Kaya, Baser, et al., 1999
Kaya, A.; Baser, K.H.C.; Koca, F., Essential oils of Acinos troodi (Post) Leblebici subsp. vardaranus Leblebici and subsp. grandiflorus Hartvig Strid, Flavour Fragr. J., 1999, 14, 1, 50-54, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<50::AID-FFJ783>3.0.CO;2-7 . [all data]

Kaya, Baser, et al., 1999, 2
Kaya, A.; Baser, K.H.C.; Demirci, B.; Koca, F., The essential oil of Acinos alpinus (L.) Moench growing in Turkey, Flavour Fragr. J., 1999, 14, 1, 55-59, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<55::AID-FFJ784>3.0.CO;2-Q . [all data]

Kaya, Baser, et al., 1999, 3
Kaya, A.; Baser, K.H.C.; Tümen, G.; Koca, F., The essential oil of Acinos suaveolens (Sm.) G. Don fil. Acinos arvensis (Lam.) Dandy and Acinos rotundifolius Pers. growing wild in Turkey, Flavour Fragr. J., 1999, 14, 1, 60-64, https://doi.org/10.1002/(SICI)1099-1026(199901/02)14:1<60::AID-FFJ785>3.0.CO;2-0 . [all data]

Weyerstahl, Marschall, et al., 1999
Weyerstahl, P.; Marschall, H.; Thefeld, K.; Rustaiyan, A., Constituents of the essential oil of Tanacetum (syn. Chrysanthemum) fruticulosum Ledeb. from Iran, Flavour Fragr. J., 1999, 14, 2, 112-120, https://doi.org/10.1002/(SICI)1099-1026(199903/04)14:2<112::AID-FFJ786>3.0.CO;2-1 . [all data]

Werkhoff and Güntert, 1997
Werkhoff, P.; Güntert, M., Identification of some ester compounds in bourbon vanilla beans, Lebensm. Wiss. Technol., 1997, 30, 4, 429-431, https://doi.org/10.1006/fstl.1996.0194 . [all data]

Orav, Kailas, et al., 1996
Orav, A.; Kailas, T.; Liiv, M., Analysis of terpenoic composition of conifer needle oils by steam distillation/extraction, gas chromatography and gas chromatography-mass spectrometry, Chromatographia, 1996, 43, 3/4, 215-219, https://doi.org/10.1007/BF02292955 . [all data]

Shuichi, Masazumi, et al., 1996
Shuichi, H.; Masazumi, N.; Hiromu, K.; Kiyoshi, F., Comparison of volatile compounds berween the crude drugs, Onji-tsutsu and Onji-niki, Nippon nogei kagaku kaishi, 1996, 70, 2, 151-160. [all data]

Kollmannsberger, Nitz, et al., 1992
Kollmannsberger, H.; Nitz, S.; Drawert, F., UBer die Aromastoffzusammensetzung von Hochdruckextrakten. I. Pfeffer (Piper nigrum, Var. muntok), Z. Lebensm. Unters Forsch., 1992, 194, 6, 545-551, https://doi.org/10.1007/BF01185481 . [all data]

Notes

Go To: Top, Normal alkane 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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