Citronellal
- Formula: C10H18O
- Molecular weight: 154.2493
- IUPAC Standard InChIKey: NEHNMFOYXAPHSD-UHFFFAOYSA-N
- CAS Registry Number: 106-23-0
- 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: 6-Octenal, 3,7-dimethyl-; β-Citronellal; Rhodinal; 3,7-Dimethyl-6-octenal; Citronellel; 2,3-Dihydrocitral; NSC 46106; Citronella; Citronelal
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Normal alkane RI, non-polar column, custom temperature program
Go To: Top, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | RTX-5 MS | RTX-1 | Siloxane, 5 % Ph | OV-1 | Polydimethyl siloxane, 5 % phenyl |
Column length (m) | 30. | 60. | 30. | ||
Carrier gas | Helium | Helium | Helium | ||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.22 | 0.25 | ||
Phase thickness (μm) | 0.25 | ||||
Program | not specified | not specified | not specified | 40 0C 2 0C/min -> 120 0C 10 0C/min -> 230 0C (15 min) | not specified |
I | 1153. | 1130. | 1151. | 1124. | 1151. |
Reference | Pinheiro, de Queiros, et al., 2013 | Bendiabdellah, El Amine Dib, et al., 2012 | VOC BinBase, 2012 | Chen and Li, 2011 | Skogerson, Wohlgemuth, et al., 2011 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | SLB-5 MS | ZB-1 MS | DB-1 | HP-5 MS | HP-5 |
Column length (m) | 10. | 30. | 60. | 60. | 30. |
Carrier gas | Helium | Helium | Helium | Helium | |
Substrate | |||||
Column diameter (mm) | 0.10 | 0.25 | 0.25 | 0.32 | 0.32 |
Phase thickness (μm) | 0.10 | 0.25 | 0.25 | 1.0 | |
Program | not specified | 50 0C 3 0C/min -> 150 0C (10 min) 10 0C/min -> 250 0C | 50 0C (5 min) 3 0C/min -> 120 0C 5 0C/min -> 250 0C (3 min) 15 0C/min -> 300 0C (20 min) | 120 0C 2 0C/min -> 240 0C 10 0C/min -> 270 0C (2 min) | not specified |
I | 1152. | 1125. | 1138. | 1166. | 1153. |
Reference | Scandinaro, Tranchida, et al., 2010 | Al-Reza, Rahman, et al., 2009 | Delort and Jaquier, 2009 | Dharmawan, Kasapis, et al., 2009 | Riahi, Pourbasheer, et al., 2009 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | CB-1 | CB-1 | DB-5 | CP Sil 8 CB | OV-1 |
Column length (m) | 30. | 30. | 50. | 50. | 30. |
Carrier gas | Helium | Helium | Helium | Helium | Helium |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.32 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 0.25 |
Program | 40 0C (2 min) 4 0C/min -> 180 0C 20 0C/min -> 220 0C (1 min) | not specified | 60 0C (1 min) 5 0C/min -> 160 0C 10 0C/min -> 250 0C | 60 0C (2 min) 5 0C/min -> 160 0C (1 min) 10 0C/min -> 280 0C (3 min) | 40 0C (2 min) 6 0C/min -> 130 0C 10 0C/min -> 300 0C |
I | 1128. | 1129. | 1153. | 1153. | 1130. |
Reference | Kannaste, Vongvanich, et al., 2008 | Kannaste, Vongvanich, et al., 2008 | Nivinsliene, Butkiene, et al., 2007 | Radusiene, Judzentiene, et al., 2007 | Suschke, Sporer, et al., 2007 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 MS | HP-5MS | DB-5 | CP Sil 8 CB | HP-5 |
Column length (m) | 30. | 30. | 30. | 50. | |
Carrier gas | Helium | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.32 | 0.25 | 0.32 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Program | 40 0C (10 min) 3 0C/min -> 200 0C 2 0C/min -> 220 0C | 60C(1min) => 1.5C => 185C => 9C/min => 275C (2min) | 80 0C (1 min) 3 0C/min -> 180 0C 10 0C/min -> 300 0C (3 min) | 50C(5min) => 2C/min => 90C => 15C/min => 240C(4min) | not specified |
I | 1154. | 1156. | 1153. | 1153. | 1145. |
Reference | Schmidt, Noletto, et al., 2006 | Singh G., Maurya S., et al., 2006 | Blank, Fontes, et al., 2005 | Butkienë, Nivinskienë, et al., 2005 | Riu-Aumatell, Lopez-Tamames, et al., 2005 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 | BPX-5 | SE-30 | SE-54 | HP-1 |
Column length (m) | 30. | 30. | 30. | 12. | |
Carrier gas | H2 | He | |||
Substrate | |||||
Column diameter (mm) | 0.32 | 0.25 | 0.32 | 0.20 | |
Phase thickness (μm) | 0.25 | 0.25 | 0.33 | ||
Program | 65C(1min) => 1C/min => 75C (2min) => 0.5C/min => 81C(2min) => 3C/min => 180C(7min) | 50 0C (1 min) 3 0C/min -> 150 0C 5 0C/min -> 250 0C (5 min) | not specified | 35C (2min) => 40C/min => 50C (2min) => 6C/min => 180C => 10C/min => 230C (10min) | 40 0C 6.7 0C/min -> 87 0C (9 min) 10 0C/min -> 187 0C |
I | 1156. | 1153. | 1128. | 1156. | 1132. |
Reference | Singh, Maurya, et al., 2005 | Koba, Sanda, et al., 2004 | Vinogradov, 2004 | Buettner, Mestres, et al., 2003 | Betts, 2000 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-1 | DB-1 | DB-5 | Polydimethyl siloxanes | OV-101 |
Column length (m) | 30. | 30. | |||
Carrier gas | He | H2 | |||
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | |||
Phase thickness (μm) | 0.25 | 0.25 | |||
Program | 45C => 3C/min => 175C => 15C/min => 240C (10min) | 45C => 3C/min => 175C => 15C => 240C(10min) | not specified | not specified | not specified |
I | 1121. | 1121. | 1153. | 1137. | 1137. |
Reference | Baratta, Dorman, et al., 1998 | da Silva, Figueiredo, et al., 1998 | Isidorov, Zenkevich, et al., 1997 | Zenkevich, 1997 | Shibamoto, 1987 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Packed |
---|---|
Active phase | OV-101 |
Column length (m) | 2.5 |
Carrier gas | N2 |
Substrate | Chromosorb G 60-80mesh DMCS |
Column diameter (mm) | |
Phase thickness (μm) | |
Program | not specified |
I | 1136. |
Reference | Swigar and Silverstein, 1981 |
Comment | MSDC-RI |
References
Go To: Top, Normal alkane RI, non-polar column, custom temperature program, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Pinheiro, de Queiros, et al., 2013
Pinheiro, P.F.; de Queiros, V.T.; Rondelli, V.M.; Costa, A.V.; MArcelino, T. deP.; Pratissoli, D.,
Insecticidal activity of citronells grass essential oil on Frankliniella schultzei and Myzus persicae,
Cienc. Agrotec. Lavras, 2013, 37, 2, 138-144, https://doi.org/10.1590/S1413-70542013000200004
. [all data]
Bendiabdellah, El Amine Dib, et al., 2012
Bendiabdellah, A.; El Amine Dib, M.; Djabou, N.; Allali, H.; Tabti, B.; Costa, J.; Myseli, A.,
Biological activities and volatile cinstituents of Daucus muricatus L. from Algeria,
Chem. Centr. J., 2012, 6, 48, 1-22. [all data]
VOC BinBase, 2012
VOC BinBase,
The volatile compound BinBase (VOC BinBase), 2012, retrieved from http://fiehnlab.ucdavis.edu/projects/VocBinBase and http://binbase.sourceforge.net. [all data]
Chen and Li, 2011
Chen, S.; Li, X.,
Analysis of common volatile constituents between herbal pair Ephedra Sinica Stapf-Zingiber offoconale Rosc. and its single herb by GC-MS combined with AMWFA method, 2011, retrieved from http://www.webmedcentral.com. [all data]
Skogerson, Wohlgemuth, et al., 2011
Skogerson, K.; Wohlgemuth, G.; Fiehn, O.,
VocBinNase, 2011, retrieved from http://fiehnlab.ucdavis.edu/projects//VocBinBase. [all data]
Scandinaro, Tranchida, et al., 2010
Scandinaro, M.; Tranchida, P.Q.; Costa, R.; Dugo, P.; Mondello, L.,
Rapid Quality Control of Flavours and Fragrances using Fast GC-MS and Multi-MS Library Search Procedures,
LCGC Europe, 2010, 23, 9, 456-464. [all data]
Al-Reza, Rahman, et al., 2009
Al-Reza, S.M.; Rahman, A.; Kang, S.C.,
Chemical composition and inhibitory effect of essentiasl oil and organic extracts of Cestrum nocturnum L. om food-borne pathogens,
Int. J. Food Sci. Technol., 2009, 44, 6, 1176-1182, https://doi.org/10.1111/j.1365-2621.2009.01939.x
. [all data]
Delort and Jaquier, 2009
Delort, E.; Jaquier, A.,
Novel terpenyl esters from Australian finger lime (Citrus australasica) peel extract,
Flav. Fragr. J., 2009, 24, 3, 123-132, https://doi.org/10.1002/ffj.1922
. [all data]
Dharmawan, Kasapis, et al., 2009
Dharmawan, J.; Kasapis, S.; Sriramula, P.; Lear, M.J.; Curran, P.,
Evaluation of aroma-active compounds in Pontianak orange peel oil (Citrus nobilis Lour. var. microcarpa Hassk.) by gas chromatography - olfactometry, aroma reconstitution, and omission test,
J. Agric. Food Chem., 2009, 57, 1, 239-244, https://doi.org/10.1021/jf801070r
. [all data]
Riahi, Pourbasheer, et al., 2009
Riahi, S.; Pourbasheer, E.; Ganjali, M.R.; Norouzi, P.,
Investigation of different linear and non-linear chemometric methods for modeling of retention index of essential oil components: Concerns to support vector mashine,
J. Hazard. Mat., 2009, 166, 2-3, 853-859, https://doi.org/10.1016/j.jhazmat.2008.11.097
. [all data]
Kannaste, Vongvanich, et al., 2008
Kannaste, A.; Vongvanich, N.; Borg-Karlson, A.-K.,
Infestation by a Nalepella species induces emissions of alpha- and beta-farnesenes, (-)-linalool and aromatic compounds in Norway spruce clones of different susceptibility to the large pine weevil,
Anthropod-Plant Interactions, 2008, 2, 1, 31-41, https://doi.org/10.1007/s11829-008-9029-4
. [all data]
Nivinsliene, Butkiene, et al., 2007
Nivinsliene, O.; Butkiene, R.; Gudalevic, A.; Mockute, D.; Meskauskiene, V.; Grigaliunaite, B.,
Influence of urban environment on chemical composition of Tilia cordata essential oil,
Chemija, 2007, 18, 1, 44-49. [all data]
Radusiene, Judzentiene, et al., 2007
Radusiene, J.; Judzentiene, A.; Peciulyte, D.; Janulis, V.,
Essential Oil Composition and Antimicrobial Assay of Acorus calamus Leaves from Different Wild Populations,
Plant Genetic Resources: Characterization and Utilization, 2007, 5, 1, 37-44, https://doi.org/10.1017/S1479262107390928
. [all data]
Suschke, Sporer, et al., 2007
Suschke, U.; Sporer, F.; Schneele, J.; Geiss, H.K.; Reichling, J.,
Antibacterial and Cytotoxic activity of Nepeta cataria L., Nepeta cataria var. citriodora (Beck.) Balb. and Melissa officinalis L. essential oils,
Natural Product Communications, 2007, 2, 12, 1277-1286. [all data]
Schmidt, Noletto, et al., 2006
Schmidt, J.M.; Noletto, J.A.; Vogler, B.; Setzer, W.N.,
Abaco Bush Medicine: Chemical composition of the essential oils of four aromatic medicinal plants from Abaco Island, Bahamas,
J. Herbs, Spices Medicinal Plants, 2006, 12, 3, 43-65, https://doi.org/10.1300/J044v12n03_04
. [all data]
Singh G., Maurya S., et al., 2006
Singh G.; Maurya S.; de Lampasona M.P.; Catalan C.A.N.,
Studies on essential oils, Part 41. Chemical composition, antifungal, antioxidant and sprout suppressant activities of coriander (Coriandrum sativum) essential oil and its oleoresin,
Flavour Fragr. J., 2006, 21, 3, 472-479, https://doi.org/10.1002/ffj.1608
. [all data]
Blank, Fontes, et al., 2005
Blank, A.F.; Fontes, S.M.; Carvalho Filho, J.L.S.; Alves, P.B.; Silva-Mann, R.; Mendonça, M.C.; Arrigoni-Blank, M.F.; Rodrigues, M.O.,
Influence of harvest times and drying of leaves on the essential oil of Melissa officinalis L. cultivated in two environments,
Rev. Bras. Pl. Med., Botucatu, 2005, 8, 1, 73-78. [all data]
Butkienë, Nivinskienë, et al., 2005
Butkienë, R.; Nivinskienë, O.; Mockutë, D.,
α-Pinene chemotype of leaf (needle) essential oils of Juniperus communis L. growing wild in Vilnius district,
Chemija, 2005, 16, 1, 53-60. [all data]
Riu-Aumatell, Lopez-Tamames, et al., 2005
Riu-Aumatell, M.; Lopez-Tamames, E.; Buxaderas, S.,
Assessment of the Volatile Composition of Juices of Apricot, Peach, and Pear According to Two Pectolytic Treatments,
J. Agric. Food Chem., 2005, 53, 20, 7837-7843, https://doi.org/10.1021/jf051397z
. [all data]
Singh, Maurya, et al., 2005
Singh, G.; Maurya, S.; Catalan, C.; de Lampasona, M.P.,
Studies on essential oils, Part 42: chemical, antifungal, antioxidant and sprout suppressant studies on ginger essential oil and its oleoresin,
Flavour Fragr. J., 2005, 20, 1, 1-6, https://doi.org/10.1002/ffj.1373
. [all data]
Koba, Sanda, et al., 2004
Koba, K.; Sanda, K.; Raynaud, C.; Nenonene, Y.A.; Millet, J.; Chaumont, J.P.,
Activités antimicrobiennes d'huiles essentielles de trois Cymbopogon sp. africains vis-àvis de germes pathogènes d'animaux de compagnie,
Ann. Med. Vet., 2004, 148, 202-206. [all data]
Vinogradov, 2004
Vinogradov, B.A.,
Production, composition, properties and application of essential oils, 2004, retrieved from http://viness.narod.ru. [all data]
Buettner, Mestres, et al., 2003
Buettner, A.; Mestres, M.; Fischer, A.; Guasch, J.; Schieberle, P.,
Evaluation of the most odour-active compounds in the peel oil of clementines ( citrus reticulata blanco cv. clementine),
Eur. Food Res. Technol., 2003, 216, 11-14. [all data]
Betts, 2000
Betts, T.J.,
Solid phase microextraction of volatile constituents from individual fresh Eucalyptis leaves of three species,
Planta Medica, 2000, 66, 2, 193-195, https://doi.org/10.1055/s-0029-1243133
. [all data]
Baratta, Dorman, et al., 1998
Baratta, M.T.; Dorman, H.J.; Deans, S.G.; Figueiredo, A.C.; Barroso, J.G.; Ruberto, G.,
Antimicrobial and antioxidant properties of some commercial essential oils,
Flavour Fragr. J., 1998, 13, 4, 235-244, https://doi.org/10.1002/(SICI)1099-1026(1998070)13:4<235::AID-FFJ733>3.0.CO;2-T
. [all data]
da Silva, Figueiredo, et al., 1998
da Silva, J.A.; Figueiredo, A.C.; Barroso, J.G.; Pedro, L.G.; Gomes, M.A.; Fontinha, S.S.; Scheffer, J.J.C.,
Composition of the essential oil of Melanoselinum decipiens (Schrad. Wendl.) Hoffm., an endemic species of the Madeira and Azores archipelagos,
Flavour Fragr. J., 1998, 13, 2, 90-92, https://doi.org/10.1002/(SICI)1099-1026(199803/04)13:2<90::AID-FFJ700>3.0.CO;2-D
. [all data]
Isidorov, Zenkevich, et al., 1997
Isidorov, V.; Zenkevich, I.; Sacharevich, T.,
Calculation of Gas Chromatographic Retention Indices for Monoterpenes and Terpenoids from Their Physico-Chemical Constants,
Chem. Anal. (Warsaw), 1997, 42, 627-634. [all data]
Zenkevich, 1997
Zenkevich, I.G.,
Analytical Parameters of Components of Essential Oils for their Chromatographic and Chromato-Spectral Identificaiton. Oxsigenated derivatives of Mono- and Sesquiterpene Hydrocarbons,
Rastit, Resursy (Rus.), 1997, 33, 1, 16-28. [all data]
Shibamoto, 1987
Shibamoto, T.,
Retention Indices in Essential Oil Analysis
in Capillary Gas Chromatography in Essential Oil Analysis, Sandra, P.; Bicchi, C., ed(s)., Hutchig Verlag, Heidelberg, New York, 1987, 259-274. [all data]
Swigar and Silverstein, 1981
Swigar, A.A.; Silverstein, R.M.,
Monoterpenes, Aldrich Chemical Company, Milwaukee, WI, USA, 1981, 130. [all data]
Notes
Go To: Top, Normal alkane RI, non-polar column, custom temperature program, References
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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