2(3H)-Furanone, dihydro-5-pentyl-
- Formula: C9H16O2
- Molecular weight: 156.2221
- IUPAC Standard InChI: InChI=1S/C9H16O2/c1-2-3-4-5-8-6-7-9(10)11-8/h8H,2-7H2,1H3
- IUPAC Standard InChIKey: OALYTRUKMRCXNH-UHFFFAOYSA-N
- CAS Registry Number: 104-61-0
- 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. - Other names: γ-n-Amylbutyrolactone; γ-Amyl-γ-butyrolactone; γ-Amylbutyrolactone; γ-Nonalactone; γ-Nonanolactone; γ-Nonanolide; Nonan-1,4-olide; Nonanoic acid, 4-hydroxy-, γ-lactone; Prunolide; 4-Hydroxynonanoic acid lactone; 4-Nonanolide; 4-Pentylbutanolide; γ-Nonanoic lactone; Aldehyde C-18; 4-Hydroxynonanoic acid, γ-lactone; 1,4-Nonalolide; γ-Nonalacton; (3H)-Dihydro-5-pentyl-2-furanone; 5-Pentyl-γ-lactone; 5-Pentyldihydrofuran-2(3H)-one; Dihydro-5-pentyl-2(3H)-furanone; (.+/-.)-γ-Nonalactone; Cocos aldehyde; 5-Pentyldihydro-2(3H)-furanone; Nonan-4-olide; 5-pentyldihydrofuran-2( 3H)-one (γ-nonalactone); Dihydro-5-pentyl-2(3H)-furanon
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Normal alkane RI, non-polar column, temperature ramp
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 | VF-5 MS | VF-5 MS | HP-5 MS | RTX-5 | DB-5 |
| Column length (m) | 60. | 60. | 30. | 10. | 30. |
| Carrier gas | Helium | Helium | Helium | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.32 | 0.25 | 0.18 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.2 | 0.25 |
| Tstart (C) | 30. | 30. | 70. | 40. | 40. |
| Tend (C) | 260. | 260. | 290. | 275. | 250. |
| Heat rate (K/min) | 2. | 2. | 5. | 50. | 4. |
| Initial hold (min) | 0.5 | 2. | |||
| Final hold (min) | 28. | 28. | 10. | 0.5 | 5. |
| I | 1363. | 1365. | 1367. | 1377. | 1363. |
| Reference | Leffingwell and Alford, 2011 | Leffingwell and Alford, 2011 | Radulovic, Blagojevic, et al., 2010 | Setkova, Risticevic, et al., 2007 | Xu, Fan, et al., 2007 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-5 | HP-5 | HP-1 | HP-5 | SPB-5 |
| Column length (m) | 60. | 30. | 50. | 60. | 30. |
| Carrier gas | He | Helium | He | He | He |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.32 | 0.2 | 0.32 | 0.25 |
| Phase thickness (μm) | 0.25 | 0.5 | 0.25 | 0.25 | |
| Tstart (C) | 60. | 40. | 60. | 30. | 60. |
| Tend (C) | 250. | 240. | 250. | 260. | 250. |
| Heat rate (K/min) | 4. | 4. | 2. | 2. | 4. |
| Initial hold (min) | 5. | 2. | 2. | ||
| Final hold (min) | 5. | 40. | 28. | 20. | |
| I | 1350. | 1355. | 1328. | 1371.1 | 1359. |
| Reference | Fadel, Mageed, et al., 2006 | Miyazawa and Kawata, 2006 | Valette, Fernandez, et al., 2006 | Leffingwell and Alford, 2005 | Pino, Marbot, et al., 2005 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | CP Sil 5 CB | HP-5 | DB-5 | DB-5 | DB-5 |
| Column length (m) | 30. | 30. | 30. | 50. | 30. |
| Carrier gas | He | Helium | Helium | Helium | He |
| Substrate | |||||
| Column diameter (mm) | 0.25 | 0.32 | 0.25 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | ||
| Tstart (C) | 40. | 40. | 60. | 60. | 40. |
| Tend (C) | 220. | 250. | 240. | 240. | 230. |
| Heat rate (K/min) | 4. | 5. | 2. | 2. | 6. |
| Initial hold (min) | 1. | 2. | 2. | ||
| Final hold (min) | 5. | 999. | 999. | 10. | |
| I | 1341. | 1358. | 1360. | 1360. | 1365. |
| Reference | Rohloff and Bones, 2005 | N/A | Miyazawa, Fuhita, et al., 2004 | Miyazawa, Fujita, et al., 2004 | Czerny and Schieberle, 2002 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | DB-5 | SPB-5 | Optima-1 | HP-5 | BP-5 |
| Column length (m) | 30. | 30. | 25. | 30. | 50. |
| Carrier gas | He | Helium | He | H2 | He |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.25 | 0.20 | 0.25 | 0.32 |
| Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | 1. |
| Tstart (C) | 40. | 60. | 50. | 40. | 40. |
| Tend (C) | 230. | 250. | 250. | 280. | 190. |
| Heat rate (K/min) | 6. | 4. | 3. | 3. | 2. |
| Initial hold (min) | 2. | 2. | 3. | 10. | 5. |
| Final hold (min) | 10. | 20. | 10. | ||
| I | 1368. | 1354. | 1324. | 1359. | 1372. |
| Reference | Czerny and Schieberle, 2002 | Pino, Marbot, et al., 2002 | de Beck, Bessière, et al., 2000 | Bicalho, Pereira, et al., 2000 | Lopez, Ferreira, et al., 1999 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
|---|---|---|---|---|---|
| Active phase | Ultra-2 | DB-5 | HP-5 | HP-5 | DB-1 |
| Column length (m) | 50. | 60. | 50. | 50. | 60. |
| Carrier gas | He | He | H2 | H2 | He |
| Substrate | |||||
| Column diameter (mm) | 0.32 | 0.32 | 0.3 | 0.3 | 0.315 |
| Phase thickness (μm) | 0.52 | 1.0 | 0.25 | ||
| Tstart (C) | 40. | 40. | 80. | 80. | 50. |
| Tend (C) | 250. | 240. | 250. | 250. | 250. |
| Heat rate (K/min) | 4. | 3. | 16. | 16. | 4. |
| Initial hold (min) | 3. | ||||
| Final hold (min) | 30. | ||||
| I | 1370. | 1372. | 1328. | 1372. | 1315. |
| Reference | King, Matthews, et al., 1995 | Berdague, Denoyer, et al., 1991 | Spadone, Takeoka, et al., 1990 | Spadone, Takeoka, et al., 1990 | Engel, Flath, et al., 1988 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
| Column type | Capillary | Capillary | Capillary |
|---|---|---|---|
| Active phase | DB-1 | SE-30 | SE-30 |
| Column length (m) | 50. | 50. | 50. |
| Carrier gas | He | ||
| Substrate | |||
| Column diameter (mm) | 0.32 | 0.5 | 0.5 |
| Phase thickness (μm) | |||
| Tstart (C) | 50. | 40. | 40. |
| Tend (C) | 250. | 170. | 170. |
| Heat rate (K/min) | 3. | 3. | 3. |
| Initial hold (min) | 3. | 3. | |
| Final hold (min) | |||
| I | 1315. | 1324. | 1324. |
| Reference | Habu, Flath, et al., 1985 | Heydanek and McGorrin, 1981 | Heydanek and McGorrin, 1981, 2 |
| Comment | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Normal alkane RI, non-polar column, temperature ramp, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Leffingwell and Alford, 2011
Leffingwell, J.; Alford, E.D.,
Volatile constituents of the giant pufball mushroom (Calvatia gigantea),
Leffingwell Rep., 2011, 4, 1-17. [all data]
Radulovic, Blagojevic, et al., 2010
Radulovic, N.; Blagojevic, P.; Palic, R.,
Comparative study of the leaf volatiles of Arctostaphylos uva-ursi (L.) Spreng. and Vaccinium vitis-idaea L. (Ericaceae),
Molecules, 2010, 15, 9, 6168-6185, https://doi.org/10.3390/molecules15096168
. [all data]
Setkova, Risticevic, et al., 2007
Setkova, L.; Risticevic, S.; Pawliszyn, J.,
Rapid headspace solid-phase microextraction-gas chromatographic?time-of-flight mass spectrometric method for qualitative profiling of ice wine volatile fraction II: Classification of Canadian and Czech ice wines using statistical evaluation of the data,
J. Chromatogr. A, 2007, 1147, 2, 224-240, https://doi.org/10.1016/j.chroma.2007.02.052
. [all data]
Xu, Fan, et al., 2007
Xu, Y.; Fan, W.; Qian, M.C.,
Characterization of Aroma Compounds in Apple Cider Using Solvent-Assisted Flavor Evaporation and Headspace Solid-Phase Microextraction,
J. Agric. Food Chem., 2007, 55, 8, 3051-3057, https://doi.org/10.1021/jf0631732
. [all data]
Fadel, Mageed, et al., 2006
Fadel, H.H.M.; Mageed, M.A.A.; Lotfy, S.N.,
Quality and flavour stability of coffee substitute prepared by extrusion of wheat germ and chicory roots,
Amino Acids, 2006, https://doi.org/10.1007/s007260200008
. [all data]
Miyazawa and Kawata, 2006
Miyazawa, M.; Kawata, J.,
Identification of the Key Aroma Compounds in Dried Roots of Rubia cordifolia,
L. Oleo Sci., 2006, 55, 1, 37-39, https://doi.org/10.5650/jos.55.37
. [all data]
Valette, Fernandez, et al., 2006
Valette, L.; Fernandez, X.; Poulain, S.; Lizzani-Cuvelier, L.; Loiseau, A.-M.,
Chemical composition of the volatile extracts from Brassica oleracea L. var. botrytis 'Romanesco' cauliflower seeds,
Flavour Fragr. J., 2006, 21, 1, 107-110, https://doi.org/10.1002/ffj.1530
. [all data]
Leffingwell and Alford, 2005
Leffingwell, J.C.; Alford, E.D.,
Volatile constituents of Perique tobacco,
Electron. J. Environ. Agric. Food Chem., 2005, 4, 2, 899-915. [all data]
Pino, Marbot, et al., 2005
Pino, J.A.; Marbot, R.; Rosado, A.; Vázquez, C.,
Volatile constituents of genipap (Genipa americana L.) fruit from Cuba,
Flavour Fragr. J., 2005, 20, 6, 583-586, https://doi.org/10.1002/ffj.1491
. [all data]
Rohloff and Bones, 2005
Rohloff, J.; Bones, A.M.,
Volatile profiling of Arabidopsis thaliana - Putative olfactory compounds in plant communication,
Phytochemistry, 2005, 66, 16, 1941-1955, https://doi.org/10.1016/j.phytochem.2005.06.021
. [all data]
Miyazawa, Fuhita, et al., 2004
Miyazawa, M.; Fuhita, T.; Yamafuji, C.; Matsui, M.; Kasahara, N.; Takagi, Y.; Ishikawa, Y.,
Chemical composition of volatile oil from the roots of Periploca sepium,
J. Oleo Sci., 2004, 53, 10, 511-513, https://doi.org/10.5650/jos.53.511
. [all data]
Miyazawa, Fujita, et al., 2004
Miyazawa, M.; Fujita, T.; Yamafuji, C.; Matsui, M.; Kasahara, N.; Takagi, Y.; Ishikawa, Y.,
Chemical composition of volatile oil from the roots of Periploca sepium,
J. Oleo Sci., 2004, 53, 11, 511-513, https://doi.org/10.5650/jos.53.511
. [all data]
Czerny and Schieberle, 2002
Czerny, M.; Schieberle, P.,
Important aroma compounds in freshly ground wholemeal and white wheat flour-identification and quantitative changes during sourdough fermentation,
J. Agric. Food Chem., 2002, 50, 23, 6835-6840, https://doi.org/10.1021/jf020638p
. [all data]
Pino, Marbot, et al., 2002
Pino, J.A.; Marbot, R.; Vazquez, C.,
Characterization of volatiles in Loquat fruit (Eriobotrya japonica Lindl.),
Revista CENIC Ciencias Quimicas, 2002, 33, 3, 115-119. [all data]
de Beck, Bessière, et al., 2000
de Beck, P.O.; Bessière, J.M.; Dijoux-Franca, M.-G.; David, B.; Mariotte, A.-M.,
Volatile constituents from leaves and wood of Leea guineensis G. Don (Leeaceae) from Cameroon,
Flavour Fragr. J., 2000, 15, 3, 182-185, https://doi.org/10.1002/1099-1026(200005/06)15:3<182::AID-FFJ888>3.0.CO;2-X
. [all data]
Bicalho, Pereira, et al., 2000
Bicalho, B.; Pereira, A.S.; Aquino Neto, F.R.; Pinto, A.C.; Rezende, C.M.,
Application of high-temperature gas chromatography-mass spectrometry to the investigation of glycosidically bound components related to cashew applie (Anacardium occidentale L. Var. nanum) volatiles,
J. Agric. Food Chem., 2000, 48, 4, 1167-1174, https://doi.org/10.1021/jf9909252
. [all data]
Lopez, Ferreira, et al., 1999
Lopez, R.; Ferreira, V.; Hernandez, P.; Cacho, J.F.,
Identification of impact odorants of young red wines made with Merlot, Cabernet Sauvignon and Grenache grape varieties: a comparative study,
J. Sci. Food Agric., 1999, 79, 11, 1461-1467, https://doi.org/10.1002/(SICI)1097-0010(199908)79:11<1461::AID-JSFA388>3.0.CO;2-K
. [all data]
King, Matthews, et al., 1995
King, M.-F.; Matthews, M.A.; Rule, D.C.; Field, R.A.,
Effect of beef packaging method on volatile compounds developed by oven roasting or microwave cooking,
J. Agric. Food Chem., 1995, 43, 3, 773-778, https://doi.org/10.1021/jf00051a039
. [all data]
Berdague, Denoyer, et al., 1991
Berdague, J.-L.; Denoyer, C.; Le Quéré, J.-L.; Semon, E.,
Volatile components of dry-cured ham,
J. Agric. Food Chem., 1991, 39, 7, 1257-1261, https://doi.org/10.1021/jf00007a012
. [all data]
Spadone, Takeoka, et al., 1990
Spadone, J.-C.; Takeoka, G.; Liardon, R.,
Analytical Investigation of Rio Off-Flavor in Green Coffee,
J. Agric. Food Chem., 1990, 38, 1, 226-233, https://doi.org/10.1021/jf00091a050
. [all data]
Engel, Flath, et al., 1988
Engel, K.-H.; Flath, R.A.; Buttery, R.G.; Mon, T.R.; Ramming, D.W.; Teranishi, R.,
Investigation of volatile constituents in nectarines. 1. Analytical and sensory characterization of aroma components in some nectarine cultivars,
J. Agric. Food Chem., 1988, 36, 3, 549-553, https://doi.org/10.1021/jf00081a036
. [all data]
Habu, Flath, et al., 1985
Habu, T.; Flath, R.A.; Mon, T.R.; Morton, J.F.,
Volatile components of Rooibos tea (Aspalathus linearis),
J. Agric. Food Chem., 1985, 33, 2, 249-254, https://doi.org/10.1021/jf00062a024
. [all data]
Heydanek and McGorrin, 1981
Heydanek, M.G.; McGorrin, R.J.,
Gas chromatography-mass spectroscopy identification of volatiles from rancid oat groats,
J. Agric. Food Chem., 1981, 29, 5, 1093-1095, https://doi.org/10.1021/jf00107a051
. [all data]
Heydanek and McGorrin, 1981, 2
Heydanek, M.G.; McGorrin, R.J.,
Gas chromatography-mass spectroscopy investigations on the flavor chemistry of oat groats,
J. Agric. Food Chem., 1981, 29, 5, 950-954, https://doi.org/10.1021/jf00107a016
. [all data]
Notes
Go To: Top, Normal alkane RI, non-polar column, temperature ramp, References
- Symbols used in this document:
Tend Final temperature Tstart Initial temperature - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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