2-Buten-1-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-, (E)-
- Formula: C13H18O
- Molecular weight: 190.2814
- IUPAC Standard InChIKey: POIARNZEYGURDG-FNORWQNLSA-N
- CAS Registry Number: 23726-93-4
- 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:
- Stereoisomers:
- Other names: β-Damascenone; trans-β-Damascenone; Damascenone; Damascenone, trans-; 2,6,6-Trimethyl-1-trans-crotonoyl-1,3-cyclohexadiene; (2E)-1-(2,6,6-Trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one; β-(E)-Damascenone; 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, trans-; (2 E)-1-(2,6,6-trimethylcyclohexane-1,3-dien-1-yl)but-2-en-1-one; (E)-β-Damascenone; trans-Damascenone; 36649-63-5; 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one (β-damascenone); (2 E)-1-(2,6,6-trimethylcyclohexane-1,3-dien-1-yl)but-2-en-1-one (β-damascenone); (E)-1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one
- Information on this page:
- Other data available:
- Options:
Van Den Dool and Kratz 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 | HP-5 | DB-5 | HP-5MS | DB-5MS | DB-5MS |
Column length (m) | 25. | 30. | 30. | 30. | 30. |
Carrier gas | He | 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 | 0.5 | 0.25 | 0.25 |
Tstart (C) | 60. | 60. | 35. | 35. | 35. |
Tend (C) | 240. | 240. | 225. | 225. | 225. |
Heat rate (K/min) | 4. | 3. | 4. | 10. | 10. |
Initial hold (min) | 2. | 5. | 5. | 5. | |
Final hold (min) | 30. | 25. | 25. | ||
I | 1385. | 1381. | 1384. | 1390. | 1397. |
Reference | Dehghan, Solaimanian, et al., 2007 | Flamini, Cioni, et al., 2007 | Jarunrattanasri, Theerakulkait, et al., 2007 | Lozano P.R., Drake M., et al., 2007 | Lozano P.R., Drake M., 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 | RTX-1 | RTX-1 | DB-5 | ZB-5 |
Column length (m) | 30. | 60. | 60. | 30. | 30. |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.32 | 0.22 | 0.22 | 0.32 | 0.32 |
Phase thickness (μm) | 0.5 | 0.25 | 0.25 | 0.5 | 0.5 |
Tstart (C) | 40. | 60. | 60. | 40. | 40. |
Tend (C) | 265. | 230. | 230. | 265. | 265. |
Heat rate (K/min) | 7. | 2. | 2. | 7. | 7. |
Initial hold (min) | |||||
Final hold (min) | 5. | 30. | 35. | 5. | 5. |
I | 1391. | 1361. | 1362. | 1383. | 1390. |
Reference | Mahattanatawee K., Perez-Cacho P.R., et al., 2007 | Muselli, Rossi, et al., 2007 | Paolini, Muselli, et al., 2007 | Ruiz Perez-Cacho, Mahattanatawee, et al., 2007 | Ruiz Perez-Cacho, Mahattanatawee, et al., 2007 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5MS | DB-5 | RTX-5 | DB-5 | HP-5MS |
Column length (m) | 30. | 30. | 10. | 30. | 30. |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.32 | 0.18 | 0.32 | 0.25 |
Phase thickness (μm) | 0.25 | 0.24 | 0.2 | 0.25 | 0.25 |
Tstart (C) | 60. | 40. | 40. | 40. | 80. |
Tend (C) | 280. | 240. | 275. | 240. | 300. |
Heat rate (K/min) | 4. | 6. | 50. | 6. | 4. |
Initial hold (min) | 5. | 2. | 0.5 | 2. | |
Final hold (min) | 10. | 0.5 | 10. | ||
I | 1381. | 1385. | 1394. | 1389. | 1388.4 |
Reference | Saroglou, Arfan, et al., 2007 | Scheidig, Czerny, et al., 2007 | Setkova, Risticevic, et al., 2007 | Steinhaus and Schieberle, 2007 | Zeng, Zhao, 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-5MS | CP Sil 8 CB | DB-1 | HP-5 |
Column length (m) | 30. | 30. | 50. | 30. | 25. |
Carrier gas | N2 | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.32 | 0.25 | 0.32 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.25 | 0.25 | |
Tstart (C) | 60. | 60. | 60. | 60. | 60. |
Tend (C) | 240. | 280. | 220. | 240. | 240. |
Heat rate (K/min) | 3. | 3. | 4. | 4. | 4. |
Initial hold (min) | 3. | 5. | |||
Final hold (min) | 5. | 30. | |||
I | 1380. | 1386. | 1381. | 1394. | 1386. |
Reference | Dob, Dahmane, et al., 2006 | Kukic J., Petrovic S., et al., 2006 | Mahadevan and Farmer, 2006 | Rezazadeh, Hamedani, et al., 2006 | Rezazadeh, Hamedani, et al., 2006 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5MS | HP-5 | DB-5 | HP-5 | HP-5 |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | He | He | N2 | N2 | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.25 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 1. | 0.25 | 0.25 |
Tstart (C) | 60. | 60. | 40. | 60. | 50. |
Tend (C) | 280. | 250. | 230. | 220. | 250. |
Heat rate (K/min) | 4. | 10. | 4. | 5. | 4. |
Initial hold (min) | 5. | 2. | 2. | 10. | 5. |
Final hold (min) | 10. | 10. | 15. | ||
I | 1381. | 1385. | 1378. | 1382. | 1383. |
Reference | Saroglou, Dorizas, et al., 2006 | Zhao J.Y., Liu J.M., et al., 2006 | Fang and Qian, 2005 | Flamini, Luigi Cioni, et al., 2005 | Mahattanatawee, Goodner, 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 | HP-5 | ZB-5 | RTX-1 | HP-5MS |
Column length (m) | 30. | 30. | 30. | 60. | 30. |
Carrier gas | He | He | He | He | He |
Substrate | |||||
Column diameter (mm) | 0.25 | 0.25 | 0.32 | 0.22 | 0.25 |
Phase thickness (μm) | 0.25 | 0.25 | 0.5 | 0.25 | 0.25 |
Tstart (C) | 50. | 50. | 40. | 60. | 60. |
Tend (C) | 250. | 250. | 265. | 230. | 250. |
Heat rate (K/min) | 4. | 4. | 7. | 2. | 4. |
Initial hold (min) | 5. | 5. | 2. | ||
Final hold (min) | 15. | 15. | 5. | 35. | 20. |
I | 1381. | 1386. | 1383. | 1362. | 1381. |
Reference | Mahattanatawee, Goodner, et al., 2005 | Mahattanatawee, Goodner, et al., 2005 | Mahattanatawee, Rouseff, et al., 2005 | Paolini, Costa, et al., 2005 | Pino, Mesa, et al., 2005 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | ZB-5 | HP-5 | SPB-5 | SPB-5 | HP-5 |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | Helium | N2 | He | He | N2 |
Substrate | |||||
Column diameter (mm) | 0.32 | 0.25 | 0.25 | 0.53 | 0.25 |
Phase thickness (μm) | 0.50 | 0.25 | 0.25 | 1.5 | 0.25 |
Tstart (C) | 40. | 60. | 60. | 100. | 60. |
Tend (C) | 265. | 220. | 250. | 250. | 220. |
Heat rate (K/min) | 7. | 5. | 4. | 5. | 5. |
Initial hold (min) | 10. | 2. | 10. | ||
Final hold (min) | 5. | 20. | |||
I | 1393. | 1380. | 1380. | 1404. | 1381. |
Reference | Bell, 2004 | Bertoli, Menichini, et al., 2004 | Pino, Marbot, et al., 2004 | Rodríguez-Burruezo, Kollmannsberger, et al., 2004 | Campeol, Flamini, et al., 2003 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | HP-5 | HP-5 | DB-5 | DB-5 | HP-5 |
Column length (m) | 30. | 30. | 30. | 30. | 30. |
Carrier gas | N2 | N2 | 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 |
Tstart (C) | 60. | 60. | 60. | 60. | 60. |
Tend (C) | 220. | 220. | 240. | 240. | 280. |
Heat rate (K/min) | 5. | 5. | 3. | 3. | 3. |
Initial hold (min) | 10. | 10. | |||
Final hold (min) | |||||
I | 1381. | 1382. | 1381. | 1383. | 1381. |
Reference | Campeol, Flamini, et al., 2003 | Dural, Bagci, et al., 2003 | Flamini, Cioni, et al., 2003 | Flamini, Luigi Cioni, et al., 2003 | Fokialakis, Melliou, et al., 2003 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5 | DB-5 | DB-5MS | SPB-5 | DB-5 |
Column length (m) | 30. | 25. | 30. | 30. | 60. |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.32 | 0.25 | 0.25 | 0.25 | 0.25 |
Phase thickness (μm) | 0.5 | 0.25 | 0.25 | 0.25 | |
Tstart (C) | 40. | 60. | 35. | 60. | 40. |
Tend (C) | 265. | 260. | 200. | 250. | 275. |
Heat rate (K/min) | 7. | 4. | 10. | 4. | 7. |
Initial hold (min) | 5. | 2. | |||
Final hold (min) | 5. | 30. | 20. | ||
I | 1393. | 1385. | 1387. | 1381. | 1391. |
Reference | Högnadóttir and Rouseff, 2003 | Javidnia, Miri, et al., 2003 | Karagül-Yüceer, Vlahovich, et al., 2003 | Pino, Marbot, et al., 2003 | Valim, Rouseff, et al., 2003 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | SPB-1 | HP-5MS | HP-5 | SPB-1 | DB-5 |
Column length (m) | 30. | 30. | 30. | 37. | 30. |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.20 | 0.25 | 0.25 | 0.32 | 0.32 |
Phase thickness (μm) | 0.20 | 0.25 | 0.25 | 0.25 | 0.25 |
Tstart (C) | 70. | 60. | 60. | 100. | 40. |
Tend (C) | 220. | 300. | 280. | 250. | 220. |
Heat rate (K/min) | 3. | 3. | 3. | 8. | 10. |
Initial hold (min) | 5. | 5. | |||
Final hold (min) | 15. | 30. | |||
I | 1357. | 1385. | 1379. | 1369. | 1389. |
Reference | Cavaleiro, Salgueiro, et al., 2002 | Couladis, Chinou, et al., 2002 | Fokialakis, Magiatis, et al., 2002 | Misharina, Samusenko, et al., 2002 | Wu and Cadwallader, 2002 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5 | DB-5 | DB-5 | HP-5 | DB-5 |
Column length (m) | 30. | 15. | 15. | 30. | 30. |
Carrier gas | He | He | He | ||
Substrate | |||||
Column diameter (mm) | 0.32 | 0.32 | 0.32 | 0.25 | 0.32 |
Phase thickness (μm) | 0.25 | 0.5 | 0.5 | 0.25 | 0.5 |
Tstart (C) | 40. | 30. | 30. | 60. | 33. |
Tend (C) | 220. | 225. | 225. | 280. | 230. |
Heat rate (K/min) | 10. | 10. | 10. | 3. | 8. |
Initial hold (min) | 5. | 2. | 2. | 5. | 5. |
Final hold (min) | 30. | 20. | 20. | 8. | |
I | 1388. | 1374. | 1408. | 1381. | 1365. |
Reference | Wu and Cadwallader, 2002 | Zhou, Wintersteen, et al., 2002 | Zhou, Wintersteen, et al., 2002 | Aligiannis, Kalpoutzakis, et al., 2001 | Bezman, Rouseff, et al., 2001 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5 | DB-5 | HP-5 | DB-5 | CP Sil 5 CB |
Column length (m) | 30. | 30. | 30. | 30. | 50. |
Carrier gas | He | He | He | He | |
Substrate | |||||
Column diameter (mm) | 0.32 | 0.32 | 0.25 | 0.32 | 0.32 |
Phase thickness (μm) | 0.5 | 0.5 | 0.25 | 0.25 | 0.4 |
Tstart (C) | 33. | 33. | 60. | 35. | 60. |
Tend (C) | 230. | 230. | 380. | 200. | 280. |
Heat rate (K/min) | 8. | 8. | 3. | 10. | 3. |
Initial hold (min) | 5. | 5. | 5. | 10. | |
Final hold (min) | 8. | 8. | 30. | 60. | |
I | 1366. | 1368. | 1376. | 1370. | 1362. |
Reference | Bezman, Rouseff, et al., 2001 | Bezman, Rouseff, et al., 2001 | Couladis, Tsortanidou, et al., 2001 | Karagül-Yüceer, Drake, et al., 2001 | Pino and Marbot, 2001 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary | Capillary | Capillary |
---|---|---|---|---|---|
Active phase | DB-5 | DB-1 | OV-101 | OV-101 | OV-101 |
Column length (m) | 30. | 30. | 15. | 15. | 15. |
Carrier gas | H2 | N2 | |||
Substrate | |||||
Column diameter (mm) | 0.32 | 0.32 | 0.32 | 0.32 | 0.32 |
Phase thickness (μm) | 1. | 0.25 | |||
Tstart (C) | 40. | 150. | 35. | 35. | 35. |
Tend (C) | 220. | 280. | 250. | 250. | 250. |
Heat rate (K/min) | 3. | 3. | 6. | 6. | 6. |
Initial hold (min) | 3. | 3. | 3. | ||
Final hold (min) | |||||
I | 1390. | 1373. | 1356. | 1356. | 1358. |
Reference | Moio L., Rillo L., et al., 1996 | Coen, Engel, et al., 1995 | Chisholm, Guiher, et al., 1994 | Chisholm, Guiher, et al., 1994 | Chisholm, Guiher, et al., 1994 |
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) | 15. | 15. | 15. | 15. | 15. |
Carrier gas | |||||
Substrate | |||||
Column diameter (mm) | 0.32 | 0.32 | 0.32 | 0.32 | 0.32 |
Phase thickness (μm) | |||||
Tstart (C) | 35. | 35. | 35. | 35. | 35. |
Tend (C) | 250. | 250. | 250. | 250. | 250. |
Heat rate (K/min) | 6. | 6. | 6. | 6. | 6. |
Initial hold (min) | 3. | 3. | 3. | 3. | 3. |
Final hold (min) | |||||
I | 1359. | 1359. | 1360. | 1360. | 1360. |
Reference | Chisholm, Guiher, et al., 1994 | Chisholm, Guiher, et al., 1994 | Chisholm, Guiher, et al., 1994 | Chisholm, Guiher, et al., 1994 | Chisholm, Guiher, et al., 1994 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI | MSDC-RI |
Column type | Capillary | Capillary | Capillary |
---|---|---|---|
Active phase | OV-101 | OV-101 | SPB-1 |
Column length (m) | 15. | 15. | 15. |
Carrier gas | He | ||
Substrate | |||
Column diameter (mm) | 0.32 | 0.32 | 0.32 |
Phase thickness (μm) | 0.25 | ||
Tstart (C) | 35. | 35. | 35. |
Tend (C) | 250. | 250. | 250. |
Heat rate (K/min) | 6. | 6. | 6. |
Initial hold (min) | 3. | 3. | 3. |
Final hold (min) | |||
I | 1364. | 1364. | 1368. |
Reference | Chisholm, Guiher, et al., 1994 | Chisholm, Guiher, et al., 1994 | Chisholm and Samuels, 1992 |
Comment | MSDC-RI | MSDC-RI | MSDC-RI |
References
Go To: Top, Van Den Dool and Kratz 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.
Dehghan, Solaimanian, et al., 2007
Dehghan, G.; Solaimanian, R.; Shahverdi, A.R.; Amin, G.; Abdollahi, M.; Shafiee, A.,
Chemical composition and antimicrobial activity of essential oil of Ferula szovitsiana D.C.,
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Flamini, G.; Cioni, P.L.; Morelli, I.; Bader, A.,
Essential oils of the aerial parts of three Salvia species from Jordan: Salvia lanigera, S. spinosa and S. syriaca,
Food Chem., 2007, 100, 2, 732-735, https://doi.org/10.1016/j.foodchem.2005.10.032
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Jarunrattanasri, Theerakulkait, et al., 2007
Jarunrattanasri, A.; Theerakulkait, C.; Cadwallader, K.R.,
Aroma Components of Acid-Hydrolyzed Vegetable Protein Made by Partial Hydrolysis of Rice Bran Protein,
J. Agric. Food Chem., 2007, 55, 8, 3044-3050, https://doi.org/10.1021/jf0631474
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Lozano P.R., Drake M., et al., 2007
Lozano P.R.; Drake M.; Benitez D.; Cadwallader K.R.,
Instrumental and sensory characterization of heat-induced odorants in aseptically packaged soy milk,
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Mahattanatawee K., Perez-Cacho P.R., et al., 2007
Mahattanatawee K.; Perez-Cacho P.R.; Davenport T.; Rouseff R.,
Comparison of three lychee cultivar odor profiles using gas chromatography-olfactometry and gas chromatography-sulfur detection,
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Muselli, Rossi, et al., 2007
Muselli, A.; Rossi, P.-G.; Desjobert, J.-M.; Bernardini, A.-F.; Berti, L.; Costa, J.,
Chemical composition and antibacterial activity of Otanthus maritimus (L.) Hoffmanns. Link essential oils from Corsica,
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Paolini, Muselli, et al., 2007
Paolini, J.; Muselli, A.; Bernardini, A.-F.; Bighelli, A.; Casanova, J.; Costa, J.,
Thymol derivatives from essential oil of Doronicum corsicum L.,
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Ruiz Perez-Cacho, P.; Mahattanatawee, K.; Smoot, J.M.; Rouseff, R.,
Identification of Sulfur Volatiles in Canned Orange Juices Lacking Orange Flavor,
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Saroglou, Arfan, et al., 2007
Saroglou, V.; Arfan, M.; Shabir, A.; Hadjipavlou-Litina, D.; Skaltsa, H.,
Composition and antioxidant activity of the essential oil of Teucrium royleanum Wall. ex Benth growing in Pakistan,
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Changes in Key Odorants of Raw Coffee Beans during Storage under Defined Conditions,
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Characterization of the key aroma compounds in soy sauce using approaches of molecular sensory science,
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Zeng, Zhao, et al., 2007
Zeng, Y.-X.; Zhao, C.-X.; Liang, Y.-Z.; Yang, H.; Fang, H.-Z.; Yi, L.-Z.; Zeng, Z.-D.,
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Key Odor Impact Compounds in Three Yeast Extract Pastes,
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Notes
Go To: Top, Van Den Dool and Kratz RI, non-polar column, temperature ramp, References
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