8-Hydroxyquinoline
- Formula: C9H7NO
- Molecular weight: 145.1580
- IUPAC Standard InChI: InChI=1S/C9H7NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h1-6,11H
- IUPAC Standard InChIKey: MCJGNVYPOGVAJF-UHFFFAOYSA-N
- CAS Registry Number: 148-24-3
- 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. - Other names: Oxyquinoline; 8-Quinolinol; Bioquin; Oxin; Oxine; Oxychinolin; Phenopyridine; Quinophenol; Tumex; 1-Azanaphthalene-8-ol; 8-Hydroxychinolin; 8-Oxyquinoline; 8-OQ; 8-Quinol; Hydroxybenzopyridine; Oxybenzopyridine; Oxychinoline; 8-Oxyquinolin; Fennosan H 30; NCI-C55298; USAF EK-794; 8-Chinolinol; Fennosan; o-Oxychinolin; 8-Quinolol; Oxoquinoline; Quinolin-8-ol; NSC 2039; NSC 615011; NSC 82404
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Phase change data
Go To: Top, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tfus | 347.65 | K | N/A | Manske, Ledingham, et al., 1949 | Uncertainty assigned by TRC = 2. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 23. ± 4. | kcal/mol | AVG | N/A | Average of 6 values; Individual data points |
Reduced pressure boiling point
| Tboil (K) | Pressure (atm) | Reference | Comment |
|---|---|---|---|
| 540.2 | 0.989 | Aldrich Chemical Company Inc., 1990 | BS |
Enthalpy of sublimation
| ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 26.00 ± 0.41 | 308. to 328. | ME | Horton and Wendlandt, 1963 | See also Cox and Pilcher, 1970 and Stephenson and Malanowski, 1987.; AC |
Enthalpy of fusion
| ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 9.63 | 345.7 | AC | WANG, TAN, et al., 2008 | AC |
| 5.28 | 346.8 | N/A | Zorel, Costalonga, et al., 2001 | AC |
Gas Chromatography
Go To: Top, Phase change data, 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
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | OV-101 | 1326.3 | Ferchichi and Messadi, 1994 | 4. K/min; Column length: 25. m; Column diameter: 0.2 mm; Tstart: 30. C; Tend: 250. C |
| Capillary | OV-101 | 1348.9 | Ferchichi and Messadi, 1994 | 4. K/min; Column length: 25. m; Column diameter: 0.2 mm; Tstart: 30. C; Tend: 250. C |
| Capillary | DB-5 | 1358. | Rostad and Pereira, 1986 | 30. m/0.26 mm/0.25 μm, He, 50. C @ 4. min, 6. K/min, 300. C @ 20. min |
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Ultra-1 | 1339. | Du, Clery, et al., 2008 | 50. m/0.20 mm/0.33 μm, Helium, 2. K/min, 280. C @ 20. min; Tstart: 50. C |
| Capillary | HP-5 | 1362. | Du, Clery, et al., 2008 | 50. m/0.20 mm/0.33 μm, Helium, 10. K/min, 280. C @ 8.5 min; Tstart: 50. C |
| Capillary | Ultra-1 | 1312. | Okumura, 1991 | 25. m/0.32 mm/0.25 μm, He, 3. K/min; Tstart: 80. C; Tend: 260. C |
Normal alkane RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-Innowax | 2153. | Du, Clery, et al., 2008 | 50. m/0.20 mm/0.33 μm, Helium, 10. K/min, 250. C @ 6. min; Tstart: 50. C |
Lee's RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-5 | 232.24 | Rostad and Pereira, 1986 | 30. m/0.26 mm/0.25 μm, He, 50. C @ 4. min, 6. K/min, 300. C @ 20. min |
References
Go To: Top, Phase change data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Manske, Ledingham, et al., 1949
Manske, R.H.F.; Ledingham, A.E.; Ashford, W.R.,
The preparation of quinolins by a modified Skraup reaction.,
Can. J. Res., 1949, 27F, 359. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Horton and Wendlandt, 1963
Horton, G.R.; Wendlandt, W.W.,
The heats of dissociation of the 8-quinolinol and substituted 8-quinolinol metal chelates of uranium (VI), thorium (IV) and scandium (III),
J. Inorg. Nucl. Chem., 1963, 25, 241-245. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
WANG, TAN, et al., 2008
WANG, Shao-Xu; TAN, Zhi-Cheng; LI, Yan-Sheng; TONG, Bo; LI, Ying; SHI, Quan; ZHANG, Jing-Nan,
Thermodynamic Study of 8-Hydroxyquinoline by Adiabatic Calorimetry and Thermal Analysis,
Chin. J. Chem., 2008, 26, 11, 2016-2020, https://doi.org/10.1002/cjoc.200890360
. [all data]
Zorel, Costalonga, et al., 2001
Zorel, H.E., Jr.; Costalonga, A.G.C.; Crespi, M.S.; Ribiero, C.A.,
Quim. Nova, 2001, 24, 5, 599. [all data]
Ferchichi and Messadi, 1994
Ferchichi, L.; Messadi, D.,
Simulations de la rétention et de l'effecacité de colonne en chromatographie en phase gazeuse à température programmée: théorie et application,
Analusis, 1994, 22, 392-399. [all data]
Rostad and Pereira, 1986
Rostad, C.E.; Pereira, W.E.,
Kovats and Lee retention indices determined by gas chromatography/mass spectrometry for organic compounds of environmental interest,
J. Hi. Res. Chromatogr. Chromatogr. Comm., 1986, 9, 6, 328-334, https://doi.org/10.1002/jhrc.1240090603
. [all data]
Du, Clery, et al., 2008
Du, Z.; Clery, R.; Hammond, C.J.,
Volatile organic nitrogen-containing constituents in ambrette seed Abelmoschus moschatus Medik (Malvaceae),
J. Agric. Food Chem., 2008, 56, 16, 7388-7392, https://doi.org/10.1021/jf800958d
. [all data]
Okumura, 1991
Okumura, T.,
retention indices of environmental chemicals on methyl silicone capillary column,
Journal of Environmental Chemistry (Japan), 1991, 1, 2, 333-358, https://doi.org/10.5985/jec.1.333
. [all data]
Notes
Go To: Top, Phase change data, Gas Chromatography, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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