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:
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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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Gas phase thermochemistry data

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Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_gas	1.6 ± 0.41	kcal/mol	Ccb	Ribeiro Da Silva, Monte, et al., 1989	Author was aware that data differs from previously reported values
Δ_fH°_gas	6.60 ± 0.62	kcal/mol	Ccr	Sakiyama, Nakano, et al., 1975

Gas Chromatography

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Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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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; T_start: 30. C; T_end: 250. C
Capillary	OV-101	1348.9	Ferchichi and Messadi, 1994	4. K/min; Column length: 25. m; Column diameter: 0.2 mm; T_start: 30. C; T_end: 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

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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; T_start: 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; T_start: 50. C
Capillary	Ultra-1	1312.	Okumura, 1991	25. m/0.32 mm/0.25 μm, He, 3. K/min; T_start: 80. C; T_end: 260. C

Normal alkane RI, polar column, temperature ramp

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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; T_start: 50. C

Lee's RI, non-polar column, temperature ramp

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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, Gas phase thermochemistry data, Gas Chromatography, Notes

Ribeiro Da Silva, Monte, et al., 1989
Ribeiro Da Silva, M.A.V.; Monte, M.J.S.; Matos, M.A.R., Enthalpies of combustion, vapour pressures, and enthalpies of sublimation of 8-hydroxyquinoline, 5-nitro-8-hydroxyquinoline, and 2-methyl-8-hydroxyquinoline, J. Chem. Thermodyn., 1989, 21, 159-166. [all data]

Sakiyama, Nakano, et al., 1975
Sakiyama, M.; Nakano, T.; Seki, S., Enthalpies of combustion of organic compounds. I. 8-Quinolinol., Bull. Chem. Soc. Jpn., 1975, 48, 1705-1708. [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

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Symbols used in this document:

Δ_fH°_gas Enthalpy of formation of gas at standard conditions
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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