1,4-Naphthalenediol
- Formula: C10H8O2
- Molecular weight: 160.1693
- IUPAC Standard InChI: InChI=1S/C10H8O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6,11-12H
- IUPAC Standard InChIKey: PCILLCXFKWDRMK-UHFFFAOYSA-N
- CAS Registry Number: 571-60-8
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: Hydronaphthoquinone; Naphthohydroquinone; 1,4-Dihydroxynaphthalene; 1,4-Naphthohydroquinone; Naphthalenediol-(1,4); 1,4-Naphththalenediol; naphthalene-1,4-diol
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Condensed phase thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | -317.4 ± 1.5 | kJ/mol | Ccb | Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -4739. ± 7. | kJ/mol | Ccb | Alegria, Munoz, et al., 1990 | Corresponding ΔfHºsolid = -339. kJ/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°solid | -4761.0 ± 0.7 | kJ/mol | Ccb | Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988 | Corresponding ΔfHºsolid = -317.4 kJ/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°solid | -4770. ± 30. | kJ/mol | Ccb | Berliner, 1946 | Corresponding ΔfHºsolid = -310. kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
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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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 150. ± 8. | kJ/mol | V | Alegria, Munoz, et al., 1990 | ALS |
| ΔsubH° | 120.4 ± 1.0 | kJ/mol | C | Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988 | ALS |
| ΔsubH° | 120.4 | kJ/mol | N/A | Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988 | DRB |
Enthalpy of sublimation
| ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 119. ± 1. | 381. | ME,TE | de Kruif, 1981 | AC |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, 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: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
| IE (eV) | Method | Reference |
|---|---|---|
| 7.62 ± 0.03 | PI | Potapov, Kardash, et al., 1972 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988
Ribeiro Da Silva, M.A.V.; Ribeiro Da Silva, M.D.M.C.; Pilcher, G.,
Enthalpies of combustion of 1-hydroxynaphthalene, 2-hydroxynaphthalene, and 1,2-, 1,3-, 1,4-, and 2,3-dihydroxynaphthalenes,
J. Chem. Thermodyn., 1988, 20, 969-974. [all data]
Alegria, Munoz, et al., 1990
Alegria, A.E.; Munoz, C.; Rodriguez, M.S.,
Thermodynamics of disproportionation and heats of hydration of 1,4-benzosemiquinone and 1,4-naphthosemiquinone at pH 7.1,
J. Phys. Chem., 1990, 94, 930-934. [all data]
Berliner, 1946
Berliner, E.,
A relation between the oxidation-reduction potentials of quinones and the resonance energies of quinones and of hydroquinoes,
J. Am. Chem. Soc., 1946, 68, 49-51. [all data]
de Kruif, 1981
de Kruif, C.G.,
Thermodynamic properties of 1,4-benzoquinone (BQ), 1,4-hydroquinone (HQ), 1,4-naphthoquinone (NQ), 1,4-naphthohydroquinone (NHQ), and the complexes BQ--HQ 1:1, NQ--HQ 1:1, NQ--NHQ 2:1, and NQ--NHQ 1:1,
J. Chem. Phys., 1981, 74, 10, 5838, https://doi.org/10.1063/1.440898
. [all data]
Potapov, Kardash, et al., 1972
Potapov, V.K.; Kardash, I.E.; Sorokin, V.V.; Sokolov, S.A.; Evlasheva, T.I.,
Photoionization of heteroaromatic compounds,
Khim. Vys. Energ., 1972, 6, 392. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions 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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