1,4-Naphthalenedione
- Formula: C10H6O2
- Molecular weight: 158.1534
- IUPAC Standard InChI: InChI=1S/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H
- IUPAC Standard InChIKey: FRASJONUBLZVQX-UHFFFAOYSA-N
- CAS Registry Number: 130-15-4
- 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. - Other names: 1,4-Naphthoquinone; α-Naphthoquinone; p-Naphthoquinone; 1,4-Dihydro-1,4-diketonaphthalene; 1,4-Naphthylquinone; 1,4-Naphthaquinone; USAF CY-10; 1,4-Naftochinon; Rcra waste number U166; NSC 9583; Naphthoquinone
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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 | -188.5 ± 1.7 | kJ/mol | Ccb | Ribeiro Da Silva, Ribeiro Da Silva, et al., 1989 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -4604.1 ± 1.1 | kJ/mol | Ccb | Ribeiro Da Silva, Ribeiro Da Silva, et al., 1989 | Corresponding ΔfHºsolid = -188.5 kJ/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°solid | -4608.923 | kJ/mol | Ccb | Magnus, 1956 | Corresponding ΔfHºsolid = -183.67 kJ/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°solid | -4605.7 | kJ/mol | Ccb | Swietoslawski and Starczedska, 1925 | Corresponding ΔfHºsolid = -187. kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
Go To: Top, Condensed phase thermochemistry 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 as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
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 |
|---|---|---|---|---|---|
| Tfus | 399.15 | K | N/A | Schmitt and Reid, 1986 | Uncertainty assigned by TRC = 2. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 91.0 ± 0.8 | kJ/mol | C | Ribeiro Da Silva, Ribeiro Da Silva, et al., 1989 | ALS |
| ΔsubH° | 91.0 | kJ/mol | N/A | Ribeiro Da Silva, Ribeiro Da Silva, et al., 1989 | DRB |
| ΔsubH° | 91.0 ± 0.8 | kJ/mol | C | Ribeiro Da Silva, Ribeiro Da Silva, et al., 1989 | AC |
| ΔsubH° | 72.4 | kJ/mol | C | Magnus, 1956 | ALS |
Enthalpy of sublimation
| ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 91. ± 2. | 313. | TE,ME | de Kruif, 1981 | AC |
References
Go To: Top, Condensed phase thermochemistry data, Phase change 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., 1989
Ribeiro Da Silva, M.A.V.; Ribeiro Da Silva, D.M.C.; Teixeira, J.A.S.,
Enthalpies of combustion of 1,4-naphthoquinone, 9,10-anthraquinone, 9,10-phenanthraquinone, 1,4,9,10-anthradiquinone, 5,8-dihydroxy-1,4-naphthoquinone, and 1,4-dihydroxy-9,10-anthraquinone,
J. Chem. Thermodyn., 1989, 21, 265-274. [all data]
Magnus, 1956
Magnus, A.,
Die resonanzenergien der parachinone Aui grund der prazisionsmessungsen ihrer verbrennungswarmen durch herrn gerhard wittwer,
Z. Phys. Chem. (Neue Folge), 1956, 9, 141-161. [all data]
Swietoslawski and Starczedska, 1925
Swietoslawski, W.; Starczedska, H.,
Correction des donnees thermochimiques de M.A. Valeur,
J. Chem. Phys., 1925, 22, 399-401. [all data]
Schmitt and Reid, 1986
Schmitt, W.J.; Reid, R.C.,
Solubility of Monofunctional Organic Solids in Chemical Diverse Supercritical Fluids,
J. Chem. Eng. Data, 1986, 31, 204. [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]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Tfus Fusion (melting) point 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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