2-Naphthalenol
- Formula: C10H8O
- Molecular weight: 144.1699
- IUPAC Standard InChI: InChI=1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H
- IUPAC Standard InChIKey: JWAZRIHNYRIHIV-UHFFFAOYSA-N
- CAS Registry Number: 135-19-3
- 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: β-Naphthol; 2-Naphthol; β-Hydroxynaphthalene; Azogen Developer A; Betanaphthol; C.I. Azoic Coupling Component 1; C.I. Developer 5; C.I. 37500; Developer A; Developer AMS; Developer BN; Isonaphthol; Naphthol B; 2-Hydroxynaphthalene; β-Monoxynaphthalene; β-Naftol; β-Naftolo; β-Naphthyl alcohol; β-Naphthyl hydroxide; β-Naphtol; β-Napthol; Naphthol, β; 2-Naftol; 2-Naftolo; 2-Naphtol; Antioxygene BN; NSC 2044
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Reaction 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -29.9 ± 1.7 | kJ/mol | Ccb | Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988 | Hs=94.2±0.5 kJ/mol; Colomina, Roux, et al., 1974; ALS |
| ΔfH°gas | -30.0 ± 1.1 | kJ/mol | Ccb | Colomina, Roux, et al., 1974, 2 | ALS |
| ΔfH°gas | -13.8 | kJ/mol | N/A | Pushin, 1954 | Value computed using ΔfHsolid° value of -108.0 kj/mol from Pushin, 1954 and ΔsubH° value of 94.2 kj/mol from Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988.; DRB |
| Quantity | Value | Units | Method | Reference | Comment |
| S°gas | 366.6 ± 3.9 | J/mol*K | N/A | Kudchadker S.A., 1978 | GT |
Constant pressure heat capacity of gas
| Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 36.84 | 50. | Kudchadker S.A., 1978 | GT |
| 51.65 | 100. | ||
| 72.43 | 150. | ||
| 96.49 | 200. | ||
| 134.64 | 273.15 | ||
| 147.82 | 298.15 | ||
| 148.79 | 300. | ||
| 198.20 | 400. | ||
| 239.23 | 500. | ||
| 271.78 | 600. | ||
| 297.61 | 700. | ||
| 318.45 | 800. | ||
| 335.56 | 900. | ||
| 349.82 | 1000. | ||
| 361.83 | 1100. | ||
| 372.02 | 1200. | ||
| 380.74 | 1300. | ||
| 388.22 | 1400. | ||
| 394.68 | 1500. |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Reaction 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | -124.1 ± 1.6 | kJ/mol | Ccb | Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988 | Hs=94.2±0.5 kJ/mol; Colomina, Roux, et al., 1974; ALS |
| ΔfH°solid | -124.2 ± 1.0 | kJ/mol | Ccb | Colomina, Roux, et al., 1974, 2 | ALS |
| ΔfH°solid | -108. | kJ/mol | Ccb | Pushin, 1954 | Author's hf298_condensed=-28.2 kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -4959. ± 10. | kJ/mol | AVG | N/A | Average of 6 values; Individual data points |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 179.0 | J/mol*K | N/A | Danilenko, Danilenko, et al., 1974 | DH |
Constant pressure heat capacity of solid
| Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 172.8 | 298. | Andrews, Lynn, et al., 1926 | T = 22 to 205°C.; DH |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, 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 by: John E. Bartmess
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
C10H7O- + =
By formula: C10H7O- + H+ = C10H8O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1438. ± 8.8 | kJ/mol | G+TS | Taft, 1987 | gas phase; value altered from reference due to change in acidity scale |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1408. ± 8.4 | kJ/mol | IMRE | Taft, 1987 | gas phase; value altered from reference due to change in acidity scale |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry 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]
Colomina, Roux, et al., 1974
Colomina, M.; Roux, M.V.; Turrion, C.,
Thermochemical properties of naphthalene compounds. I. Enthalpies of combustion and formation of the 1- and 2-naphthoic acids,
J. Chem. Thermodyn., 1974, 6, 149-155. [all data]
Colomina, Roux, et al., 1974, 2
Colomina, M.; Roux, M.V.; Turrion, C.,
Thermochemical properties of naphthalene compounds. II. Enthalpies of combustion and formation of the 1- and 2-naphthols,
J. Chem. Thermodyn., 1974, 6, 571-576. [all data]
Pushin, 1954
Pushin, N.A.,
Heats of combustion and heats of formation of isomeric organic compounds,
Bull. Soc. Chim. Belgrade, 1954, 19, 531-547. [all data]
Kudchadker S.A., 1978
Kudchadker S.A.,
Ideal gas thermodynamic properties of 1- and 2-naphthol,
J. Chem. Soc. Faraday Trans. 2, 1978, 74, 1515-1520. [all data]
Danilenko, Danilenko, et al., 1974
Danilenko, V.E.; Danilenko, G.N.; Demidenko, A.F.,
Thermodynamic properties of β-naphthol and 2,3-dihydroxynaphthalene,
Zhur. Fiz. Khim., 1974, 48, 1886. [all data]
Andrews, Lynn, et al., 1926
Andrews, D.H.; Lynn, G.; Johnston, J.,
The heat capacities and heat of crystallization of some isomeric aromatic compounds,
J. Am. Chem. Soc., 1926, 48, 1274-1287. [all data]
Taft, 1987
Taft, R.W.,
The Nature and Analysis of Substitutent Electronic Effects,
Personal communication. See also Prog. Phys. Org. Chem., 1987, 16, 1. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Cp,solid Constant pressure heat capacity of solid S°gas Entropy of gas at standard conditions S°solid,1 bar Entropy of solid at standard conditions (1 bar) ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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