1-Naphthalenol
- Formula: C10H8O
- Molecular weight: 144.1699
- IUPAC Standard InChIKey: KJCVRFUGPWSIIH-UHFFFAOYSA-N
- CAS Registry Number: 90-15-3
- 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: 1-Naphthol; α-Hydroxynaphthalene; α-Naphthol; Basf Ursol ERN; C.I. Oxidation Base 33; C.I. 76605; Durafur Developer D; Fouramine ERN; Fourrine ERN; Fourrine 99; Furro ER; Nako TRB; Tertral ERN; Ursol ERN; Zoba ERN; 1-Hydroxynaphthalene; NSC 9586
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Phase change data
Go To: Top, IR Spectrum, Mass spectrum (electron ionization), 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
AC - William E. Acree, Jr., James S. Chickos
DRB - Donald R. Burgess, Jr.
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 |
---|---|---|---|---|---|
Tboil | 552.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 561.16 | K | N/A | May, Berliner, et al., 1927 | Uncertainty assigned by TRC = 0.15 K; probably calculated from vapor pressure equation; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 368. ± 2. | K | AVG | N/A | Average of 9 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 368.2 | K | N/A | Andrews, Lynn, et al., 1926 | Uncertainty assigned by TRC = 0.3 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 21.8 | kcal/mol | N/A | Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988 | DRB |
ΔsubH° | 21.79 ± 0.10 | kcal/mol | V | Colomina, Roux, et al., 1974 | ALS |
ΔsubH° | 21.8 | kcal/mol | N/A | Colomina, Roux, et al., 1974 | DRB |
ΔsubH° | 21.9 ± 0.91 | kcal/mol | B | Andrews, Lynn, et al., 1926, 2 | See also Cox and Pilcher, 1970 and May, Berliner, et al., 1927, 2.; AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
14.0 | 414. | A | Stephenson and Malanowski, 1987 | Based on data from 399. to 556. K.; AC |
14.5 | 473. | N/A | May, Berliner, et al., 1927, 2 | Based on data from 423. to 563. K.; AC |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
22.3 | 305. | A | Stephenson and Malanowski, 1987 | Based on data from 298. to 312. K. See also Aihara, 1960.; AC |
20.1 | 319. | A | Stephenson and Malanowski, 1987 | In Ref. Aihara, 1960 the author mentions that there may be a small phase transition at 39.4 °C as evidenced in the log P versus 1/T graph; AC |
21.3 ± 0.41 | 304. | ME | Arshadi, 1974 | Based on data from 279. to 328. K.; AC |
21.8 ± 0.1 | 296. to 313. | ME | Colomina, Roux, et al., 1974 | AC |
17.1 | 561.01 | V | May, Berliner, et al., 1927, 3 | ALS |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
5.57 | 368.7 | DSC | Rai, Pandey, et al., 2002 | AC |
5.83 | 369.7 | DSC | Rai and Rai, 1998 | AC |
5.500 | 369. | N/A | Acree, 1991 | AC |
5.5497 | 369. | N/A | Pacor, 1967 | DH |
5.6095 | 368.2 | N/A | Andrews, Lynn, et al., 1926, 2 | DH |
5.609 | 368.2 | C | Andrews, Lynn, et al., 1926, 2 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
15.0 | 369. | Pacor, 1967 | DH |
15.2 | 368.2 | Andrews, Lynn, et al., 1926, 2 | DH |
IR Spectrum
Go To: Top, Phase change data, Mass spectrum (electron ionization), References, Notes
Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Mass spectrum (electron ionization)
Go To: Top, Phase change data, IR Spectrum, 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
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Japan AIST/NIMC Database- Spectrum MS-NW-6154 |
NIST MS number | 228210 |
References
Go To: Top, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
May, Berliner, et al., 1927
May, O.E.; Berliner, J.F.T.; Lynch, D.F.J.,
Studies in Vapor Pressure IV. The Naphthols,
J. Am. Chem. Soc., 1927, 49, 1012. [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. [all data]
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. II. Enthalpies of combustion and formation of the 1- and 2-naphthols,
J. Chem. Thermodyn., 1974, 6, 571-576. [all data]
Andrews, Lynn, et al., 1926, 2
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]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [all data]
May, Berliner, et al., 1927, 2
May, Orville E.; Berliner, J.F.T.; Lynch, D.F.J.,
STUDIES IN VAPOR PRESSURE. IV. THE NAPHTHOLS,
J. Am. Chem. Soc., 1927, 49, 4, 1012-1016, https://doi.org/10.1021/ja01403a018
. [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]
Aihara, 1960
Aihara, Ariyuki,
Estimation of the Energy of Hydrogen Bonds Formed in Crystals. II. Phenols,
Bull. Chem. Soc. Jpn., 1960, 33, 2, 194-200, https://doi.org/10.1246/bcsj.33.194
. [all data]
Arshadi, 1974
Arshadi, Mohammed R.,
Determination of heats of sublimation of organic compounds by a mass spectrometric--knudsen effusion method,
J. Chem. Soc., Faraday Trans. 1, 1974, 70, 0, 1569, https://doi.org/10.1039/f19747001569
. [all data]
May, Berliner, et al., 1927, 3
May, O.E.; Berliner, J.F.T.; Lynch, D.F.J.,
Studies in vapor pressure. IV. The naphthols,
J. Am. Chem. Soc., 1927, 49, 1012-10. [all data]
Rai, Pandey, et al., 2002
Rai, U.S.; Pandey, Pinky; Rai, R.N.,
Physical chemistry of binary organic eutectic and monotectic alloys; 1,2,4,5-tetrachlorobenzene--α-naphthol and TCB--resorcinol systems,
Materials Letters, 2002, 53, 1-2, 83-90, https://doi.org/10.1016/S0167-577X(01)00458-X
. [all data]
Rai and Rai, 1998
Rai, U.S.; Rai, R.N.,
Journal of Thermal Analysis and Calorimetry, 1998, 53, 3, 883-893, https://doi.org/10.1023/A:1010190402954
. [all data]
Acree, 1991
Acree, William E.,
Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation,
Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H
. [all data]
Pacor, 1967
Pacor, P.,
Applicability of the DuPont 900 DTA apparatus in quantitative differential thermal analysis,
Anal. Chim. Acta, 1967, 37, 200-208. [all data]
Notes
Go To: Top, Phase change data, IR Spectrum, Mass spectrum (electron ionization), References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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