2-Naphthalenamine, N-phenyl-
- Formula: C16H13N
- Molecular weight: 219.2811
- IUPAC Standard InChIKey: KEQFTVQCIQJIQW-UHFFFAOYSA-N
- CAS Registry Number: 135-88-6
- 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: 2-Naphthylamine, N-phenyl-; β-Naphthylphenylamine; Aceto PBN; AgeRite Powder; Antioxidant PBN; Antioxidant 116; N-(2-Naphthyl)aniline; N-Phenyl-β-naphthylamine; N-Phenyl-2-naphthylamine; Neosone D; Neozon D; Neozone; Neozone D; Nilox PBNA; Nonox D; Nonox DN; PBNA; Stabilizator AR; Vulkanox PBN; 2-Anilinonaphthalene; 2-Naphthylphenylamine; 2-Phenylaminonaphthalene; Anilinonaphthalene; NCI-C02915; Phenyl-β-naphthylamine; Phenyl-2-naphthylamine; N-Fenyl-2-aminonaftalen; Fenyl-β-naftylamin; N-Phenyl-2-naphthalenamine; N-(2-Naphthyl)-N-phenylamine; Stabilizer AR; Antioxidant D; Nocrac D; Naftam 2; N-β-Naphthyl-N-phenylamine; Stabilator AR; AK 1; AK 1 (stabilizer); NSC 37151; Noclizer D
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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 | 38.8 ± 0.41 | kcal/mol | Ccb | Medard and Thomas, 1954 | Heat of combustion corrected for pressure |
ΔfH°solid | 41.67 | kcal/mol | Ccb | Medard, 1954 | Heat of combustion corrected for pressure |
ΔfH°solid | 58.7 | kcal/mol | Ccb | Lemoult, 1906 | Author value for hf298-condensed=50.3 kcal/mol |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1987.66 ± 0.41 | kcal/mol | Ccb | Medard and Thomas, 1954 | Heat of combustion corrected for pressure |
ΔcH°solid | -1990.55 | kcal/mol | Ccb | Medard, 1954 | Heat of combustion corrected for pressure |
ΔcH°solid | -1987.07 ± 0.43 | kcal/mol | Ccb | Roberts and Jessup, 1948 | |
ΔcH°solid | -2007.6 | kcal/mol | Ccb | Lemoult, 1906 | Author value for hf298-condensed=50.3 kcal/mol |
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:
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 668.7 | K | N/A | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
21.2 | 398. | A | Stephenson and Malanowski, 1987 | Based on data from 383. to 520. K.; AC |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
27.68 | 348. | GS | Stephenson and Malanowski, 1987 | Based on data from 333. to 363. K. See also Fel'dshtein and Kuz'minskii, 1971.; AC |
Gas phase ion energetics 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: Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Ionization energy determinations
IE (eV) | Method | Reference |
---|---|---|
7.15 | CTS | Kinoshita, 1962 |
IR Spectrum
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, References, Notes
Data compiled by: Coblentz Society, Inc.
- SOLID (SPLIT MULL), FLUOROLUBE FOR 3800-1330 CM-1, NUJOL FOR 1330-460 CM-1; DOW KBr FOREPRISM-GRATING; DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm-1 resolution
- SOLUTION (10% CS2 FOR 3800-460 CM-1); DOW KBr FOREPRISM-GRATING; DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm-1 resolution
Mass spectrum (electron ionization)
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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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-1721 |
NIST MS number | 229398 |
UV/Visible spectrum
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Spectrum
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Additional Data
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Source | Fihtengolts, et al., 1969 |
---|---|
Owner | INEP CP RAS, NIST OSRD Collection (C) 2007 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
Origin | INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS |
Source reference | RAS UV No. 20150 |
Instrument | SF-4 |
Melting point | 108 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Medard and Thomas, 1954
Medard, L.; Thomas, M.,
Chaleurs de combustion de vingt-quatre substances explosives ou apparentees a des explosifs,
Mem. Poudres, 1954, 36, 97-127. [all data]
Medard, 1954
Medard, L.,
Tables thermochimiques a l'usage des techniciens des substances explosives,
Mem. Artillerie Fr. Sci. Tech. Armement, 1954, 28, 415-492. [all data]
Lemoult, 1906
Lemoult, M.P.,
Thermochimie. - Chaleur de combustion et de formation de quelques composes cycliques azotes,
Compt. Rend., 1906, 143, 772-775. [all data]
Roberts and Jessup, 1948
Roberts, D.E.; Jessup, R.S.,
Heat of combustion of phenyl-beta-naphthylamine (N-phenyl-2-naphthylamine),
J. Res. NBS, 1948, 40, 281-283. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [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]
Fel'dshtein and Kuz'minskii, 1971
Fel'dshtein, L.S.; Kuz'minskii, A.S.,
Kauch. Rezina, 1971, 30, 11, 15. [all data]
Kinoshita, 1962
Kinoshita, M.,
The absorption spectra of the molecular complexes of aromatic compounds with p-bromanil,
Bull. Chem. Soc. Japan, 1962, 35, 1609. [all data]
Fihtengolts, et al., 1969
Fihtengolts, V.S., et al.,
Atlas of UV Absorption Spectra of Substances Used in Synthetic Rubber Manufacture, 1969, 66. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References
- Symbols used in this document:
Tboil Boiling 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 ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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